Imidazolesulfonamide derivatives and herbicides

BACKGROUND OF THE INVENTION
This invention relates to a novel imidazolesulfonamide derivative, a process for preparing the compound and a herbicide containing the compound as an active ingredient.
In order to protect important crops such as rice plants, wheat, corn, soybean, cotton, beat, etc. from damages by weeds to achieve an increased yield, it is indispensable to use a herbicide. In recent years in particular, a herbicide having selectivity (or discriminativity) is sought after as it can kill only weeds selectively without damages to crops even when a foliage treatment with the herbicide is applied simultaneously on crops and weeds in a cultivated land wherein useful crops and weeds are grown together. Also, from viewpoints of prevention of environmental pollution, the transportation, and the economical cost reduction in application of chemicals, studies and researches have been made over many years on such compounds that may achieve a higher herbicidal activity with use of chemicals in a lower amount. Some of the compounds having such a property are presently used as the herbicide having selectivity. Still, however, there are further demands for new compounds having such a property.
SUMMARY OF THE INVENTION
The present inventors have made researches over many years to develop herbicides having the selectivity on important crops, and have examined herbicidal properties of a number of compounds to create compounds having a higher herbicidal effect and the selectivity. As a result, it was found that an imidazolesulfonamide derivative represented by general Formula (I) (hereinafter referred to as "the compound of this invention): ##STR2## wherein Q represents a group of; ##STR3## wherein R.sup.1, R.sup.2 and R.sup.3 each independently represent a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group, a halogenated lower alkyl group, a cyano group, a group of COOR.sup.10, a group of S(O).sub.n R.sup.11, a group of NR.sup.12 R.sup.13, a lower alkoxy group, a group of SO.sub.2 NR.sup.8 R.sup.9, a group of SO.sub.2 OR.sup.11 or a phenyl group which may be substituted (the substituent is selected from a halogen atom, a nitro group, a group of COOR.sup.10, a lower alkoxy group and a lower alkyl group);
R.sup.4 and R.sup.5 each independently represent a hydrogen atom, a halogen atom, a lower alkyl group, a halogenated loweralkyl group, a nitro group, a cyano group, a group of COOR.sup.10, a group of S(O).sub.n R.sup.11, a lower alkoxy group or a phenyl group which may be substituted (the substituent is selected from a halogen atom, a group of COOR.sup.10, a nitro group, a lower alkoxy group and a lower alkyl group);
R.sup.6 and R.sup.7 each independently represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a nitro group or a group of COOR.sup.10 ;
R.sup.8 and R.sup.9 each independently represent a hydrogen atom, a lower alkyl group or a phenyl group;
W.sup.1 represents an oxygen atom, a sulfur atom or a group of N--R.sup.10 ;
R.sup.10 represents a hydrogen atom or a lower alkyl group;
R.sup.11 represents a lower alkyl group and n represents an integer of 0, 1 or 2; and
R.sup.12 and R.sup.13 each independently represent a hydrogen atom or a lower alkyl group,
m represents an integer of 0, 1 or 2;
R repesents a hydrogen atom or a lower alkyl group;
B and D each independently represent a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group, an aralkyl group, a lower alkoxy group, a halogenated alkyl group, a halogenated alkenyl group, a lower alkoxyalkyl group, an alkylcarbonyl group, a group of COOR.sup.14, a group of CONR.sup.15 R.sup.16, a group of S(O).sub.n R.sup.17, a cyano group, a group of NR.sup.18 R.sup.19, a group of SO.sub.2 NR.sup.20 R.sup.21 , a hydroxy group, a benzoyl group which may be substituted (the substituent is selected from a halogen atom and a lower alkyl group) or a phenyl group which may substituted (the substituent is selected from a halogen atom, a nitro group, a group of COOR.sup.10, a lower alkoxy group and a lower alkyl group);
R.sup.14 represents a hydrogen atom, a lower alkyl group which may be substituted (the substituent is selected from a lower alkoxy group which may be substituted by a group of OR.sup.10, a halogen atom, a halogenated lower alkoxy group, a cyano group, a phenoxy group, a lower alkoxycarbonyl group, a group of NR.sup.10 R.sup.11, a lower cycloalkyl group, a lower alkylthio group and a lower alkylcarbonyl group), a lower alkenyl group, a halogenated lower alkenyl group, a lower alkynyl group, a halogenated lower alkynyl group, a halogenated lower cycloalkyl group or a benzyl group;
R.sup.15 represents a hydrogen atom, a lower alkyl group or a phenyl group; and R.sup.16 represents a hydrogen atom, a lower alkyl group or a lower alkoxy group;
R.sup.17 represents a lower alkyl group, a lower alkoxy group, a phenyl group, a halogenated alkyl group, a lower alkenyloxy group or a lower alkynyloxy group; and n represents an integer of 0, 1 or 2;
R.sup.18 and R.sup.19 each independently represent a hydrogen atom, a lower alkyl group, a lower alkylcarbonyl group or a lower alkylsulfonyl group;
R.sup.20 and R.sup.21 each independently represent a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group;
T represents a group of ##STR4## E represents a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkoxy group;
G represents a group of; ##STR5## wherein X and Y each independently represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkoxyalkyl group, a halogenated alkyl group, a halogenated lower alkoxy group, a group of NR.sup.24 R.sup.25, a group of OCH(R.sup.10)COOR.sup.10, a group of COOR.sup.10, a cyclopropyl group, a group of CH(OR.sup.26).sub.2, a lower alkylthio group or a halogenated lower alkylthio group,
R.sup.24 and R.sup.25 each independently represents a hydrogen atom, a lower alkyl group or a lower alkoxy group;
R.sup.26 represents a lower alkyl group;
X.sup.1 and Y.sup.1 each independently represent a hydrogen atom, a halogen atom, a lower alkyl group, a halogenated alkyl group or a lower alkoxy group;
X.sup.2 represents a lower alkyl group, a lower alkylthio group or a lower alkoxy group, and Y.sup.2 represents a lower alkyl group;
Z represents a nitrogen atom or a group of C--R.sup.27,
R.sup.27 represents a hydrogen atom, a lower alkyl group, a halogenated lower alkyl group, a halogen atom, a lower alkoxy group or a 5-membered ring structure containing an oxygen atom together with Y or Y.sup.1 ;
X.sup.3 represents a lower alkyl group, a lower alkoxy group, a lower alkoxyalkyl group or a halogen atom;
Y.sup.3 represents a lower alkyl group, a lower alkoxy group, a halogen atom, a monoalkylamino group or a dialkylamino group;
Y.sup.4 represents a cyano group, a group of CO.sub.2 R.sup.10, a nitro group, a group of S(O).sub.n R.sup.11, an alkyl group or a halogenated alkyl group;
Z.sup.1 represents a nitrogen atom or a group of CH;
X.sup.4 and Y.sup.5 each independently represent a lower alkyl group or a lower alkoxy group;
W represents an oxygen atom, a sulfur atom or a group of N--R.sup.28 (wherein R.sup.28 represents a hydrogen atom or a lower alkoxy group);
W.sup.2 represents an oxygen atom or a sulfur atom;
R.sup.22 represents a lower alkyl group;
Az represents a halogen atom, a nitro group, or an imidazolyl group, an imidazolynyl group, a pyrazolyl group, a triazolyl group or a benzimidazolyl group each of which may be mono-, di- or tri-substituted by a lower alkyl group;
J represents a lower alkyl group or a group of ##STR6## wherein Q, R, m, B and D have the same meanings as defined above; and R.sup.23 represents a hydrogen atom, a lower alkyl group or a lower alkoxy group,
has a strong herbicidal effect to various weeds while retaining high safety to the important crops in either case of the soil treatment or the foliage treatment, whereby this invention has been accomplished. The compound of this invention shows a high herbicidal activity in an application of a very low amount of the active ingredient as compared with the conventional herbicides, and accordingly it is useful also as a herbicide for orchards and uncultivated lands.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
As a prior technique, for example, Japanese Provisional Patent Publication No. 162587/1983 and No. 1480/1984 disclose imidazolesulfonylurea which has the structure similar to the compound of this invention. However, there has been disclosed no compound wherein a heterocyclic ring is substituted on an imidazole ring as the compound of this invention. Thus, the compound of this invention can be said to be a novel one.
In the present invention, preferred componds represented by the formula (I) are as follows: ##STR7## wherein R.sub.1 represents a hydrogen atom, a methyl group, a halogen atom or a nitro group; R represents a methyl group or an ethyl group; Q is selected from the group of Q5, Q6, Q7, Q9, Q15, Q21, Q26, Q29, Q32, Q50, Q54, Q61, Q68, Q88, Q127, Q138Q142, Q188, Q189, Q201, Q202, Q204, Q205, Q209, Q222, Q225, Q229, Q230, Q246 and Q250 as mentioned on pages 45 to 57 hereinbelow;
X and Y are each independently a halogen atom, a methyl group, a methoxy group; and Z is --CH.dbd. or --N.dbd..
The compound of this invention, represented by general formula (I) can be readily prepared by selecting any of reaction schemes 1 to 7 shown below. ##STR8## wherein B, D, E, G, Q, R, W.sup.2 and m have the same meanings as defined above.
More specifically, the imidazolesulfonyl(thio)isocyanate derivative (II) is dissolved in a sufficiently dried inert solvent such as dioxane and acetonitrile and thereto is added a pyrimidine, triazine or triazole derivative represented by Formula (III), with stirring. Thus, the reactants generally are reacted with each other rapidly to give the compound (I)' which is part of the compound of this invention. In cases where it is difficult for the reaction to proceed, a trace or small amount of suitable base, such as triethylamine, triethylenediamine, pyridine, a sodium alkoxide, sodium hydride and the like, may be added to the reaction system to allow the reaction to proceed readily. ##STR9## wherein B, D, E, G, Q, R, W.sup.2 and m have the same meanings as defined above. R.sup.29 represents a lower alkyl group or a phenyl group.
More specifically, the imidazolesulfonamide derivative (V) is reacted with a chloroformic acid (thio)ester or a carbonic acid (thio)ester in a solvent such as acetone, methyl ethyl ketone and acetonitrile in the presence of a base such as potassium carbonate to give the compound (IV). Subsequently, the resulting (IV) is heated with the compound (III) in a solvent such as tolune to give the compound (I)' which is a part of the compound of this invention. ##STR10## wherein B, D, E, G, Q, R, W.sup.2 and m have the same meanings as defined above. R.sup.29 represents a lower alkyl group or a phenyl group.
More specifically, by reacting the imidazolesulfonamide derivative (V) with an N-heterocylic carbamate (III)' in the presence of an inorganic salts such as hydroxides, hydrides, etc., or an organic bases such as alkylamine, pyridine, 1,8-diazabicyclo(5.4.0)-7-undecene in an inert solvent such as methylene chloride, tetrahydrofuran, acetonitrile, etc., the compound (I)' which is a part of the compound of this invention can be obtained. ##STR11## wherein B, D, E, G, Q, R, m, R.sup.22 and R.sup.23 have the same meanings as defined above. ##STR12## wherein Az, B, D, E, G, Q, R, W.sup.2, m, R.sup.22 and R.sup.23 have the same meanings as defined above. ##STR13## wherein Az, B, D, E, G, Q, R and m have the same meanings as defined above.
More specifically, the above imidazolesulfonamide derivative in any of Reaction schemes 4 to 6, which is a part of the compound of this invention can be synthesized in accordance with the process disclosed in Japanese Provisional Patent Publications No. 167570/1984, No. 6654/1985, No. 36467/1985, No. 60670/1986, No. 60684/1986 and No. 72783/1986. ##STR14## wherein B, D, E, G, Q, R, W and m have the same meanings as defined above; and Hal represents a halogen atom.
More specifically, 1H-imidazolesulfonylurea is reacted with a Hal--(CHR).sub.m --Q in the presence of an appropriate base to give the compound (I)' which is a part of the compound of this invention. Be noted that in case where m is 0, Q desirably has an electron attractive group such as a nitro group, CF.sub.3, a halogen atom or the like as a substituent therefor in many occasions and the Hal-group is required to have high reactivity.
The starting material, the imidazolesulfonyl(thio)isocyanate (II) or the imidazolesulfonyl(thio)carbamate derivative (IV) which is used in Reaction schemes 1 and 2 may be synthesized by optionally selecting the methods as will be described hereinafter to synthesize the imidazolesulfonamide (V) and further converting the resulting product to the desired product with reference to the methods as described in European Patent Publication No. 87,780 (EP-A0 087 780) and Japanese Provisional Patent Publication No. 13266/1980.
The imidazolesulfonamide which is an intermediate to be used in the present invention is also a novel compound, which can be obtained by optionally selecting one of the following Reaction schemes 8 to 12 and the methods described in Japanese Provisional Patent Publications No. 162587/1983, No. 1480/1984, etc. ##STR15##
(a) NaNO.sub.2.HCl or NaNO.sub.2.HBr
(b) SO.sub.2.Cu salt
(c) NH.sub.4 OH or ammonium carbonate
(d) Cu salt
(e) NaSH
(f) NaOH.NH.sub.4 OH/NaOCl
(g) Oxidizing agent
(h) NaSCH.sub.2 Ph
(i) Cl.sub.2 /CH.sub.3 CO.sub.2 H.H.sub.2 O or NaOCl/HCl
(j)
(1) ClSO.sub.3 H
(2) SOCl.sub.2 or PCl.sub.5
(k)
(1) BuLi or LiN(i-Pr).sub.2
(2) SO.sub.2
(3) N-chlorosuccinimide
(l) Q--(CHR).sub.m --Hal/base
In Reaction schemes 8 to 12, B, D, Q, R and m have the same meanings as defined above; and Hal represents a halogen atom.
The imidazolesulfonamide (V) may usually be obtained by reacting a corresponding imidazolesulfonyl chloride with an aqueous ammonia or ammonium carbonate. In order to introduce a sulfonyl group into an imidazole ring, there may be adopted such methods as follows:
(1) The amino group is subjected to diazonium decomposition in the presence of sulfur dioxide to give a imidazolesulfonyl chloride;
(2) A sulfur atom is introduced into the imidazole ring by a nucleophilic substitution reaction with a halogen atom or the like and optionally the resulting compound is further oxidized to given an imidazolesulfonyl chloride;
(3) A carbanion of an imidazole is formed by using a base and sulfur dioxide is reacted therewith followed by halogenation to give an imidazolesulfonyl chloride; and
(4) Chlorosulfonic acid or the like is used to directly give an imdazolesulfonyl chloride in an electrophilic substitution reaction.
More specifically, (1) according to Reaction scheme 8, an aminoimidazole is converted into a diazonium salt by using sodium nitrite or the like in hydrochloric acid, hydrobromic acid or the like and then sulfur dioxide is reacted with the resulting diazonium salt in the presence of a catalyst which is usually used for diazonium decomposition such as a copper salt or the like, to afford a corresponding imidazolesulfonyl chloride. With the resulting compound was reacted an aqueous ammonia to give the desired pyrazolesulfonamide (V).
(2) According to Reaction scheme 9, a halogenated imidazole is treated with sodium hydrosulfide, sodium salt of benzylmercaptan or the like to introduce a sulfur atom into the imidazole ring, followed by oxidation with chlorine in a solvent such as acetic acid/water to give an imidazolesulfonyl chloride. As in Reaction scheme 8, a reaction with an aqueous ammonia gives the desired pyrazolesulfonamide (V). The desired imidazolesulfonamide may also be obtained by converting the intermediate of mercaptopyrazole into a sulfenamide which is then oxidized. The starting material, the halogenated imidazole, may be obtained by diazo-decomposition of an aminopyrazole; by the reaction of a hydroxyimidazole with phosphorus oxychloride or phosphorus oxybromide; or by formation of an anion by using a strong base such as butyl lithium, lithium diisopropylamide or the like, followed by halogenation.
(3) According to Reaction scheme 11, an anion may be formed by using a strong base such as butyl lithium, lithium diisopropylamide or the like, and the resulting anion may further be treated with sulfur dioxide and subsequently with an N-halogenosuccinimide to form an imidazolesulfonyl chloride which is then treated with an aqueous ammonia to give the desired imidazolesulfonamide (V).
(4) According to Reaction scheme 10, use of chlorosulfonic acid may give directly an imidazolesulfonyl chloride.
In addition to the above schemes, according to Reaction scheme 12, the desired imidazolesufonamide (V) may be obtained by allowing an imidazolesulfonamide having no substituent on the 1-position to react with an appropriate halogen derivative Hal--(CHR).sub.m --Q (wherein Q, R, m and Hal have the same meanings as defined above) in the presence of a suitable base. The reaction may be carried out in accordance with Reaction scheme 7. In reactions in Reaction schemes 10 to 12, isomers may possibly be formed in admixture with the desired compound depending upon occasion. However, such isomers may be separated by recrystallization, column chromatography or the like and used as an intermediate for the compound of this invention. General literatures for the chemistry on the imidazoles used as starting materials in the above-mentioned reactions include the following ones. M. R. Grimmett, Advanced Heterocyclic Chemistry, Vol. 12, p. 104 (1970); R. C. Elderfield, Heterocyclic Compounds, Vol. V, p. 194 (1957), published by John Wiley and Sons, Inc., New York; K. Schofield, M. R. Grimmett and B. R. T. Keene, Heteroaromatic Nitrogen Compounds The Azoles, published by Cambridge University Press, (1976); M. R. Grimmett, Comprehensive Heterocyclic Chemistry, Vol. 5, p. 345 (1984), published by Pergamon Press.
The mercaptoimidazole derivative, for example, may be synthesized, as shown in Reaction scheme 13, according to methods described in R. G. Jones, E. C. Kornfeld, K. C. McLaughlin and R. C. Anderson, J. Am. Chem. Soc., Vol. 71, p. 4000 (1949). ##STR16## wherein Q, R, R.sup.11 and m have the same meanings as defined above; and B and D each independently represent a hydrogen atom or a lower alkyl group. ##STR17## wherein Q, R, R.sup.11, W.sup.2, m and Hal have the same meanings as defined above; B represents a hydrogen atom, a lower alkyl group or a lower alkylmercapto group; D represents an alkylcarbonyl group, a benzoyl group, a cyano group, an alkylsulfonyl group, a phenylsulfonyl group, a group of COOR.sup.14 or a group of CONR.sup.15 R.sup.16 ; wherein R.sup.14, R.sup.15 and R.sup.16 have the same meanings as defined above. ##STR18## wherein Q, R, R.sup.11 and m have the same meanings as defined above; B represents a hydrogen atom or a lower alkyl group; D represents a hydrogen atom, an alkylcarbonyl group, a benzoyl group, a cyano group, an alkylsulfonyl group, a phenylsulfonyl group, a group of COOR.sup.14 or a group of CONR.sup.15 R.sup.16, in which R.sup.14, R.sup.15 and R.sup.16 have the same meanings as defined above.
An aminoimidazole may be synthesized, as shown in Reaction scheme 14, according to methods described in K. Gewald and G. Heinhold, Monatsh. Chem., Vol. 107, p. 1413 (1976), specification of East German Pat. No. 118,640 and A. Edenhofer, Helv. Chim. Acta., Vol. 58, p. 2192 (1975) to give 4-aminoimidazole derivatives having various substituents. Also, 5-aminoimidazole may be synthesized, as shown in Reaction scheme 15, according to methods described in D. H. Robinson and G. Shaw, J. Chem. Soc., Perkin Trans. I, p. 1715 (1972).
Further, a heterocyclic isothiocyanate which is a raw material to be used in a reaction of Reaction scheme 13 may be synthesized, for example as shown in Reaction scheme 16, according to methods desribed in D. J. LeCount, D. J. Dewsbury and W. Grundy, Synthesis, p. 582 (1977). ##STR19## wherein Q, R and m have the same meanings as defined above.

Generally, a person skilled in the art would be able to obtain an intermediate for the compound of the present invention by investigating experimental conditions and the like taking into consideration the above descriptions and the prior art technologies as mentioned above. Hereinafter, there will be described Synthesis examples of the present compounds and the intermediate imidazolesulfonamide therefor by way of Examples or Reference examples, which, however, should not be construed to limit the present invention.
REFERENCE EXAMPLE 1
Synthesis of 1-methyl-3-pyrazolylisothiocyanate
To a mixture of 29.1 g of 3-amino-1-methylpyrazole and 45 ml of triethylamine was added dropwise 18 ml of carbon disulfide and the resulting mixture was stirred at 40.degree. C. for 30 minutes to precipitate solids. To the reaction mixture was added ether, followed by pulverization of solids. After filtration, the thus pulverized solids were washed with ether to give 67 g of triethylamine salt of 1-methyl-3-pyrazolyldithiocarbamic acid (melting point: 79.degree. to 82.degree. C.) 31.8 g of the thus obtained triethylamine salt of dithiocarbamic acid and 11.7 g of triethylamine were dissolved in 150 ml of methylene chloride. To the resulting solution was added at one time 34.5 g of ferric chloride 6 hydrate dissolved in 100 ml of water, followed by vigorous stirring for 10 minutes. The reaction mixture was filtered to remove insoluble solids. The organic layer was separated and then the aqueous layer was extracted with methylene chloride. After the organic layers were combined, washed with water and dried, the solvent was distilled off under reduced pressure. To the thus obtained residue was added ether to filter the insoluble solids off and the filtrate was concentrated under reduced pressure to give 9.0 g of oil. The thus obtained oil was evaporated under reduced pressure to give 6.5 g of the desired compound. b.p.: 135.degree. to 138.degree. C./23 mmHg.
REFERENCE EXAMPLE 2
Synthesis of 1-(1-methylpyrazol-3-yl)imidazole-2-thiol
To 6.6 g of 2,2-diethoxyethylamine dissolved in 100 ml of ethanol was added 6.3 g of 1-methyl-3-pyrzolylisothiocyanate, followed by stirring at room temperature over night. Crystals precipitated were filtered out and washed with a small amount of ethanol to give 10.3 g of N-2,2-diethoxyethyl-N'-(1-methylpyrazol-3-yl)thiourea (m.p.: 152.degree. to 155.degree. C.). 10.0 g of the crystals thus obtained were suspended in 70 ml of water. To the resulting suspension was added 15 ml of conc. hydrochloric acid, followed by stirring under reflux with heating for 30 minutes. The reaction mixture was cooled and adjusted to pH to 4 to 6 with use of 50% aqueous sodium hydroxide solution to precipitate crystals. The crystals precipitated were filtered out, washed with water and dried to give 6.0 g of the desired compound. m.p.: 126.degree. to 128.degree. C.
REFERENCE EXAMPLE 3
Synthesis of 1-(4-chloro-1-methylpyrazol-3-yl)imidazole- 2-sulfonamide
To a mixture of 5.8 g of 1-(1-methylpyrazol-3-yl)imidazole-2-thiol, 30 ml of water, 60 ml of chloroform and 27 g of conc. hydrochloric acid was added dropwise 192 g of aqueous sodium hypochlorite solution (content of 6%) under vigorous stirring at -10.degree. to 0.degree. C. over about 4 hours. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 1 hour. Then, the organic layer was separated and the aqueous layer was extracted with chloroform. The organic layers were combined and washed with water. Then, to the organic layer was added dropwise 20 ml of 28% aqueous ammonia under ice-cooling, followed by stirring at room temperature for 1.5 hours. Crystals precipitated by concentrating the resulting mixture under reduced pressure, were filtered out, washed with water and subsequently with ether to give 2.9 g of the desired compound. m.p.: 208.degree. to 210.degree. C.
REFERENCE EXAMPLE 4
Synthesis of 1-methyl-5-pyrazolylisothiocyanate
Using 5-amino-1-methylpyrazole as a starting material, triethylamine salt of 1-methyl-5-pyrazolyldithiocarbamic acid (m.p.: 89.degree. to 94.degree. C.) was synthesized, following the procedures described in Reference Example 1. Ferric chloride was allowed to act upon the resulting product to yield the desired compound. Oily substance.
REFERENCE EXAMPLE 5
Synthesis of 1-(1-methylpyrazol-5-yl)imidazole-2-thiol
Using 1-methyl-5-pyrazolylisothiocyanate as a starting material, the desired compound was obtained via N-2,2-diethoxyethyl-N'-(1-methylpyrazol-5-yl)thiourea (m.p.: 148.degree. to 149.degree. C.) as an intermediate, following the procedures described in Reference Example 2. m.p.: 247.degree. to 251.degree. C.
REFERENCE EXAMPLE 6
Synthesis of 1-(1-methylpyrazol-5-yl)imidazole-2-sulfonamide
To a mixture of 5.0 g of 1-(1-methylpyrazol-5-yl)imidazole-2-thiol, 30 ml of water, 60 ml of chloroform and 23 g of conc. hydrochloric acid, was added dropwise 100 g of aqueous sodium hypochlorite (content of 6%) under vigorous stirring at -10.degree. to 0.degree. C. over 2.5 hours. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 0.5 hour. Then the organic layer was separated and the aqueous layer was extracted with chloroform. After the organic layers were combined and washed with water, to the organic layer was added dropwise 20 ml of 28% aqueous ammonia under ice-cooling, followed by stirring at room temperature for 1.5 hours. Crystals precipitated by concentrating the resulting mixture under reduced pressure, were filtered out, washed with water and subsequently with ether to give 3.4 g of the desired compound. m.p.: 230.degree. to 233.degree. C.
REFERENCE EXAMPLE 7
Synthesis of 5-amino-4-ethoxycarbonyl-1-(1-methylpyrazol-3-yl)imidazole
In 200 ml of acetonitrile, 6.7 g of ethyl-aminocyanoacetate, 8.5 g of ethyl orthoformate and 5.6 g of 3-amino-1-methylpyrazole were refluxed under heating for 4.5 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. Crystals precipitated was filtered out, followed by washing with ether to give 7.5 g of the desired compound. m.p.: 168.degree. to 170.degree. C.
REFERENCE EXAMPLE 8
Synthesis of 5-chloro-4-ethoxycarbonyl-1-(1-methylpyrazol-3-yl)imidazole
7.4 g of 5-amino-4-ethoxycarbonyl-1-(1-methylpyrazol-3-yl)imidazole was dissolved in 40 ml of conc. hydrochloric acid and the resulting solution was cooled to -5.degree. C. Subsequently, 2.6 g of sodium nitrite was dissolved in 10 ml of water and the resulting solution was added dropwise to the previously prepared solution while maintaining the temperature at -5.degree. C. or lower. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 0.5 hour. The thus obtained solution was added dropwise at around 5.degree. C. to 120 ml of a solution of chloroform containing 0.5 g of cuprous chloride and 17 g of sulfur dioxide. After the resulting mixture was stirred at room temperature for 1 hour, was added thereto 200 ml of water and the organic layer was separated. The aqueous layer was extracted with chloroform and the organic layers were combined, washed with water and dried. The solvent was then removed by distillation to give 8.0 g of 5-chloro-6-ethoxycarbonyl-1-(1-methylpyrazol- 3-yl)imidazole as an oil.
REFERENCE EXAMPLE 9
Synthesis of 1-(4-chloro-1-methylpyrazol-3-yl)-4-ethoxycarbonylimidazole-5-sulfonamide
7.5 g of 5-chloro-4-ethoxycarbonyl-1-(1-methylpyrazol-3-yl)imidazole was dissolved in 30 ml of dimethylformamide. To the resulting solution was added 5.9 g of sodium hydrosulfide (content of 70%), followed by stirring of the resulting mixture at 70.degree. to 80.degree. C. for 1.5 hours. After completion of the reaction, 100 ml of ice-cold water was added to the reaction mixture and the resulting mixture was made weakly acidic with use of conc. hydrochloric acid. Subsequently, 100 ml of chloroform was added to the mixture and chlorine was introduced into the resulting mixture little by little at -10.degree. to 0.degree. C. over 2 hours. After completion of the reaction, the organic layer was separated and the aqueous layer was extracted with chloroform. After the organic layers were combined and washed with water, 20 ml of 28% aqueous ammonia was added dropwise under ice-cooling, followed by stirring of the resulting mixture at room temperature for 1.5 hours. Crystals precipitated by concentrating the reaction mixture under reduced pressure were filtered out and washed with water and subsequently with ether to give 7.6 g of the desired compound. m.p.: 167.degree. to 168.degree. C.
REFERENCE EXAMPLE 10
Synthesis of 5-amino-4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole
Following the procedure described in Reference Example 7, the desired compound was synthesized using ethyl .alpha.-aminocyanoacetate, ethyl orthoformate and 2-aminothiazole as raw materials. m.p.: 120.degree. to 123.degree. C.
REFERENCE EXAMPLE 11
Synthesis of 5-chloro-4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole
Following the procedure described in Reference Example 8, the desired compound was synthesized using 5-amino-4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole as a raw material. m.p.: 128.degree. to 131.degree. C.
REFERENCE EXAMPLE 12
Synthesis of 4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole-5-thiol
8.0 g of 5-chloro-4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole was dissolved in 30 ml of dimethylformamide. To the resulting solution was added 6.2 g of sodium hydrosulfide (content of 70%), followed by stirring of the resulting mixture at 60.degree. C. for 1 hour. After completion of the reaction, the reaction mixture was poured into ice water and the resulting solution was made weakly acidic with conc. hydrochloric acid. Crystals precipitated were filtered out, washed and dried to give 7.5 g of the desired compound. m.p.: 155.degree. to 158.degree. C.
REFERENCE EXAMPLE 13
Synthesis of 4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole-5-sulfonamide
The desired compound was synthesized following the procedures described in Reference Example 6 by using 4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole-5-thiol as a raw material. m.p.: 84.degree. to 85.degree. C.
REFERENCE EXAMPLE 14
Synthesis of 5-amino-4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole
The desired compound was synthesized following the procedures described in Reference Example 7 by using ethyl .alpha.-aminocyanoacetate, ethyl orthoformate and 2-amino-4-methylthiazole as raw materials. m.p.: 152.degree. to 155.degree. C.
REFERENCE EXAMPLE 15
Synthesis of 5-chloro-4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole
The desired compound was synthesized following the procedures described in Reference Example 8 by using 5-amino-4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole as a raw material. m.p.: 98.degree. to 101.degree. C.
REFERENCE EXAMPLE 16
Synthesis of 4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole-5-thiol
The desired compound was synthesized following the procedures described in Reference Example 12 by using 5-chloro-4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole as a raw material. m.p.: 193.degree. to 195.degree. C.
REFERENCE EXAMPLE 17
Synthesis of 4-ethoxycarbonyl-1-(5-chloro-4-methylthiazol-2-yl)imidazole-5-sulfonamide
A mixture consisting of 4.2 g of 4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole-5-thiol, 3.2 g of anhydrous potassium carbonate, 2.2 g of benzyl chloride, 20 ml of dimethylformamide and 100 ml of acetonitrile was stirred at room temperature for 2 hours. After the reaction, solid materials were separated by filtration, and the filtrate was condensed under reduced pressure to obtain crude 5-benzylthio-4-ethoxycarbonyl-1-(4-methylthiazol-2-yl)imidazole as oily product. The resulting oily product was dissolved in 100 ml of chloroform and after addition of 13 g of conc. hydrochloric acid and 30 ml of water, 28 g of a 10% sodium hypochlorite solution was added dropwise to the mixture at -10.degree. C. to -5.degree. C. over 15 minutes. After the reaction mixture was stirred at 0.degree. C. or lower for 20 minutes, an organic layer was separated and an aqueous layer was extracted with chloroform. After the organic layers were combined and washed with water, 60 ml of tetrahydrofuran was added to the organic layer and then 20 ml of a 28% aqueous ammonia was added dropwise under icc-cooling, and the mixture was stirred at room temperature for 1.5 hours. After the reaction mixture was concentrated under reduced pressure, ethyl acetate and water were added thereto, an organic layer was separated and an aqueous layer was extracted with ethyl acetate. The organic layers were combined and dried, and then concentrated under reduced pressure to obtain oily product. The resulting oily product was identified as 5-benzylsulfinyl-4-ethoxycarbonyl-1-(5-chloro-4-methylthiazol-2-yl)imidazole by NMR and MS analyses.
The resulting oily product was again treated with sodium hypochlorite in accordance with the above-mentioned method, and reacted with an aqueous ammonia to obtain 0.86 g of the title compound. m.p.: 136.degree. to 139.degree. C.
REFERENCE EXAMPLE 18
Synthesis of 5-amino-4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole
The desired compound was synthesized following the procedures described in Reference Example 7 by using ethyl .alpha.-aminocyanoacetate, ethyl orthoformate and 2-amino-1,3,4-thiadiazole as raw materials. m.p.: 181.degree. to 183.degree. C.
REFERENCE EXAMPLE 19
Synthesis of 5-chloro-4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole
The desired compound was synthesized following the procedures described in Reference Example 8 by using 5-amino-4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole as a raw material. m.p.: 184.degree. to 185.degree. C.
REFERENCE EXAMPLE 20
Synthesis of 4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole-5-thiol
The desired compound was synthesized following the procedures described in Reference Example 12 by using 5-chloro-4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole as a raw material. m.p.: 182.degree. to 185.degree. C.
REFERENCE EXAMPLE 21
Synthesis of 4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole-5-sulfonamide
The desired compound was synthesized following the precedures described in Reference Example 17 by using 4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole-5-thiol as a raw material and via 5-benzylthio-4-ethoxycarbonyl-b 1-(1,3,4-thiadiazol-2-yl)imidazole (m.p.: 113.degree. to 115.degree. C.) as an indermediate. m.p.: 168.degree. to 171.degree. C.
REFERENCE EXAMPLE 22
Synthesis of 1-(thiazol-2-yl)imidazole-2-thiol
To 200 ml of acetonitrile, 14.6 g of N-(thiazol-2-yl)methyldithiocarbamate and 12 g of 2,2-diethoxyethylamine were added and the mixture was refluxed under heating for 12 hours. After removing acetonitrile, diisopropyl ether was added to the residue and precipitated crystals were collected by filtration to obtain 9.5 g of N-2,2-diethoxyethyl-N'-(thiazol-2-yl)thiourea (m.p.: 118.degree. to 119.degree. C.). In 55 ml of water was suspended 8.5 g of the resulting crystals, and 25 ml of conc. hydrochloric acid was added thereto and then the mixture was refluxed under heating for 5 hours. The reaction mixture was cooled and then the precipitated crystals were collected by filtration. The resulting crystals were dissolved in 30 ml of a 20% aqueous sodium hydroxide solution and a pH thereof was adjusted to 7 to 6 to precipitate crystals. The precipitated crystals were collected by filtration, washed with water and then dried to obtain 5.0 g of the title compound. m.p.: 211.degree. to 213.degree. C.
REFERENCE EXAMPLE 23
Synthesis of 1-(thiazol-2-yl)imidazole-2-sulfonamide
The desired compound was synthesized following the procedures described in Reference Example 6 by using 1-(thiazol-2-yl)imidazole-2-thiol as a raw material. m.p.: 157.degree. to 162.degree. C.
REFERENCE EXAMPLE 24
Synthesis of 1-(2-pyridyl)imidazole-2-sulfonamide
(1) Synthesis of 1-(2-pyridyl)imidazole-2-thiol
To a solution of 11.1 g of 2-pyridylisothiocyanate dissolved in 100 ml of ethanol, was added 10.0 g of aminoacetaldehyde diethylacetal, followed by stirring of the resulting mixture under reflux with heating for 40 minutes. After completion of the reaction, the solvent was distilled off under reduced pressure. Crystals precipitated were collected by filtration to give 13.8 g of N-2,2-diethoxyethyl-N'-(2-pyridyl)thiourea (m.p.: 132.degree. to 133.degree. C.). To the thus obtained crystals was added 120 ml of 10% diluted hydrochloric acid, followed by stirring of the resulting mixture under reflux with heating for 30 minutes. The reaction mixture was cooled and adjusted to pH of 5 to 6 with use of 50% aqueous sodium hydroxide to precipitate crystals. The crystals precipitated were filtered out, washed with water and dried to give 8.3 g of the desired compound. m.p.: 162.degree. to 163.degree. C.
(2) Synthesis of 1-(2-pyridyl)imidazole-2-sulfonamide
A mixture consisting of 5.1 g of 1-(2-pyridyl)imidazole-2-thiol, 5.2 g of anhydrous potassium carbonate, 3.7 g of benzyl chloride and 50 ml of acetonitrile was stirred at room temperature for 4 hours. After completion of the reaction, solids were filtered off and the filtrate was concentrated under reduced pressure. Crystals precipitated were collected by filtration to give 7.1 g of 2-benzylthio-1-(2-pyridyl)imidazole (m.p.: 76.degree. to 77.degree. C.). To a mixture consisting of 7.1 g of the thus obtained crystals, 50 ml of methylene chloride, 50 ml of water and 22 g of conc. hydrochloric acid was added dropwise 80 g of 6% sodium hypochlorite solution under vigorous stirring at -10.degree. to 0.degree. C. over 1 hour. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 30 minutes. Then, the organic layer was separated and the aqueous layer was extracted with methylene chloride. After the organic layers were combined and washed with water, to the organic layer was added dropwise 10 ml of a 28% aqueous ammonia under ice-cooling while vigorous stirring. After completion of the dropwise addition, the resulting mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated to dryness and the thus obtained concentrated residue was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure to give 3.0 g of a crude product of the desired compound. Crystals precipitated from the resulting crude product were collected by filtration to give 0.8 g of the desired compound. m.p.: 187.degree. to 188.degree. C.
REFERENCE EXAMPLE 25
Synthesis of 4-ethoxycarbonyl-1-(2-pyridyl)imidazole-5-sulfonamide
(1) Synthesis of 5-amino-4-ethoxycarbonyl-1-(2-pyridyl)imidazole
In 230 ml of acetonitrile, 8.5 g of ethyl .alpha.-aminocyanoacetate, 10.8 g of ethyl orthoformate and 6.2 g of 2-aminopyridine were heated under reflux for 1.5 hours. After completion of the reaction, the solvent was distilled off under reduced pressure and crystals precipitated were filtered off and washed with benzene to give 11.0 g of the desired compound. m.p.: 129.degree. to 131.degree. C.
(2) Synthesis of 4-ethoxycarbonyl-1-(2-pyridyl)imidazole-5-thiol
11.0 g of 5-amino-4-ethoxycarbonyl-1-(2-pyridyl)imidazole was dissolved in 60 ml of conc. hydrochloric acid and the resulting solution was cooled to -5.degree. C. Subsequently, 3.9 g of sodium nitrite was dissolved in 10 ml of water and the resulting solution was added dropwise to the previously prepared solution while maintaining the temperature at -5.degree. C. or lower. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 0.5 hour. The thus obtained solution was added dropwise at around 5.degree. C. to 150 ml of a solution of chloroform containing 1.0 g of cuprous chloride and 12 g of sulfur dioxide. After the resulting mixture was stirred at room temperature for 1 hour, was added thereto 300 ml of water and the organic layer was separated. The aqueous layer was extracted with chloroform and the organic layers were combined, washed with water and dried. The solvent was then removed by distillation to give 11.6 g of 5-chloro-4-ethoxycarbonyl-1-(2-pyridyl)imidazole as an oil.
The thus obtained 11.6 g of 5-chloroimidazole derivative was dissolved in 30 ml of dimethylformamide. To the resulting solution was added 9.2 g of sodium hydrosulfide (content of 70%), followed by stirring of the resulting mixture at room temperature for 1 hour. The reaction mixture was poured into ice water and insolubles were filtered out. Then the filtrate was made weakly acidic with use of conc. hydrochloric acid. Crystals precipitated were collected by filtration, washed with water and dried to give 10.6 g of the desired compound. m.p.: 84.degree. to 87.degree. C.
(3) Synthesis of 4-ethoxycarbonyl-1-(2-pyridyl)imidazole-5-sulfonamide
To a mixture consisting of 10.6 g of 4-ethoxycarbonyl-1-(2-pyridyl)imidazole-5-thiol, 50 ml of water, 100 ml of chloroform and 35.5 g of conc. hydrochloric acid, was added dropwise 128 g of sodium hypochlorite solution (content of 6%) under vigorous stirring at -10.degree. to 0.degree. C. over 1 hour. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 0.5 hour. Then, the organic layer was separated and the aqueous layer was extracted with chloroform. After the organic layers were combined and washed with water, to the organic layer was added dropwise 10 ml of 28% aqueous ammonia under ice-cooling, followed by stirring of the resulting mixture at room temperature for 1.5 hours. The reaction mixture was concentrated to dryness under reduced pressure and the residue was extracted with ethyl acetate.
After the solvent was distilled off, crystals precipitated were collected by filtration to give 4.1 g of the desired compound. m.p.: 138.degree. to 139.degree. C.
Specific examples of synthesizing the present compounds using the intermediate obtained in the above Reference Examples will be given below.
EXAMPLE 1
Synthesis of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1-(4-chloro-1-methylpyrazol-3-yl)imidazole-2-sulfonamide
In 50 ml of acetonitrile, 2.8 g of 1-(4-chloro-1-methylpyrazol-3-yl)imidazole-2-sulfonamide, 1,4 g of ethyl chloroformate and 2.2 g of anhydrous potassium carbonate were heated under reflux for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure and ice water was added to the residue and then extracted with chloroform. The aqueous layer was separated and was made acidic with diluted hydrochloric acid. Crystals thus precipitated were filtered, washed with water and dried to give 2.1 g of N-[1-(4-chloro-1-methylpyrazol-3-yl)imidazole-2-sulfonyl]ethyl carbamate. m.p.: 150.degree. to 151.degree. C.
0.7 g of ethyl carbamate thus obtained and 0.32 g of 2-amino-4,6-dimethoxypyrimidine were refluxed under heating in 30 ml of toluene for 2 hours while removing toluene by distillation little by little. After completion of the reaction, the residue was left for cooling and crystals precipitated were filtered out and washed with benzene to give 0.6 g of the desired compound. m.p.: 164.degree. to 165.degree. C.
EXAMPLE 2
Synthesis of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1-(2-pyridyl)imidazole-2-sulfonamide
In 15 ml of acetonitrile, 0.8 g of 1-(2-pyridyl)imidazole-2-sulfonamide, 0.5 g of methyl chloroformate and 0.75 g of anhydrous potassium carbonate were refluxed under heating for 1 hour. After the reaction, the solvent was removed by distillation under reduced pressure and ice water was added to the residue, followed by extraction with methylene chloride. The aqueous layer was made weakly acidic with use of diluted hydrochloric acid and concentrated under reduced pressure to precipitate crystals. Crystals thus precipitated were filtered, washed with water and dried to give 0.46 g of N-[1-(2-pyridyl)imidazole-2-sulfonyl]methyl carbamate. m.p.: 154.degree. to 156.degree. C.
0.46 g of methyl carbamate thus obtained and 0.25 g of 2-amino-4,6-dimethoxypyrimidine were refluxed under heating in 30 ml of toluene for 1.5 hours while removing toluene little by little by distillation. After the reaction, the filtration was carried out during hot. Crystals precipitated from the filtrate were filtered out to give 0.3 g of the desired compound. m.p.: 146.degree. to 149.degree. C.
EXAMPLE 3
Synthesis of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole-5-sulfonamide
0.23 g of 1,8-diazobicyclo(5,4,0)-7-undecene was added dropwise to a mixture of 0.45 g of 4-ethoxycarbonyl-1-(1,3,4-thiadiazol-2-yl)imidazole-5-sulfonamide, 0.41 g of N-(4,6-dimethoxypyrimidine-2-yl)phenylcarbamate and 5 ml of acetonitrile. After stirring the reaction mixture at room temperature for 20 minutes, 20 ml of ice water was added thereto and the mixture was filtered. The filtrate was made acidic with use of conc. hydrochloric acid, and resulting precipitated crystals were collected by filtration, washed with water and ethyl ether, and dried to obtain 0.45 g of the title compound. m.p.: 169.degree. to 171.degree. C.
Chemical structures and physical properties of compounds synthesized according to Examples in addition to the compound synthesized in Examples will be given below. ##STR20##
Examples of compounds to be included in the compound of this invention are shown below in Table 1 to Table 15 in addition to the compounds synthesized in the above Example, which, however, should not be construed to limit this invention.
Be noted that the symbols in Tables have the meanings as shown below.
Me: methyl group, Et: ethyl group, Pr-n: n-propyl group, Pr-i: isopropyl group, Ph: phenyl group
Gn represents the following groups.
Ga=G1 to G35, Gb=G1 to G6, Gc=G1 to G3 ##STR21##
Qn have the following meanings. ##STR22##
J1 to J14 each represent the following groups. ##STR23##
TABLE 1______________________________________A B D Gn______________________________________Q1 H H GbCH.sub.2 - Q1 H H GcCHMe- Q1 H H G3Q2 H H GbQ3 H H GbQ4 H H GbQ5 H H GaCH.sub.2 - Q5 H H GcCHMe - Q5 H H G3Q6 H H G3Q7 H H G3Q8 H H G3Q9 H H GcCH.sub.2 - Q9 H H GcQ10 H H GcQ11 H H G3Q12 H H G3Q13 H H G3Q14 H H G1Q15 H H G3Q16 H H GcQ17 H H GcQ18 H H G3Q19 H H GcQ20 H H GcQ21 H H GcQ22 H H G3Q23 H H GcCH.sub.2 - Q23 H H G3Q24 H H GcQ25 H H GbQ26 H H GbCH.sub.2 - Q26 H H G3CHMe - Q26 H H G3Q27 H H G3Q28 H H G3Q29 H H GcCH.sub.2 - Q29 H H G3Q30 H H G3Q31 H H GcQ32 H H GcCH.sub.2 - Q32 H H G3Q33 H H G3Q34 H H G3Q35 H H G3Q36 H H G3Q37 H H GcQ38 H H GcQ39 H H G3Q40 H H GcQ41 H H GcQ42 H H GcQ43 H H G3Q44 H H GcQ45 H H GcQ46 H H GcQ47 H H GcQ48 H H GcQ49 H H G3Q50 H H GcCH.sub.2 - Q50 H H G3Q51 H H GcQ52 H H G3Q53 H H G3Q54 H H GcQ55 H H GcQ56 H H GcQ57 H H G3Q58 H H GcQ59 H H GcCH.sub.2 - Q59 H H G3Q60 H H GcQ61 H H GaCH.sub.2 - Q61 H H GbCHMe - Q61 H H GcQ62 H H GcQ63 H H GcQ64 H H GbCH.sub.2 - Q64 H H G3CHMe - Q64 H H G3Q65 H H G3Q66 H H G3Q67 H H G3Q68 H H G3Q69 H H GcQ70 H H GcQ71 H H GcQ72 H H GcCH.sub.2 - Q72 H H G3CHMe - Q72 H H G3Q73 H H GcCH.sub.2 - Q73 H H G3Q74 H H GcQ75 H H G3Q76 H H G3Q77 H H GcCH.sub.2 - Q77 H H G3Q78 H H GcQ79 H H GcQ80 H H GcQ81 H H G3Q82 H H G3Q83 H H G1Q84 H H G2Q85 H H G3Q86 H H GcQ87 H H G2Q88 H H GcQ89 H H GcQ90 H H GcQ91 H H GcQ92 H H G3Q93 H H GcQ94 H H G3Q95 H H GcQ96 H H G3Q97 H H GcQ98 H H GcQ99 H H GcQ100 H H GcQ101 H H GcCH.sub.2 - Q101 H H G3Q102 H H G3Q103 H H G3Q104 H H G3Q105 H H GcQ106 H H G3Q107 H H GcQ108 H H G1Q109 H H G3Q110 H H G3Q111 H H G3Q112 H H GcQ113 H H GcQ114 H H GcQ115 H H G2Q116 H H GcQ117 H H GcQ118 H H G3Q119 H H GcQ120 H H GcQ121 H H G2Q122 H H GcQ123 H H GcQ124 H H GcQ125 H H GcQ126 H H GcQ127 H H GcQ128 H H GcQ129 H H GcQ130 H H G2Q131 H H GcQ132 H H GcQ133 H H G3Q134 H H G3Q135 H H GcQ136 H H G3Q137 H H G1Q138 H H GcCH.sub.2 - Q138 H H G3Q139 H H G3Q140 H H G1Q141 H H G3Q142 H H GcQ143 H H GcCH.sub.2 - Q143 H H G3Q144 H H G3Q145 H H GcQ146 H H GcQ147 H H G3Q148 H H G1Q149 H H G3Q150 H H G3Q151 H H G2Q152 H H G1Q153 H H GcQ154 H H GcQ155 H H G3Q156 H H G3Q157 H H GcQ158 H H GcCH.sub.2 - Q158 H H G3CHMe - Q158 H H G3Q159 H H G3Q160 H H GcQ161 H H GcQ162 H H GcQ163 H H G3Q164 H H GcQ165 H H GcQ166 H H GcQ167 H H G3Q168 H H G3Q169 H H GcCH.sub.2 - Q169 H H G3CHMe - Q169 H H G3Q170 H H GcQ171 H H GcQ172 H H GcQ173 H H GcQ174 H H GcQ175 H H GcQ176 H H GcQ177 H H GcCH.sub.2 - Q177 H H G3CHMe - Q177 H H G3Q178 H H G3Q179 H H G3Q180 H H GcCH.sub.2 - Q180 H H G3Q181 H H G1Q182 H H G3Q183 H H G3Q184 H H GcCH.sub.2 - Q184 H H G3CHMe - Q184 H H G3Q185 H H G3Q186 H H G3Q187 H H G3Q188 H H GbQ189 H H GbQ1 H Me G3Q2 H Me G3Q4 H Me G3Q5 H Me G3Q7 H Me G3Q9 H Me G3Q10 H Me G3Q19 H Me G3Q23 H Me G3Q26 H Me G3Q32 H Me G3Q41 H Me G3Q45 H Me G3Q50 H Me G3Q61 H Me G3Q69 H Me G3Q79 H Me G3Q83 H Me G3Q96 H Me G3Q124 H Me G3Q131 H Me G3Q132 H Me G3Q135 H Me G3Q138 H Me G3Q142 H Me G3Q157 H Me G3Q158 H Me G3Q159 H Me G3Q177 H Me G3Q180 H Me G3Q184 H Me G3Q188 H Me GbQ189 H Me GbQ1 Me H G3Q2 Me H G3Q4 Me H G3Q5 Me H G3Q7 Me H G3Q9 Me H G3Q10 Me H G3Q19 Me H G3Q23 Me H G3Q26 Me H G3Q32 Me H G3Q41 Me H G3Q45 Me H G3Q50 Me H G3Q61 Me H G3Q69 Me H G3Q79 Me H G3Q83 Me H G3Q96 Me H G3Q124 Me H G3Q131 Me H G3Q132 Me H G3Q135 Me H G3Q138 Me H G3Q142 Me H G3Q157 Me H G3Q158 Me H G3Q159 Me H G3Q177 Me H G3Q180 Me H G3Q184 Me H G3Q188 Me H GbQ189 Me H GbQ4 Me Me G3Q5 Me Me G3Q7 Me Me G3Q9 Me Me G3Q23 Me Me G3Q26 Me Me G3Q32 Me Me G3Q61 Me Me G3Q96 Me Me G3Q142 Me Me G3Q158 Me Me G3Q188 Me Me GbQ189 Me Me GbQ201 H H GaCH.sub.2 - Q201 H H GaCHMe - Q201 H H GcQ202 H H GbQ203 H H GbQ204 H H GbQ205 H H GbCH.sub.2 - Q205 H H GcQ206 H H G3Q207 H H GcQ208 H H G3Q209 H H GcCH.sub.2 - Q209 H H GcQ210 H H GcQ211 H H G3Q212 H H GcQ213 H H GcQ214 H H G1Q215 H H GcQ216 H H GcQ217 H H GcQ218 H H G3Q219 H H GcQ220 H H GcQ221 H H G2Q222 H H GbCH.sub.2 - Q222 H H GcQ223 H H G3Q224 H H GcQ225 H H GbCH.sub.2 - Q225 H H GcQ226 H H G3Q227 H H GcQ228 H H GcQ229 H H GbCH.sub.2 - Q229 H H GcQ230 H H GcQ231 H H GcCH.sub.2 - Q231 H H GcQ232 H H GcQ233 H H G3Q234 H H GcQ235 H H GcQ236 H H G1Q237 H H GcQ238 H H GcQ239 H H G3Q240 H H GcQ241 H H GcQ242 H H GcQ243 H H G3Q244 H H GcQ245 H H GcQ246 H H GbCH.sub.2 - Q246 H H GcQ247 H H GcQ248 H H G2Q249 H H GcQ250 H H GcCH.sub.2 - Q250 H H GcQ251 H H GcQ252 H H G3Q253 H H GcQ254 H H GcQ255 H H GcQ256 H H G2Q257 H H GcQ258 H H GcQ259 H H GcCH.sub.2 - Q259 H H G3Q260 H H GcCH.sub.2 - Q60 H H GcQ261 H H G1Q262 H H GcQ263 H H GcQ264 H H G1Q201 H Me GcQ202 H Me G3Q205 H Me GcQ209 H Me G1Q222 H Me GcQ225 H Me G3Q229 H Me GcQ231 H Me GcQ246 H Me G3Q260 H Me GcQ201 Me H GcQ202 Me H G3Q205 Me H GcQ209 Me H GcQ222 Me H GcQ225 Me H G2Q229 Me H GcQ231 Me H GcQ246 Me H G1Q260 Me H GcQ201 Me Me GcQ202 Me Me G3Q205 Me Me GcQ209 Me Me G3Q222 Me Me GcQ225 Me Me GcQ229 Me Me GcQ231 Me Me G1Q246 Me Me GcQ260 Me Me G3Q201 C1 H GcQ205 C1 H GcQ222 C1 H G3Q229 C1 H GcQ201 H C1 GcQ205 H C1 G1Q201 C1 Me GcQ205 C1 Me GcQ201 C1 C1 GcQ205 C1 C1 GcQ222 C1 C1 G3Q229 C1 C1 GcQ201 Br H GcQ205 Br H GcQ222 Br H G2Q229 Br H GcQ201 H Br GcQ205 H Br G3Q201 Br Me GcQ205 Br Me G3Q201 Br Br GcQ205 Br Br G3Q6 H Me GbQ15 H Me GcQ21 H Me G3Q29 H Me GbQ54 H Me GbQ68 H Me GbQ88 H Me G3Q127 H Me G3Q204 H Me G3Q230 H Me G3Q250 H Me G3Q5 H C1 G3Q6 H C1 G3Q7 H C1 G3Q9 H C1 G3Q15 H C1 G3Q21 H C1 G3Q26 H C1 G3Q29 H C1 G3Q32 H C1 G3Q50 H C1 G3Q54 H C1 G3Q61 H C1 G3Q68 H C1 G3Q88 H C1 G3Q127 H C1 G3Q138 H C1 G3Q142 H C1 G3Q188 H C1 G3Q189 H C1 G3Q202 H C1 G3Q204 H C1 G3Q209 H C1 G3Q222 H C1 G3Q225 H C1 G3Q229 H C1 G3Q230 H C1 G3Q246 H C1 G3Q250 H C1 G3Q5 H NO.sub.2 G3Q6 H NHCOMe G3Q7 H NO.sub.2 G3Q9 H NO.sub.2 G3Q15 H NMe.sub.2 G3Q21 H NMe.sub.2 G3Q26 H NHCOMe G3Q29 H NO.sub.2 G3Q32 H NMe.sub.2 G3Q50 H NO.sub.2 G3Q54 H NMe.sub.2 G3Q61 H NO.sub.2 G3Q68 H NO.sub.2 G3Q88 H NO.sub.2 G3Q127 H NMe.sub.2 G3Q138 H NHCOMe G3Q142 H NO.sub.2 G3Q188 H NO.sub.2 G3Q189 H NO.sub.2 G3Q201 H NMe.sub.2 G3Q202 H NHCOMe G3Q204 H NO.sub.2 G3Q205 H NHCOMe G3Q209 H NMe.sub.2 G3Q222 H NO.sub.2 G3Q225 H NMe.sub.2 G3Q229 H NHCOMe G3Q230 H NO.sub.2 G3Q246 H NMe.sub.2 G3Q250 H NO.sub.2 G3______________________________________
TABLE 2______________________________________ ##STR24##A B D Gn______________________________________Q1 H COOMe GbCH.sub.2 - Q1 H COOMe GcCHMe - Q1 H COOMe G3Q2 H COOMe GbQ3 H COOMe GbQ4 H COOMe GbQ5 H COOMe GaCH.sub.2 - Q5 H COOMe GcCHMe - Q5 H COOMe G3Q6 H COOMe G3Q7 H COOMe G3Q8 H COOMe G3Q9 H COOMe GcCH.sub.2 - Q9 H COOMe GcQ10 H COOMe GcQ11 H COOMe G3Q12 H COOMe G3Q13 H COOMe G3Q14 H COOMe G1Q15 H COOMe G3Q16 H COOMe GcQ17 H COOMe GcQ18 H COOMe G3Q19 H COOMe GcQ20 H COOMe GcQ21 H COOMe GcQ22 H COOMe G3Q23 H COOMe GcCH.sub.2 - Q23 H COOMe G3Q24 H COOMe GcQ25 H COOMe GbQ26 H COOMe GaCH.sub.2 - Q26 H COOMe G3CHMe - Q26 H COOMe G3Q27 H COOMe G3Q28 H COOMe G3Q29 H COOMe GcCH.sub.2 - Q29 H COOMe G3Q30 H COOMe G3Q31 H COOMe GcQ32 H COOMe GcCH.sub.2 - Q32 H COOMe G3Q33 H COOMe G3Q34 H COOMe G3Q35 H COOMe G3Q36 H COOMe G3Q37 H COOMe GcQ38 H COOMe GcQ39 H COOMe G3Q40 H COOMe GcQ41 H COOMe GcQ42 H COOMe GcQ43 H COOMe G3Q44 H COOMe GcQ45 H COOMe GcQ46 H COOMe GcQ47 H COOMe GcQ48 H COOMe GcQ49 H COOMe G3Q50 H COOMe GcCH.sub.2 - Q50 H COOMe G3Q51 H COOMe GcQ52 H COOMe G3Q53 H COOMe G3Q54 H COOMe GcQ55 H COOMe GcQ56 H COOMe GcQ57 H COOMe G3Q58 H COOMe GcQ59 H COOMe GcCH.sub.2 - Q59 H COOMe G3Q60 H COOMe GcQ61 H COOMe GaCH.sub.2 - Q61 H COOMe GbCHMe - Q61 H COOMe GcQ62 H COOMe GcQ63 H COOMe GcQ64 H COOMe GbCH.sub.2 - Q64 H COOMe G3CHMe - Q64 H COOMe G3Q65 H COOMe G3Q66 H COOMe G3Q67 H COOMe G3Q68 H COOMe G3Q69 H COOMe GcQ70 H COOMe GcQ71 H COOMe GcQ72 H COOMe GcCH.sub.2 - Q72 H COOMe G3CHMe - Q72 H COOMe G3Q73 H COOMe GcCH.sub.2 - Q73 H COOMe G3Q74 H COOMe GcQ75 H COOMe G3Q76 H COOMe G3Q77 H COOMe GcCH.sub.2 - Q77 H COOMe G3Q78 H COOMe GcQ79 H COOMe GcQ80 H COOMe GcQ81 H COOMe G3Q82 H COOMe G3Q83 H COOMe G1Q84 H COOMe G2Q85 H COOMe G3Q86 H COOMe GcQ87 H COOMe G2Q88 H COOMe GcQ89 H COOMe GcQ90 H COOMe GcQ91 H COOMe GcQ92 H COOMe G3Q93 H COOMe GcQ94 H COOMe G3Q95 H COOMe GcQ96 H COOMe G3Q97 H COOMe GcQ98 H COOMe GcQ99 H COOMe GcQ100 H COOMe GcQ101 H COOMe GcCH.sub. 2 - Q101 H COOMe G3Q102 H COOMe G3Q103 H COOMe G3Q104 H COOMe G3Q105 H COOMe GcQ106 H COOMe G3Q107 H COOMe GcQ108 H COOMe G1Q109 H COOMe G3Q110 H COOMe G3Q111 H COOMe G3Q112 H COOMe GcQ113 H COOMe GcQ114 H COOMe GcQ115 H COOMe G2Q116 H COOMe GcQ117 H COOMe GcQ118 H COOMe G3Q119 H COOMe GcQ120 H COOMe GcQ121 H COOMe G2Q122 H COOMe GcQ123 H COOMe GcQ124 H COOMe GcQ125 H COOMe GcQ126 H COOMe GcQ127 H COOMe GcQ128 H COOMe GcQ129 H COOMe GcQ130 H COOMe G2Q131 H COOMe GcQ132 H COOMe GcQ133 H COOMe G3Q134 H COOMe G3Q135 H COOMe GcQ136 H COOMe G3Q137 H COOMe G1Q138 H COOMe GcCH.sub.2 - Q138 H COOMe G3Q139 H COOMe G3Q140 H COOMe G1Q141 H COOMe G3Q142 H COOMe GcQ143 H COOMe GcCH.sub.2 - Q143 H COOMe G3Q144 H COOMe G3Q145 H COOMe GcQ146 H COOMe GcQ147 H COOMe G3Q148 H COOMe G1Q149 H COOMe G3Q150 H COOMe G3Q151 H COOMe G2Q152 H COOMe G1Q153 H COOMe GcQ154 H COOMe GcQ155 H COOMe G3Q156 H COOMe G3Q157 H COOMe GcQ158 H COOMe GaCH.sub.2 - Q158 H COOMe G3CHMe - Q158 H COOMe G3Q159 H COOMe G3Q160 H COOMe GcQ161 H COOMe GcQ162 H COOMe GcQ163 H COOMe G3Q164 H COOMe GcQ165 H COOMe GcQ166 H COOMe GcQ167 H COOMe G3Q168 H COOMe G3Q169 H COOMe GcCH.sub.2 - Q169 H COOMe G3CHMe - Q169 H COOMe G3Q170 H COOMe GcQ171 H COOMe GcQ172 H COOMe GcQ173 H COOMe GcQ174 H COOMe GcQ175 H COOMe GcQ176 H COOMe GcQ177 H COOMe GcCH.sub.2 - Q177 H COOMe G3CHMe - Q177 H COOMe G3Q178 H COOMe G3Q179 H COOMe G3Q180 H COOMe GcCH.sub.2 - Q180 H COOMe G3Q181 H COOMe G1Q182 H COOMe G3Q183 H COOMe G3Q184 H COOMe GcCH.sub.2 - Q184 H COOMe G3CHMe - Q184 H COOMe G3Q185 H COOMe G3Q186 H COOMe G3Q187 H COOMe G3Q188 H COOMe GbQ189 H COOMe GbQ1 H COOEt GbCH.sub.2 - Q1 H COOEt GcCHMe - Q1 H COOEt G3Q2 H COOEt GbQ3 H COOEt GbQ4 H COOEt GbQ5 H COOEt GaCH.sub.2 - Q5 H COOEt GcCHMe - Q5 H COOEt G3Q6 H COOEt G3Q7 H COOEt G3Q8 H COOEt G3Q9 H COOEt GcCH.sub.2 - Q9 H COOEt GcQ10 H COOEt GcQ11 H COOEt G3Q12 H COOEt G3Q13 H COOEt G3Q14 H COOEt G1Q15 H COOEt G3Q16 H COOEt GcQ17 H COOEt GcQ18 H COOEt G3Q19 H COOEt GcQ20 H COOEt GcQ21 H COOEt GcQ22 H COOEt G3Q23 H COOEt GcCH.sub.2 - Q23 H COOEt G3Q24 H COOEt GcQ25 H COOEt GbQ26 H COOEt GaCH.sub.2 - Q26 H COOEt G3CHMe - Q26 H COOEt G3Q27 H COOEt G3Q28 H COOEt G3Q29 H COOEt GcCH.sub.2 - Q29 H COOEt G3Q30 H COOEt G3Q31 H COOEt GcQ32 H COOEt GcCH.sub.2 - Q32 H COOEt G3Q33 H COOEt G3Q34 H COOEt G3Q35 H COOEt G3Q36 H COOEt G3Q37 H COOEt GcQ38 H COOEt GcQ39 H COOEt G3Q40 H COOEt GcQ41 H COOEt GcQ42 H COOEt GcQ43 H COOEt G3Q44 H COOEt GcQ45 H COOEt GcQ46 H COOEt GcQ47 H COOEt GcQ48 H COOEt GcQ49 H COOEt G3Q50 H COOEt GcCH.sub.2 - Q50 H COOEt G3Q51 H COOEt GcQ52 H COOEt G3Q53 H COOEt G3Q54 H COOEt GcQ55 H COOEt GcQ56 H COOEt GcQ57 H COOEt G3Q58 H COOEt GcQ59 H COOEt GcCH.sub.2 - Q59 H COOEt G3Q60 H COOEt GcQ61 H COOEt GaCH.sub.2 - Q61 H COOEt GbCHMe - Q61 H COOEt GcQ62 H COOEt GcQ63 H COOEt GcQ64 H COOEt GbCH.sub. 2 - Q64 H COOEt G3CHMe - Q64 H COOEt G3Q65 H COOEt G3Q66 H COOEt G3Q67 H COOEt G3Q68 H COOEt G3Q69 H COOEt GcQ70 H COOEt GcQ71 H COOEt GcQ72 H COOEt GcCH.sub.2 - Q72 H COOEt G3CHMe - Q72 H COOEt G3Q73 H COOEt GcCH.sub.2 - Q73 H COOEt G3Q74 H COOEt GcQ75 H COOEt G3Q76 H COOEt G3Q77 H COOEt GcCH.sub.2 - Q77 H COOEt G3Q78 H COOEt GcQ79 H COOEt GcQ80 H COOEt GcQ81 H COOEt G3Q82 H COOEt G3Q83 H COOEt G1Q84 H COOEt G2Q85 H COOEt G3Q86 H COOEt GcQ87 H COOEt G2Q88 H COOEt GcQ89 H COOEt GcQ90 H COOEt GcQ91 H COOEt GcQ92 H COOEt G3Q93 H COOEt GcQ94 H COOEt G3Q95 H COOEt GcQ96 H COOEt G3Q97 H COOEt GcQ98 H COOEt GcQ99 H COOEt GcQ100 H COOEt GcQ101 H COOEt GcCH.sub.2 - Q101 H COOEt G3Q102 H COOEt G3Q103 H COOEt G3Q104 H COOEt G3Q105 H COOEt GcQ106 H COOEt G3Q107 H COOEt GcQ108 H COOEt G1Q109 H COOEt G3Q110 H COOEt G3Q111 H COOEt G3Q112 H COOEt GcQ113 H COOEt GcQ114 H COOEt GcQ115 H COOEt G2Q116 H COOEt GcQ117 H COOEt GcQ118 H COOEt G3Q119 H COOEt GcQ120 H COOEt GcQ121 H COOEt G2Q122 H COOEt GcQ123 H COOEt GcQ124 H COOEt GcQ125 H COOEt GcQ126 H COOEt GcQ127 H COOEt GcQ128 H COOEt GcQ129 H COOEt GcQ130 H COOEt G2Q131 H COOEt GcQ132 H COOEt GcQ133 H COOEt G3Q134 H COOEt G3Q135 H COOEt GcQ136 H COOEt G3Q137 H COOEt G1Q138 H COOEt GcCH.sub.2 - Q138 H COOEt G3Q139 H COOEt G3Q140 H COOEt G1Q141 H COOEt G3Q142 H COOEt GcQ143 H COOEt GcCH.sub.2 - Q143 H COOEt G3Q144 H COOEt G3Q145 H COOEt GcQ146 H COOEt GcQ147 H COOEt G3Q148 H COOEt G1Q149 H COOEt G3Q150 H COOEt G3Q151 H COOEt G2Q152 H COOEt G1Q153 H COOEt GcQ154 H COOEt GcQ155 H COOEt G3Q156 H COOEt G3Q157 H COOEt GcQ158 H COOEt GaCH.sub.2 - Q158 H COOEt G3CHMe - Q158 H COOEt G3Q159 H COOEt G3Q160 H COOEt GcQ161 H COOEt GcQ162 H COOEt GcQ163 H COOEt G3Q164 H COOEt GcQ165 H COOEt GcQ166 H COOEt GcQ167 H COOEt G3Q168 H COOEt G3Q169 H COOEt GcCH.sub.2 - Q169 H COOEt G3CHMe - Q169 H COOEt G3Q170 H COOEt GcQ171 H COOEt GcQ172 H COOEt GcQ173 H COOEt GcQ174 H COOEt GcQ175 H COOEt GcQ176 H COOEt GcQ177 H COOEt GcCH.sub.2 - Q177 H COOEt G3CHMe - Q177 H COOEt G3Q178 H COOEt G3Q179 H COOEt G3Q180 H COOEt GcCH.sub.2 - Q180 H COOEt G3Q181 H COOEt G1Q182 H COOEt G3Q183 H COOEt G3Q184 H COOEt GcCH.sub.2 - Q184 H COOEt G3CHMe - Q184 H COOEt G3Q185 H COOEt G3Q186 H COOEt G3Q187 H COOEt G3Q188 H COOEt GbQ189 H COOEt GbQ5 H COOPri G3Q26 H COOPri G3Q61 H COOPri G3Q158 H COOPri G3Q5 H COOCH.sub.2 CH.sub.2 Cl G3Q26 H COOCH.sub.2 CH.sub.2 Cl G3Q61 H COOCH.sub.2 CH.sub.2 Cl G3Q158 H COOCH.sub.2 CH.sub.2 Cl G3Q5 H COOCH.sub.2 CHCH.sub.2 G3Q26 H COOCH.sub.2 CHCH.sub.2 G3Q61 H COOCH.sub.2 CHCH.sub.2 G3Q158 H COOCH.sub.2 CHCH.sub.2 G3Q5 H COOCH.sub.2 C CH G3Q26 H COOCH.sub.2 C CH G3Q61 H COOCH.sub.2 C CH G3Q158 H COOCH.sub.2 C CH G3Q1 H COOPri G3Q2 H COOCH.sub.2 CH.sub.2 Cl G3Q4 H COOCH.sub.2 CHCH.sub.2 G3Q7 H COOCH.sub.2 C CH G3Q9 H COOPri G3Q10 H COOCH.sub.2 CH.sub.2 Cl G3Q19 H COOPri G3Q23 H COOCH.sub.2 CHCH.sub.2 G3Q32 H COOCH.sub.2 C CH G3Q41 H COOPri G3Q45 H COOCH.sub.2 CH.sub.2 Cl G3Q50 H COOCH.sub.2 C CH G3Q69 H COOPri G3Q79 H COOCH.sub.2 CH.sub.2 Cl G3Q83 H COOCH.sub.2 C CH G3Q96 H COOPri G3Q124 H COOCH.sub.2 CH.sub.2 Cl G3Q131 H COOCH.sub.2 CHCH.sub.2 G3Q132 H COOCH.sub.2 C CH G3Q135 H COOPri G3Q138 H COOPri G3Q142 H COOCH.sub.2 CHCH.sub.2 G3Q157 H COOPri G3Q159 H COOCH.sub.2 CH.sub.2 Cl G3Q177 H COOCH.sub.2 CHCH.sub.2 G3Q180 H COOCH.sub.2 C CH G3Q184 H COOPri G3Q5 H COOH G3Q26 H COOH G3Q61 H COOH G3Q158 H COOH G3Q5 H CONHMe G3Q26 H CONHMe G3Q61 H CONHMe G3Q158 H CONHMe G3Q5 H CONMe.sub.2 G3Q26 H CONMe.sub.2 G3Q61 H CONMe.sub.2 G3Q158 H CONMe.sub.2 G3Q5 H COMe G3Q26 H COMe G3Q61 H COMe G3Q158 H COMe G3Q189 H COMe GbQ5 H COEt G3Q26 H COEt G3Q61 H COEt G3Q158 H COEt G3Q189 H COEt GbQ5 H COPri G3Q26 H COPri G3Q61 H COPri G3Q158 H COPri G3Q5 H COPh G3Q26 H COPh G3Q61 H COPh G3Q158 H COPh G3Q1 H COMe G3Q2 H COEt G3Q4 H COMe G3Q7 H COMe G3Q9 H COEt G3Q10 H COPri G3Q19 H COPh G3Q23 H COMe G3Q32 H COMe G3Q41 H COPri G3Q45 H COPh G3Q50 H COMe G3Q69 H COEt G3Q79 H COPri G3Q83 H COPh G3Q96 H COMe G3Q124 H COEt G3Q131 H COMe G3Q132 H COMe G3Q135 H COEt G3Q138 H COPri G3Q142 H COPh G3Q157 H COMe G3Q159 H COEt G3Q177 H COMe G3Q180 H COMe G3Q184 H COPri G3Q4 H CN G3Q5 H CN G3Q7 H CN G3Q9 H CN G3Q23 H CN G3Q26 H CN G3Q32 H CN G3Q61 H CN G3Q96 H CN G3Q142 H CN G3Q158 H CN G3Q5 H H G3Q26 H H G3Q61 H H G3Q158 H H G3Q5 H Me G3Q26 H Me G3Q61 H Me G3Q158 H Me G3Q5 H Et G3Q26 H Et G3Q61 H Et G3Q158 H Et G3Q5 H Pri G3Q26 H Pri G3Q61 H Pri G3Q158 H Pri G3Q5 H CHCH.sub.2 G3Q26 H CHCH.sub.2 G3Q61 H CHCHMe G3Q158 H CHCHMe G3Q5 H CH.sub.2 CHCH.sub.2 G3Q26 H CH.sub.2 CHCH.sub.2 G3Q61 H CH.sub.2 CHCH.sub. 2 G3Q158 H CH.sub.2 CHCH.sub.2 G3Q1 H H G3Q2 H Me G3Q4 H Me G3Q7 H Me G3Q9 H Et G3Q10 H Pri G3Q19 H Me G3Q23 H CH.sub.2 CHCH.sub.2 G3Q32 H H G3Q41 H Me G3Q45 H Me G3Q50 H Et G3Q69 H Pri G3Q79 H Me G3Q83 H Et G3Q96 H Me G3Q124 H Et G3Q131 H Me G3Q132 H CH.sub.2 CHCH.sub.2 G3Q135 H Et G3Q138 H Pri G3Q142 H H G3Q157 H Me G3Q159 H Me G3Q177 H H G3Q180 H Me G3Q184 H Me G3Q5 H CH.sub.2 Cl G3Q26 H CH.sub.2 Cl G3Q61 H CH.sub.2 Cl G3Q158 H CH.sub.2 Cl G3Q5 H CH.sub.2 CH.sub.2 Cl G3Q26 H CH.sub.2 CH.sub.2 Cl G3Q61 H CH.sub.2 CH.sub.2 Cl G3Q158 H CH.sub.2 CH.sub.2 Cl G3Q5 H CF.sub.3 G3Q26 H CF.sub.3 G3Q61 H CF.sub.3 G3Q158 H CF.sub.3 G3Q5 H CFCFCl G3Q26 H CFCFCl G3Q61 H CH.sub.2 Ph G3Q158 H CH.sub.2 Ph G3Q5 H Ph G3Q26 H Ph G3Q61 H Ph G3Q158 H Ph G3Q5 H Ph2-Cl G3Q26 H Ph2-Me G3Q61 H Ph2-Cl G3Q158 H Ph2-Me G3Q1 H Ph G3Q2 H CH.sub.2 Cl G3Q4 H CH.sub.2 CH.sub.2 Cl G3Q7 H Ph G3Q9 H CF.sub.3 G3Q10 H CF.sub.3 G3Q19 H CFCFCl G3Q23 H CH.sub.2 CH.sub.2 Cl G3Q32 H Ph G3Q41 H Ph2-Cl G3Q45 H Ph2-Me G3Q50 H CH.sub.2 CH.sub.2 Cl G3Q69 H Ph G3Q79 H CF.sub.3 G3Q83 H CF.sub.3 G3Q96 H Ph G3Q124 H Ph2-Cl G3Q131 H Ph2-Me G3Q132 H CH.sub.2 CH.sub.2 Cl G3Q135 H Ph G3Q138 H CF.sub.3 G3Q142 H CF.sub.3 G3Q157 H CFCFCl G3Q159 H CH.sub.2 Cl G3Q177 H CH.sub.2 CH.sub.2 Cl G3Q180 H Ph G3Q184 H Ph2-Cl G3Q5 H Cl G3Q26 H Cl G3Q61 H Cl G3Q158 H Cl G3Q5 H Br G3Q26 H Br G3Q61 H Br G3Q158 H Br G3Q5 H F G3Q26 H F G3Q61 H I G3Q158 H I G3Q1 H Cl G3Q2 H Cl G3Q4 H Cl G3Q7 H Br G3Q9 H F G3Q10 H I G3Q19 H Cl G3Q23 H Cl G3Q32 H Cl G3Q41 H Br G3Q45 H Br G3Q50 H F G3Q69 H Cl G3Q79 H F G3Q83 H Cl G3Q96 H Cl G3Q124 H Cl G3Q131 H Br G3Q132 H Br G3Q135 H F G3Q138 H Br G3Q142 H Cl G3Q157 H Cl G3Q159 H Cl G3Q177 H Br G3Q180 H Br G3Q184 H Cl G3Q4 H NO.sub.2 G3Q5 H NO.sub.2 G3Q7 H NO.sub.2 G3Q9 H NO.sub.2 G3Q23 H NO.sub.2 G3Q26 H NO.sub.2 G3Q32 H NO.sub.2 G3Q61 H NO.sub.2 G3Q96 H NO.sub.2 G3Q142 H NO.sub.2 G3Q158 H NO.sub.2 G3Q5 H NH.sub.2 G3Q26 H NH.sub.2 G3Q61 H NH.sub.2 G3Q158 H NH.sub.2 G3Q5 H NHMe G3Q26 H NHMe G3Q61 H NHMe G3Q158 H NHMe G3Q5 H NMe.sub.2 G3Q26 H NMe.sub.2 G3Q61 H NMe.sub.2 G3Q158 H NMe.sub.2 G3Q5 H NMeEt G3Q26 H NMeEt G3Q61 H NMeEt G3Q158 H NMeEt G3Q5 H NHSO.sub.2 Me G3Q26 H NHSO.sub.2 Me G3Q61 H NHSO.sub.2 Me G3Q158 H NHSO.sub.2 Me G3Q1 H NH.sub.2 G3Q2 H NH.sub.2 G3Q4 H NH.sub.2 G3Q7 H NHMe G3Q9 H NHMe G3Q10 H NMe.sub.2 G3Q19 H NMeEt G3Q23 H NMe.sub.2 G3Q32 H NMeEt G3Q41 H NH.sub.2 G3Q45 H NH.sub.2 G3Q50 H NHMe G3Q69 H NHMe G3Q79 H NMe.sub.2 G3Q83 H NMeEt G3Q96 H NHSO.sub.2 Me G3Q124 H NMe.sub.2 G3Q131 H NMeEt G3Q132 H NH.sub.2 G3Q135 H NH.sub.2 G3Q138 H NHMe G3Q142 H NHMe G3Q157 H NHSO.sub.2 Me G3Q159 H NMe.sub.2 G3Q177 H NMeEt G3Q180 H NH.sub.2 G3Q184 H NH.sub.2 G3Q4 H NHCOMe G3Q5 H NHCOMe G3Q7 H NHCOMe G3Q9 H NHCOMe G3Q23 H NHCOMe G3Q26 H NHCOMe G3Q32 H NHCOMe G3Q61 H NHCOMe G3Q96 H NHCOMe G3Q142 H NHCOMe G3Q158 H NHCOMe G3Q5 H NHCOEt G3Q26 H NHCOEt G3Q61 H NHCOEt G3Q158 H NHCOEt G3Q5 H OMe G3Q26 H OMe G3Q61 H OMe G3Q158 H OMe G3Q5 H OEt G3Q26 H OEt G3Q61 H OEt G3Q158 H OEt G3Q5 H CH.sub.2 OMe G3Q26 H CH.sub.2 OMe G3Q61 H CH.sub.2 OMe G3Q158 H CH.sub.2 OMe G3Q5 H SMe G3Q26 H SMe G3Q61 H SMe G3Q158 H SMe G3Q5 H SO.sub.2 OMe G3Q26 H SO.sub.2 OMe G3Q61 H SO.sub.2 OMe G3Q158 H SO.sub.2 OMe G3Q1 H OMe G3Q2 H OMe G3Q4 H OEt G3Q7 H SO.sub.2 OMe G3Q9 H CH.sub.2 OMe G3Q10 H SMe G3Q19 H SO.sub.2 OMe G3Q23 H OMe G3Q32 H OEt G3Q41 H SO.sub.2 OMe G3Q45 H CH.sub.2 OMe G3Q50 H SMe G3Q69 H SO.sub.2 OMe G3Q79 H OMe G3Q83 H OEt G3Q96 H CH.sub.2 OMe G3Q124 H SMe G3Q131 H OMe G3Q132 H OEt G3Q135 H CH.sub.2 OMe G3Q138 H SMe G3Q142 H SO.sub.2 OMe G3Q157 H OMe G3Q159 H OEt G3Q177 H SO.sub.2 OMe G3Q180 H OMe G3Q184 H OEt G3Q4 H SO.sub.2 Me G3Q5 H SO.sub.2 Me G3Q7 H SO.sub.2 Me G3Q9 H SO.sub.2 Me G3Q23 H SO.sub.2 Me G3Q26 H SO.sub.2 Me G3Q32 H SO.sub.2 Me G3Q61 H SO.sub.2 Me G3Q96 H SO.sub.2 Me G3Q142 H SO.sub.2 Me G3Q158 H SO.sub.2 Me G3Q188 H SO.sub.2 Me GbQ189 H SO.sub. 2 Me GbQ5 H SO.sub.2 Ph G3Q26 H SO.sub.2 Ph G3Q61 H SO.sub.2 Ph G3Q158 H SO.sub.2 Ph G3Q5 H SO.sub.2 NH.sub.2 G3Q26 H SO.sub.2 NH.sub.2 G3Q61 H SO.sub.2 NH.sub.2 G3Q158 H SO.sub.2 NH.sub.2 G3Q5 H SO.sub.2 NHMe G3Q26 H SO.sub.2 NHMe G3Q61 H SO.sub.2 NHMe G3Q158 H SO.sub.2 NHMe G3Q5 H SO.sub.2 NMe.sub.2 G3Q26 H SO.sub.2 NMe.sub.2 G3Q61 H SO.sub.2 NMe.sub.2 G3Q158 H SO.sub.2 NMe.sub.2 G3Q1 H SO.sub.2 Me G3Q2 H SO.sub.2 Me G3Q4 H SO.sub.2 Ph G3Q7 H SO.sub.2 NH.sub.2 G3Q9 H SO.sub.2 NH.sub.2 G3Q10 H SO.sub.2 Ph G3Q19 H SO.sub.2 Me G3Q23 H SO.sub.2 Ph G3Q32 H SO.sub.2 NHMe G3Q41 H SO.sub.2 NMe.sub.2 G3Q45 H SO.sub.2 Me G3Q50 H SO.sub.2 NH.sub.2 G3Q69 H SO.sub.2 Me G3Q79 H SO.sub.2 Ph G3Q83 H SO.sub.2 Me G3Q96 H SO.sub.2 NMe.sub.2 G3Q124 H SO.sub.2 NH.sub.2 G3Q131 H SO.sub.2 Me G3Q132 H SO.sub.2 Me G3Q135 H SO.sub.2 NHMe G3Q138 H SO.sub.2 NMe.sub.2 G3Q142 H SO.sub.2 NH.sub.2 G3Q157 H SO.sub.2 Me G3Q159 H SO.sub.2 Me G3Q177 H SO.sub.2 NHMe G3Q180 H SO.sub.2 NHMe.sub.2 G3Q184 H SO.sub.2 Me G3Q1 Me COOMe G3Q2 Me COOMe G3Q4 Me COOMe G3Q5 Me COOMe G3Q7 Me COOMe G3Q9 Me COOMe G3Q10 Me COOMe G3Q19 Me COOMe G3Q23 Me COOMe G3Q26 Me COOMe G3Q32 Me COOMe G3Q41 Me COOMe G3Q45 Me COOMe G3Q50 Me COOMe G3Q61 Me COOMe G3Q69 Me COOMe G3Q79 Me COOMe G3Q83 Me COOMe G3Q96 Me COOMe G3Q124 Me COOMe G3Q131 Me COOMe G3Q132 Me COOMe G3Q135 Me COOMe G3Q138 Me COOMe G3Q142 Me COOMe G3Q157 Me COOMe G3Q158 Me COOMe G3Q159 Me COOMe G3Q177 Me COOMe G3Q180 Me COOMe G3Q184 Me COOMe G3Q1 Me COOEt G3Q2 Me COOEt G3Q4 Me COOEt G3Q5 Me COOEt G3Q7 Me COOEt G3Q9 Me COOEt G3Q10 Me COOEt G3Q19 Me COOEt G3Q23 Me COOEt G3Q26 Me COOEt G3Q32 Me COOEt G3Q41 Me COOEt G3Q45 Me COOEt G3Q50 Me COOEt G3Q61 H COOEt G3Q69 Me COOEt G3Q79 Me COOEt G3Q83 Me COOEt G3Q96 Me COOEt G3Q124 Me COOEt G3Q131 Me COOEt G3Q132 Me COOEt G3Q135 Me COOEt G3Q138 Me COOEt G3Q142 Me COOEt G3Q157 Me COOEt G3Q158 Me COOEt G3Q159 Me COOEt G3Q177 Me COOEt G3Q180 Me COOEt G3Q184 Me COOEt G3Q158 Me COOEt G3Q5 Me COOPri G3Q26 Me COOPri G3Q61 Me COOPri G3Q158 Me COOPri G3Q5 Me COOCH.sub.2 CH.sub.2 Cl G3Q26 Me COOCH.sub.2 CH.sub.2 Cl G3Q61 Me COOCH.sub.2 CH.sub.2 Cl G3Q158 Me COOCH.sub.2 CH.sub.2 Cl G3Q5 Me COOCH.sub.2 CHCH.sub.2 G3Q26 Me COOCH.sub.2 CHCH.sub.2 G3Q61 Me COOCH.sub.2 CHCH.sub.2 G3Q158 Me COOCH.sub.2 CHCH.sub.2 G3Q5 Me COOCH.sub.2 C CH G3Q26 Me COOCH.sub.2 C CH G3Q61 Me COOCH.sub.2 C CH G3Q158 Me COOCH.sub.2 C CH G3Q5 Me CONHMe G3Q26 Me CONHMe G3Q61 Me CONHMe G3Q158 Me CONHMe G3Q5 Me CONMe.sub.2 G3Q26 Me CONMe.sub.2 G3Q61 Me CONMe.sub.2 G3Q158 Me CONMe.sub.2 G3Q1 Me COOPri G3Q2 Me COOPri G3Q4 Me COOCH.sub.2 CH.sub.2 Cl G3Q7 Me COOCH.sub.2 CHCH.sub.2 G3Q9 Me COOCH.sub.2 C CH G3Q10 Me COOCH.sub.2 CH.sub.2 Cl G3Q19 Me COOPri G3Q23 Me COOCH.sub.2 CH.sub.2 Cl G3Q32 Me CONMe.sub.2 G3Q41 Me COOPri G3Q45 Me CONHMe G3Q50 Me CONMe.sub.2 G3Q69 Me COOCH.sub.2 CH.sub.2 Cl G3Q79 Me COOCH.sub.2 CHCH.sub.2 G3Q83 Me COOPri G3Q96 Me COOCH.sub.2 CH.sub.2 Cl G3Q124 Me COOPri G3Q131 Me COOCH.sub.2 CH.sub.2 Cl G3Q132 Me CONHMe G3Q135 Me CONMe.sub.2 G3Q138 Me COOCH.sub.2 C CH G3Q142 Me COOPri G3Q157 Me COOPri G3Q159 Me COOCH.sub.2 CHCH.sub.2 G3Q177 Me COOCH.sub.2 C CH G3Q180 Me COOPri G3Q184 Me COOCH.sub.2 CH.sub.2 Cl G3Q5 Me COMe G3Q26 Me COMe G3Q61 Me COMe G3Q158 Me COMe G3Q5 Me COEt G3Q26 Me COEt G3Q61 Me COEt G3Q158 Me COEt G3Q5 Me COPri G3Q26 Me COPri G3Q61 Me COPri G3Q158 Me COPri G3Q5 Me CN G3Q26 Me CN G3Q61 Me CN G3Q158 Me CN G3Q5 Me H G3Q26 Me H G3Q61 Me H G3Q158 Me H G3Q5 Me Me G3Q26 Me Me G3Q61 Me Me G3Q158 Me Me G3Q5 Me Et G3Q26 Me Et G3Q61 Me Et G3Q158 Me Et G3Q5 Me Pri G3Q26 Me Pri G3Q61 Me CHCH.sub.2 G3Q158 Me CHCH.sub.2 G3Q5 Me CHCHMe G3Q26 Me CH.sub.2 CHCH.sub.2 G3Q61 Me CHCHMe G3Q158 Me CH.sub.2 CHCH.sub.2 G3Q1 Me COMe G3Q2 Me COEt G3Q4 Me CHCHMe G3Q7 Me CH.sub.2 CHCH.sub.2 G3Q9 Me CN G3Q10 Me H G3Q19 Me Me G3Q23 Me COMe G3Q32 Me COEt G3Q41 Me H G3Q45 Me Me G3Q50 Me COPri G3Q69 Me CN G3Q79 Me Et G3Q83 Me Pri G3Q96 Me COMe G3Q124 Me COEt G3Q131 Me CH.sub.2 CHCH.sub.2 G3Q132 Me Me G3Q135 Me COPr-i G3Q138 Me CN G3Q142 Me Et G3Q157 Me CH.sub.2 CHCH.sub.2 G3Q159 Me COMe G3Q177 Me COEt G3Q180 Me CHCHMe G3Q184 Me COMe G3Q5 Me CH.sub.2 Cl G3Q26 Me CH.sub. 2 Cl G3Q5 Me CH.sub.2 CH.sub.2 Cl G3Q26 Me CH.sub.2 CH.sub.2 Cl G3Q61 Me CH.sub.2 CH.sub.2 Cl G3Q158 Me CH.sub.2 CH.sub.2 Cl G3Q5 Me CF.sub.3 G3Q26 Me CF.sub.3 G3Q61 Me CF.sub.3 G3Q158 Me CF.sub.3 G3Q5 Me CFCFCl G3Q26 Me CFCFCl G3Q61 Me CH.sub.2 Ph G3Q158 Me CH.sub.2 Ph G3Q5 Me Ph G3Q26 Me Ph G3Q61 Me Ph G3Q158 Me Ph G3Q5 Me Ph2-Cl G3Q26 Me Ph2-Cl G3Q61 Me Ph2-Me G3Q158 Me Ph2-Me G3Q5 Me Cl G3Q26 Me Cl G3Q61 Me Cl G3Q158 Me Cl G3Q5 Me Br G3Q26 Me Br G3Q61 Me Br G3Q158 Me Br G3Q5 Me F G3Q26 Me F G3Q61 Me I G3Q158 Me I G3Q1 Me Ph G3Q2 Me Cl G3Q4 Me CH.sub.2 CH.sub.2 Cl G3Q7 Me Ph G3Q9 Me Ph G3Q10 Me Cl G3Q19 Me Cl G3Q23 Me Br G3Q32 Me CH.sub. 2 Cl G3Q41 Me CH.sub.2 CH.sub.2 Cl G3Q45 Me CF.sub.3 G3Q50 Me Cl G3Q69 Me Cl G3Q79 Me Br G3Q83 Me Ph G3Q96 Me CF.sub.3 G3Q124 Me CF.sub.3 G3Q131 Me CH.sub.2 CH.sub.2 Cl G3Q132 Me Ph G3Q135 Me Br G3Q138 Me Ph G3Q142 Me Ph G3Q157 Me Cl G3Q159 Me Br G3Q177 Me CF.sub.3 G3Q180 Me CH.sub.2 CH.sub.2 Cl G3Q184 Me Ph G3Q5 Me NO.sub.2 G3Q26 Me NO.sub.2 G3Q61 Me NO.sub.2 G3Q158 Me NO.sub.2 G3Q5 Me NH.sub.2 G3Q26 Me NH.sub.2 G3Q61 Me NH.sub.2 G3Q158 Me NH.sub.2 G3Q5 Me NHMe G3Q26 Me NHMe G3Q61 Me NHMe G3Q158 Me NHMe G3Q5 Me NMe.sub.2 G3Q26 Me NMe.sub.2 G3Q61 Me NMe.sub.2 G3Q158 Me NMe.sub.2 G3Q5 Me NMeEt G3Q26 Me NMeEt G3Q5 Me NHCOMe G3Q26 Me NHCOMe G3Q61 Me NHCOMe G3Q158 Me NHCOMe G3Q5 Me NHCOEt G3Q26 Me NHCOEt G3Q61 Me NHSO.sub.2 Me G3Q158 Me NHSO.sub.2 Me G3Q5 Me OMe G3Q26 Me OMe G3Q61 Me OMe G3Q158 Me OMe G3Q5 Me OEt G3Q26 Me OEt G3Q61 Me CH.sub.2 OMe G3Q158 Me CH.sub.2 OMe G3Q1 Me NO.sub.2 G3Q2 Me NHCOMe G3Q4 Me NHCOEt G3Q7 Me NHMe G3Q9 Me NO.sub.2 G3Q10 Me NH.sub.2 G3Q19 Me NHCOMe G3Q23 Me OMe G3Q32 Me NHCOMe G3Q41 Me NHCOEt G3Q45 Me CH.sub.2 OMe G3Q50 Me OMe G3Q69 Me OEt G3Q79 Me NO.sub.2 G3Q83 Me NH.sub.2 G3Q96 Me NMe.sub.2 G3Q124 Me NMeEt G3Q131 Me NHCOMe G3Q132 Me NHCOEt G3Q135 Me NO.sub.2 G3Q138 Me OMe G3Q142 Me OEt G3Q157 Me NO.sub.2 G3Q159 Me NH.sub.2 G3Q177 Me OMe G3Q180 Me NHCOMe G3Q184 Me NO.sub.2 G3Q26 Me SMe G3Q61 Me SMe G3Q5 Me SO.sub.2 Me G3Q26 Me SO.sub.2 Me G3Q61 Me SO.sub.2 Me G3Q158 Me SO.sub.2 Me G3Q5 Me SO.sub.2 Ph G3Q26 Me SO.sub.2 Ph G3Q61 Me SO.sub.2 Ph G3Q158 Me SO.sub.2 Ph G3Q5 Me SO.sub.2 OMe G3Q26 Me SO.sub.2 OMe G3Q61 Me SO.sub.2 NH.sub.2 G3Q158 Me SO.sub.2 NH.sub.2 G3Q5 Me SO.sub.2 NHMe G3Q26 Me SO.sub.2 NHMe G3Q61 Me SO.sub.2 NHMe G3Q158 Me SO.sub.2 NHMe G3Q5 Me SO.sub.2 NMe.sub.2 G3Q26 Me SO.sub.2 NMe.sub.2 G3Q61 Me SO.sub.2 NMe.sub.2 G3Q158 Me SO.sub.2 NMe.sub.2 G3Q1 Me SO.sub.2 Ph G3Q2 Me SO.sub.2 OMe G3Q4 Me SO.sub.2 NHMe G3Q7 Me SO.sub.2 NMe.sub.2 G3Q9 Me SO.sub.2 Me G3Q10 Me SO.sub.2 Me G3Q19 Me SMe G3Q23 Me SO.sub.2 Me G3Q32 Me SO.sub.2 OMe G3Q41 Me SO.sub.2 NMe.sub.2 G3Q45 Me SO.sub.2 NHMe G3Q50 Me SO.sub.2 NMe.sub.2 G3Q69 Me SO.sub.2 Me G3Q79 Me SO.sub.2 Me G3Q83 Me SO.sub.2 Ph G3Q96 Me SO.sub.2 OMe G3Q124 Me SO.sub.2 NMe.sub.2 G3Q131 Me SO.sub.2 NHMe G3Q132 Me SO.sub.2 NMe.sub.2 G3Q135 Me SO.sub.2 Ph G3Q138 Me SO.sub.2 Ph G3Q142 Me SO.sub.2 Me G3Q157 Me SO.sub.2 Me G3Q159 Me SO.sub.2 NHMe G3Q177 Me SO.sub.2 NMe.sub.2 G3Q180 Me SO.sub.2 NMe.sub.2 G3Q184 Me SO.sub.2 Me.sub.2 G3Q5 Et COOMe G3Q26 Et COOMe G3Q61 Et COOMe G3Q142 Et COOMe G3Q158 Et COOMe G3Q159 Et COOMe G3Q4 Et COOEt G3Q5 Et COOEt G3Q9 Et COOEt G3Q26 Et COOEt G3Q32 Et COOEt G3Q61 Et COOEt G3Q69 Et COOEt G3Q96 Et COOEt G3Q158 Et COOEt G3Q61 Et COOPri G3Q158 Et COOPri G3Q5 Et COOCH.sub.2 CH.sub.2 Cl G3Q26 Et COOCH.sub.2 CH.sub.2 Cl G3Q5 Et COOCH.sub.2 CHCH.sub.2 G3Q158 Et COOCH.sub.2 CHCH.sub.2 G3Q5 Et COOCH.sub.2 C CH G3Q26 Et COOCH.sub.2 C CH G3Q5 Et CONHMe G3Q26 Et CONMe.sub.2 G3Q1 Et COOPri G3Q4 Et COOCH.sub.2 CH.sub.2 Cl G3Q69 Et COOCH.sub.2 CH.sub.2 Cl G3Q79 Et COOCH.sub.2 CHCH.sub.2 G3Q83 Et COOPri G3Q96 Et COOCH.sub.2 CH.sub.2 Cl G3Q131 Et COOCH.sub.2 CH.sub.2 Cl G3Q157 Et COOPri G3Q159 Et COOCH.sub.2 CHCH.sub.2 G3Q184 Et COOCH.sub.2 CH.sub.2 Cl G3Q5 Et COMe G3Q26 Et COMe G3Q158 Et COEt G3Q5 Et COPri G3Q26 Et CN G3Q61 Et H G3Q26 Et Me G3Q158 Et Et G3Q5 Et Pri G3Q1 Et COMe G3Q2 Et COEt G3Q9 Et CN G3Q23 Et COMe G3Q96 Et COMe G3Q124 Et COEt G3Q135 Et COPri G3Q138 Et CN G3Q5 Et CH.sub.2 CH.sub.2 Cl G3Q26 Et CH.sub.2 CH.sub.2 Cl G3Q158 Et CF.sub.3 G3Q5 Et Ph G3Q26 Et Ph G3Q158 Et Ph2-Me G3Q26 Et Cl G3Q61 Et Cl G3Q5 Et Br G3Q1 Et Ph G3Q2 Et Cl G3Q9 Et Ph G3Q5 Et NO.sub.2 G3Q5 Et NH.sub.2 G3Q5 Et NHMe G3Q26 Et NMe.sub.2 G3Q61 Et NHCOMe G3Q158 Et NHSO.sub.2 Me G3Q2 Et NHCOMe G3Q23 Et OMe G3Q32 Et NHCOMe G3Q96 Et NMe.sub.2 G3Q26 Et SO.sub.2 Me G3Q61 Et SO.sub.2 Me G3Q5 Et SO.sub.2 Ph G3Q26 Et SO.sub.2 OMe G3Q61 Et SO.sub.2 NH.sub.2 G3Q5 Et SO.sub.2 NHMe G3Q26 Et SO.sub.2 NMe.sub.2 G3Q4 Et SO.sub.2 NHMe G3Q7 Et SO.sub.2 NMe.sub.2 G3Q9 Et SO.sub.2 Me G3Q142 Et SO.sub.2 Me G3Q159 Et SO.sub.2 NMe.sub.2 G3Q5 Cl COOMe G3Q26 Cl COOMe G3Q61 Cl COOMe G3Q5 Cl COOEt G3Q26 Cl COOEt G3Q61 Cl COOEt G3Q96 Cl COOEt G3Q158 Cl COOEt G3Q61 Cl COOPri G3Q5 Cl COMe G3Q158 Cl COEt G3Q5 Cl COPri G3Q26 Cl CN G3Q61 Cl H G3Q26 Cl Me G3Q158 Cl Et G3Q5 Cl Pri G3Q1 Cl COMe G3Q26 Cl CH.sub.2 CH.sub.2 Cl G3Q158 Cl CF.sub.3 G3Q5 Cl Ph G3Q26 Cl Cl G3Q5 Cl Br G3Q2 Cl Cl G3Q9 Cl Ph G3Q5 Cl NO.sub.2 G3Q5 Cl NH.sub.2 G3Q5 Cl NHMe G3Q26 Cl NMe.sub.2 G3Q61 Cl NHCOMe G3Q158 Cl NHSO.sub.2 Me G3Q2 Cl NHCOMe G3Q26 Cl SO.sub.2 Me G3Q61 Cl SO.sub.2 Me G3Q5 Cl SO.sub.2 Ph G3Q61 Cl SO.sub.2 NH.sub.2 G3Q5 Cl SO.sub.2 NHMe G3Q26 Cl SO.sub.2 NMe.sub.2 G3Q5 Br COOMe G3Q26 Br COOMe G3Q61 Br COOMe G3Q5 Br COOEt G3Q26 Br COOEt G3Q61 Br COOEt G3Q61 Br COOPri G3Q5 Br COMe G3Q158 Br COEt G3Q26 Br CN G3Q26 Br Me G3Q158 Br Et G3Q26 Br CH.sub.2 CH.sub.2 Cl G3Q158 Br CF.sub.3 G3Q5 Br Ph G3Q26 Br Cl G3Q5 Br Br G3Q5 Br NO.sub.2 G3Q5 Br NH.sub.2 G3Q26 Br NMe.sub.2 G3Q61 Br NHCOMe G3Q61 Br SO.sub.2 Me G3Q5 Br SO.sub.2 Ph G3Q61 Br SO.sub.2 NH.sub.2 G3Q26 Br SO.sub.2 NMe.sub.2 G3Q5 SMe COOMe G3Q26 SMe COOMe G3Q61 SMe COOMe G3Q5 SMe COOEt G3Q26 SMe COOEt G3Q61 SMe COOEt G3Q61 SMe COOPri G3Q5 SMe COMe G3Q158 SMe COEt G3Q26 SMe CN G3Q26 SMe Me G3Q158 SMe Et G3Q26 SMe CH.sub.2 CH.sub.2 Cl G3Q158 SMe CF.sub.3 G3Q5 SMe Ph G3Q26 SMe Cl G3Q5 SMe Br G3Q5 SMe NO.sub.2 G3Q5 SMe NH.sub.2 G3Q26 SMe NMe.sub.2 G3Q61 SMe NHCOMe G3Q61 SMe SO.sub.2 Me G3Q5 SMe SO.sub.2 Ph G3Q61 SMe SO.sub.2 NH.sub.2 G3Q26 SMe SO.sub.2 NMe.sub.2 G3Q5 SO.sub.2 Me COOMe G3Q26 SO.sub.2 Me COOMe G3Q61 SO.sub.2 Me COOMe G3Q5 SO.sub.2 Me COOEt G3Q26 SO.sub.2 Me COOEt G3Q61 SO.sub.2 Me COOEt G3Q96 SO.sub.2 Me COOEt G3Q158 SO.sub.2 Me COOEt G3Q61 SO.sub.2 Me COOPr i G3Q5 SO.sub.2 Me COMe G3Q158 SO.sub.2 Me COEt G3Q5 SO.sub.2 Me COPri G3Q26 SO.sub.2 Me CN G3Q61 SO.sub.2 Me H G3Q26 SO.sub.2 Me Me G3Q158 SO.sub.2 Me Et G3Q5 SO.sub.2 Me Pri G3Q1 SO.sub.2 Me COMe G3Q26 SO.sub.2 Me CH.sub.2 CH.sub.2 Cl G3Q158 SO.sub.2 Me CF.sub.3 G3Q5 SO.sub.2 Me Ph G3Q26 SO.sub.2 Me Cl G3Q5 SO.sub.2 Me Br G3Q2 SO.sub.2 Me Cl G3Q9 SO.sub.2 Me Ph G3Q5 SO.sub.2 Me NO.sub.2 G3Q5 SO.sub.2 Me NH.sub.2 G3Q5 SO.sub.2 Me NHMe G3Q26 SO.sub.2 Me NMe.sub.2 G3Q61 SO.sub.2 Me NHCOMe G3Q158 SO.sub.2 Me NHSO.sub.2 Me G3Q2 SO.sub.2 Me NHCOMe G3Q26 SO.sub.2 Me SO.sub.2 Me G3Q61 SO.sub.2 Me SO.sub.2 Me G3Q5 SO.sub.2 Me SO.sub.2 Ph G3Q61 SO.sub.2 Me SO.sub.2 NH.sub.2 G3Q5 SO.sub.2 Me SO.sub.2 NHMe G3Q26 SO.sub.2 Me SO.sub.2 NMe.sub. 2 G3Q5 Ph COOMe G3Q26 Ph COOMe G3Q61 Ph COOMe G3Q5 Ph COOEt G3Q26 Ph COOEt G3Q61 Ph COOEt G3Q61 Ph COOPri G3Q5 Ph COMe G3Q158 Ph COEt G3Q26 Ph CN G3Q26 Ph Me G3Q158 Ph Et G3Q26 Ph CH.sub.2 CH.sub.2 Cl G3Q158 Ph CF.sub.3 G3Q5 Ph Ph G3Q26 Ph Cl G3Q5 Ph Br G3Q5 Ph NO.sub.2 G3Q5 Ph NH.sub.2 G3Q26 Ph NMe.sub.2 G3Q61 Ph NHCOMe G3Q61 Ph SO.sub.2 Me G3Q5 Ph SO.sub.2 Ph G3Q61 Ph SO.sub.2 NH.sub.2 G3Q26 Ph SO.sub.2 NMe.sub.2 G3Q201 H COOMe GaCH.sub.2 - Q201 H COOMe GbCHMe - Q201 H COOMe GbQ202 H COOMe GbCH.sub.2 - Q202 H COOMe GbQ203 H COOMe GbQ204 H COOMe GbQ205 H COOMe GbCH.sub.2 - Q205 H COOMe GcQ206 H COOMe G.sub.3Q207 H COOMe GcQ208 H COOMe G.sub.3Q209 H COOMe GcCH.sub.2 - Q209 H COOMe GcQ210 H COOMe GcCH.sub.2 - Q210 H COOMe G.sub.3Q211 H COOMe G.sub.3Q212 H COOMe GcQ213 H COOMe GcQ214 H COOMe GcQ215 H COOMe G.sub.1Q216 H COOMe GcQ217 H COOMe GcQ218 H COOMe G.sub.3Q219 H COOMe GcQ220 H COOMe GcQ221 H COOMe G.sub.2Q222 H COOMe GbCH.sub.2 - Q222 H COOMe GcQ223 H COOMe GcQ224 H COOMe G.sub.3Q225 H COOMe GbCH.sub.2 - Q225 H COOMe GcQ226 H COOMe G.sub.3Q227 H COOMe GcQ228 H COOMe GcQ229 H COOMe GbCH.sub.2 - Q229 H COOMe GcQ230 H COOMe GcQ231 H COOMe GcQ232 H COOMe G.sub.3Q233 H COOMe GcQ234 H COOMe GcQ235 H COOMe GcQ236 H COOMe G.sub.3Q237 H COOMe GcQ238 H COOMe GcQ239 H COOMe G.sub.2Q240 H COOMe GcQ241 H COOMe GcQ242 H COOMe GcQ243 H COOMe G.sub.1Q244 H COOMe GcQ245 H COOMe GcQ246 H COOMe GbCH.sub.2 - Q246 H COOMe GcQ247 H COOMe G.sub. 3Q248 H COOMe GcQ249 H COOMe GcQ250 H COOMe GcCH.sub.2 - Q250 H COOMe G.sub.3Q251 H COOMe GcQ252 H COOMe GcQ253 H COOMe GcQ254 H COOMe G.sub.1Q255 H COOMe GcQ256 H COOMe GcQ257 H COOMe G.sub.3Q258 H COOMe GcQ259 H COOMe GcCH.sub.2 - Q259 H COOMe GcQ260 H COOMe GcCH.sub.2 - Q260 H COOMe GcQ261 H COOMe G.sub.1Q262 H COOMe GcQ263 H COOMe GcQ264 H COOMe G.sub.2Q201 H COOEt GaCH.sub.2 - Q201 H COOEt GbCHMe - Q201 H COOEt GbQ202 H COOEt GbCH.sub.2 - Q202 H COOEt GbQ203 H COOEt GbQ204 H COOEt GbQ205 H COOEt GbCH.sub.2 - Q205 H COOEt GcQ206 H COOEt G.sub.3Q207 H COOEt GcQ208 H COOEt G.sub.3Q209 H COOEt GcCH.sub.2 - Q209 H COOEt GcQ210 H COOEt GcCH.sub.2 - 210 H COOEt G.sub.3Q211 H COOEt GcQ212 H COOEt GcQ213 H COOEt GcQ214 H COOEt G.sub.1Q215 H COOEt GcQ216 H COOEt GcQ217 H COOEt G.sub.2Q218 H COOEt GcQ219 H COOEt GcQ220 H COOEt G.sub.3Q221 H COOEt GcQ222 H COOEt GbCH.sub.2 - Q222 H COOEt GcQ223 H COOEt GcQ224 H COOEt GcQ225 H COOEt GbCH.sub.2 - Q225 H COOEt GcQ226 H COOEt G.sub.3Q227 H COOEt GcQ228 H COOEt GcQ229 H COOEt GbCH.sub.2 - Q229 H COOEt GcQ230 H COOEt GcQ231 H COOEt GcQ232 H COOEt G.sub.3Q233 H COOEt GcQ234 H COOEt GcCH.sub.2 - Q234 H COOEt GcQ235 H COOEt GcQ236 H COOEt G.sub.3Q237 H COOEt GcQ238 H COOEt GcQ239 H COOEt GcQ240 H COOEt G.sub.1Q241 H COOEt GcQ242 H COOEt GcQ243 H COOEt GcQ244 H COOEt G.sub.2Q245 H COOEt GcQ246 H COOEt GbCH.sub.2 - Q246 H COOEt GcQ247 H COOEt GcQ248 H COOEt GcQ249 H COOEt G.sub.3Q250 H COOEt GcCH.sub.2 - Q250 H COOEt GcQ251 H COOEt GcQ252 H COOEt G.sub.3Q253 H COOEt GcQ254 H COOEt GcQ255 H COOEt GcQ256 H COOEt GcQ257 H COOEt GcQ258 H COOEt G.sub.1Q259 H COOEt GcCH.sub.2 - Q259 H COOEt GcQ260 H COOEt GcCH.sub.2 - Q260 H COOEt GcQ261 H COOEt G.sub.3Q262 H COOEt GcQ263 H COOEt GcQ264 H COOEt G.sub.3Q201 H COOH GcQ202 H COOH GcQ222 H COOH GcQ225 H COOH G.sub.3Q229 H COOH GcQ246 H COOH G.sub.3Q201 H COOPri GcQ202 H COOPri G.sub.3Q205 H COOPri GcQ209 H COOPri GcQ222 H COOPri GcQ225 H COOPri GcQ229 H COOPri G.sub.3Q246 H COOPri GcQ201 H COOCH.sub.2 CH.sub.2 Cl GcQ202 H COOCH.sub.2 CH.sub.2 Cl G.sub.3Q205 H COOCH.sub.2 CH.sub.2 Cl GcQ209 H COOCH.sub.2 CH.sub.2 Cl GcQ222 H COOCH.sub.2 CH.sub.2 Cl G.sub.3Q225 H COOCH.sub.2 CH.sub.2 Cl GcQ229 H COOCH.sub.2 CH.sub.2 Cl GcQ246 H COOCH.sub.2 CH.sub.2 Cl G.sub.1Q201 H COOCH.sub.2 CHCH.sub.2 GcQ202 H COOCH.sub.2 CHCH.sub.2 GcQ205 H COOCH.sub.2 CHCH.sub.2 G.sub.3Q209 H COOCH.sub.2 CHCH.sub.2 GcQ222 H COOCH.sub.2 CHCH.sub.2 GcQ225 H COOCH.sub.2 CHCH.sub.2 GcQ229 H COOCH.sub.2 CHCH.sub.2 G.sub.3Q246 H COOCH.sub.2 CHCH.sub.2 GcQ201 H COOCH.sub.2 CCH GcQ202 H COOCH.sub.2 CCH G.sub.3Q205 H COOCH.sub.2 CCH GcQ209 H COOCH.sub.2 CCH GcQ222 H COOCH.sub.2 CCH GcQ225 H COOCH.sub.2 CCH G.sub.3Q229 H COOCH.sub.2 CCH GcQ246 H COOCH.sub.2 CCH G.sub.3Q201 H CONHMe GcQ202 H CONHMe G.sub.3Q205 H CONHMe GcQ209 H CONHMe GcQ222 H CONHMe G.sub.3Q225 H CONHMe GcQ229 H CONHMe GcQ246 H CONHMe G.sub.3Q201 H CONMe.sub.2 GcQ202 H CONMe.sub.2 G.sub.3Q205 H CONMe.sub.2 GcQ209 H CONMe.sub.2 GcQ222 H CONMe.sub.2 GcQ225 H CONMe.sub.2 G.sub.3Q229 H CONMe.sub.2 GcQ246 H CONMe.sub.2 G.sub.2Q201 H COMe GcCH.sub.2 - Q201 H COMe G.sub.3Q202 H COMe G.sub.3Q205 H COMe GcQ207 H COMe G.sub.3Q222 H COMe GcQ225 H COMe GcQ229 H COMe GcQ230 H COMe G.sub.2Q231 H COMe G.sub.3Q237 H COMe GcQ246 H COMe GcQ247 H COMe G.sub.3Q250 H COMe GcQ259 H COMe GcQ260 H COMe GcQ263 H COMe G.sub.3Q201 H COEt GcQ202 H COEt G.sub.3Q205 H COEt GcQ209 H COEt GcQ222 H COEt GcQ225 H COEt G.sub.3Q229 H COEt GcQ246 H COEt G.sub.3Q201 H COPri GcQ202 H COPri G.sub.3Q205 H COPri GcQ209 H COPri GcQ222 H COPri GcQ225 H COPri G.sub.3Q229 H COPri GcQ246 H COPri GcQ201 H COPh GcQ202 H COPh G.sub.3Q205 H COPh GcQ209 H COPh GcQ222 H COPh G.sub.3Q225 H COPh GcQ229 H COPh GcQ246 H COPh G.sub.3Q201 H CN GcCH.sub.2 - Q201 H CN G.sub.3Q202 H CN GcQ205 H CN GcQ209 H CN GcQ222 H CN GcQ225 H CN GcQ229 H CN GcQ246 H CN G.sub.3Q201 H H GcQ202 H H G.sub.3Q205 H H GcQ207 H H GcQ222 H H GcQ225 H H G.sub.3Q229 H H GcQ230 H H GcQ231 H H G.sub.3Q237 H H GcQ246 H H GcQ247 H H G.sub.3Q250 H H GcQ259 H H G.sub.3Q260 H H GcQ263 H H G.sub.3Q201 H Me GcQ202 H Me G.sub.3Q205 H Me GcQ207 H Me G.sub.3Q222 H Me GcQ225 H Me GcQ229 H Me GcQ230 H Me G.sub.3Q231 H Me GcQ237 H Me GcQ246 H Me GcQ247 H Me G.sub.3Q250 H Me GcQ259 H Me GcQ260 H Me GcQ263 H Me G.sub.3Q201 H Et GcQ202 H Et G.sub.1Q205 H Et GcQ209 H Et GcQ222 H Et G.sub.3Q225 H Et GcQ229 H Et GcQ246 H Et G.sub.2Q201 H Pri GcQ205 H Pri GcQ209 H Pri GcQ222 H Pri G.sub.3Q229 H Pri GcQ201 H CHCH.sub.2 GcQ205 H CHCH.sub.2 G.sub.3Q209 H CHCH.sub.2 GcQ229 H CHCH.sub.2 G.sub.3Q201 H CHCHMe GcQ205 H CHCHMe GcQ201 H CH.sub.2 CHCH.sub.2 GcQ205 H CH.sub.2 CHCH.sub.2 G.sub.3Q209 H CH.sub.2 CHCH.sub.2 GcQ229 H CH.sub.2 CHCH.sub.2 GcQ201 H CH.sub.2 Cl GcQ205 H CH.sub.2 Cl G.sub.3Q209 H CH.sub.2 Cl GcQ229 H CH.sub.2 Cl GcQ201 H CH.sub.2 CH.sub.2 Cl GcQ205 H CH.sub.2 CH.sub.2 Cl G.sub.3Q209 H CH.sub.2 CH.sub.2 Cl GcQ229 H CH.sub.2 CH.sub.2 Cl G.sub.2Q201 H CF.sub.3 GcQ205 H CF.sub.3 G.sub.3Q209 H CF.sub.3 GcQ222 H CF.sub.3 GcQ225 H CF.sub.3 G.sub.3Q229 H CF.sub.3 G.sub.1Q201 H CFCFCl GcQ205 H CFCFCl GcQ229 H CFCFCl G.sub.3Q201 H CH.sub.2 Ph GcQ205 H CH.sub.2 Ph GcQ209 H CH.sub.2 Ph G.sub.3Q201 H Ph GcQ202 H Ph G.sub.1Q205 H Ph GcQ209 H Ph GcQ222 H Ph G.sub.3Q225 H Ph GcQ229 H Ph GcQ246 H Ph G.sub.2Q201 H Ph2-Cl GcQ205 H Ph2-Cl G.sub.1Q209 H Ph2-Cl GcQ201 H Ph2-Me GcQ205 H Ph2-Me G.sub.3Q209 H Ph2-Me GcQ225 H Ph2-Me GcQ229 H Ph2-Me G.sub.3Q201 H Cl GcQ205 H Cl GcQ207 H Cl G.sub.3Q222 H Cl GcQ225 H Cl GcQ229 H Cl G.sub.1Q231 H Cl GcQ246 H Cl GcQ250 H Cl G.sub.3Q259 H Cl GcQ260 H Cl GcQ201 H Br GcQ205 H Br G.sub.3Q207 H Br GcQ229 H Br GcQ231 H Br G.sub.3Q250 H Br GcQ259 H Br GcQ260 H Br G.sub.3Q201 H F GcQ205 H F G.sub.3Q209 H F GcQ229 H F GcQ246 H F G.sub.3Q201 H I GcQ205 H I GcQ209 H I GcQ222 H I GcQ201 H NO.sub.2 GcCH.sub.2 - Q201 H NO.sub.2 G.sub.3Q202 H NO.sub.2 G.sub.3Q205 H NO.sub.2 GcQ207 H NO.sub.2 GcQ222 H NO.sub.2 G.sub.3Q225 H NO.sub.2 GcQ229 H NO.sub.2 GcQ230 H NO.sub.2 G.sub.1Q231 H NO.sub.2 GcQ237 H NO.sub.2 GcQ246 H NO.sub.2 GcQ247 H NO.sub.2 G.sub.2Q250 H NO.sub.2 GcQ259 H NO.sub.2 GcQ260 H NO.sub.2 G.sub.3Q263 H NO.sub.2 GcQ201 H NH.sub. 2 GcQ202 H NH.sub.2 G.sub.3Q205 H NH.sub.2 GcQ209 H NH.sub.2 GcQ222 H NH.sub.2 G.sub.3Q225 H NH.sub.2 GcQ229 H NH.sub.2 GcQ246 H NH.sub.2 G.sub.3Q201 H NHMe GcQ205 H NHMe GcQ209 H NHMe GcQ225 H NHMe GcQ229 H NHMe G.sub.3Q201 H NMe.sub.2 GcQ205 H NMe.sub.2 GcQ209 H NMe.sub.2 GcQ222 H NMe.sub.2 G.sub.1Q225 H NMe.sub.2 GcQ229 H NMe.sub.2 GcQ246 H NMe.sub.2 G.sub.3Q201 H NMeEt GcQ205 H NMeEt GcQ209 H NMeEt G.sub.3Q222 H NMeEt GcQ225 H NMeEt GcQ229 H NMeEt G.sub.2Q201 H NHCOMe GcQ202 H NHCOMe G.sub.3Q205 H NHCOMe GcQ209 H NHCOMe GcQ222 H NHCOMe G.sub.3Q225 H NHCOMe GcQ229 H NHCOMe GcQ246 H NHCOMe G.sub.3Q201 H NHCOEt GcQ205 H NHCOEt GcQ209 H NHCOEt GcQ222 H NHCOEt G.sub.1Q225 H NHCOEt GcQ229 H NHCOEt G.sub.3Q201 H NHSO.sub.2 Me GcQ205 H NHSO.sub.2 Me GcQ209 H NHSO.sub. 2 Me GcQ225 H NHSO.sub.2 Me G.sub.3Q229 H NHSO.sub.2 Me G.sub.3Q201 H OMe GcQ205 H OMe GcQ209 H OMe G.sub.3Q222 H OMe GcQ225 H OMe GcQ229 H OMe G.sub.2Q246 H OMe G.sub.1Q201 H OEt GcQ205 H OEt GcQ209 H OEt GcQ222 H OEt G.sub.3Q229 H OEt GcQ201 H CH.sub.2 OMe GcQ205 H CH.sub.2 OMe GcQ209 H CH.sub.2 OMe G.sub.3Q222 H CH.sub.2 OMe GcQ201 H SMe GcQ205 H SMe GcQ209 H SMe GcQ222 H SMe G.sub.1Q225 H SMe GcQ229 H SMe G.sub.3Q201 H SO.sub.2 Me GcCH.sub.2 - Q201 H SO.sub.2 Me G.sub.3Q202 H SO.sub.2 Me GcQ205 H SO.sub.2 Me GcQ209 H SO.sub.2 Me GcQ222 H SO.sub.2 Me G.sub.3Q225 H SO.sub.2 Me GcQ229 H SO.sub.2 Me GcQ246 H SO.sub.2 Me G.sub.3Q201 H SO.sub.2 Ph GcQ202 H SO.sub.2 Ph G.sub.1Q205 H SO.sub.2 Ph GcQ209 H SO.sub.2 Ph GcQ222 H SO.sub.2 Ph GcQ225 H SO.sub.2 Ph G.sub.3Q229 H SO.sub.2 Ph GcQ246 H SO.sub.2 Ph G.sub.1Q201 H SO.sub.2 OMe GcQ205 H SO.sub.2 OMe GcQ209 H SO.sub.2 OMe GcQ222 H SO.sub.2 OMe GcQ229 H SO.sub.2 OMe G.sub.3Q201 H SO.sub.2 NH.sub.2 GcQ205 H SO.sub.2 NH.sub.2 GcQ209 H SO.sub.2 NH.sub.2 G.sub.3Q225 H SO.sub.2 NH.sub.2 GcQ229 H SO.sub.2 NH.sub.2 GcQ246 H SO.sub.2 NH.sub.2 G.sub.1Q201 H SO.sub.2 NHMe GcQ205 H SO.sub.2 NHMe GcQ209 H SO.sub.2 NHMe G.sub.3Q222 H SO.sub.2 NHMe GcQ225 H SO.sub.2 NHMe GcQ229 H SO.sub.2 NHMe GcQ246 H SO.sub.2 NHMe G.sub.2Q201 H SO.sub.2 NMe.sub.2 GcQ202 H SO.sub.2 NMe.sub.2 G.sub.3Q205 H SO.sub.2 NMe.sub.2 GcQ209 H SO.sub.2 NMe.sub.2 GcQ222 H SO.sub.2 NMe.sub.2 G.sub.2Q225 H SO.sub.2 NMe.sub.2 GcQ229 H SO.sub.2 NMe.sub. 2 GcQ246 H SO.sub.2 NMe.sub.2 G.sub.3Q201 Me COOMe GcCH.sub.2 - Q201 Me COOMe G.sub.3Q201 Me COOMe G.sub.1Q205 Me COOMe GcQ207 Me COOMe G.sub.3Q209 Me COOMe GcQ222 Me COOMe GcQ225 Me COOMe G.sub.2Q229 Me COOMe GcQ230 Me COOMe GcQ231 Me COOMe G.sub.3Q237 Me COOMe GcQ246 Me COOMe GcQ247 Me COOMe G.sub.3Q250 Me COOMe GcQ259 Me COOMe G.sub.1Q260 Me COOMe GcQ263 Me COOMe G.sub.3Q201 Me COOEt GcCH.sub.2 - Q201 Me COOEt G.sub.2Q222 Me COOEt GcQ205 Me COOEt GcQ207 Me COOEt G.sub.3Q209 Me COOEt GcQ222 Me COOEt GcQ225 Me COOEt G.sub.3Q229 Me COOEt GcQ230 Me COOEt GcQ231 Me COOEt GcQ237 Me COOEt G.sub.1Q246 Me COOEt GcQ247 Me COOEt GcQ250 Me COOEt GcQ259 Me COOEt G.sub.3Q260 Me COOEt GcQ263 Me COOEt G.sub.3Q201 Me COOH G.sub.1Q205 Me COOH GcQ201 Me COOPri GcQ202 Me COOPri G.sub.3Q205 Me COOPri GcQ209 Me COOPri GcQ222 Me COOPri G.sub.3Q225 Me COOPri GcQ229 Me COOPri GcQ246 Me COOPri G.sub.1Q201 Me COOCH.sub.2 CH.sub.2 Cl GcQ205 Me COOCH.sub.2 CH.sub.2 Cl G.sub.3Q222 Me COOCH.sub.2 CH.sub.2 Cl GcQ229 Me COOCH.sub.2 CH.sub.2 Cl G.sub.1Q201 Me COOCH.sub.2 CHCH.sub.2 GcQ205 Me COOCH.sub.2 CHCH.sub.2 G.sub.3Q222 Me COOCH.sub.2 CHCH.sub.2 GcQ229 Me COOCH.sub.2 CHCH.sub.2 G.sub.1Q201 Me COOCH.sub.2 CCH GcQ205 Me COOCH.sub.2 CCH G.sub.2Q222 Me COOCH.sub.2 CCH GcQ229 Me COOCH.sub.2 CCH GcQ201 Me CONHMe GcQ205 Me CONHMe G.sub.3Q222 Me CONHMe GcQ229 Me CONHMe GcQ201 Me CONMe.sub.2 GcQ205 Me CONMe.sub.2 G.sub.3Q222 Me CONMe.sub.2 GcQ229 Me CONMe.sub.2 GcQ201 Me COMe GcQ202 Me COMe G.sub.3Q205 Me COMe GcQ207 Me COMe GcQ222 Me COMe G.sub.3Q225 Me COMe GcQ229 Me COMe GcQ230 Me COMe G.sub.3Q231 Me COMe GcQ237 Me COMe GcQ246 Me COMe GcQ247 Me COMe G.sub.2Q250 Me COMe GcQ259 Me COMe GcQ260 Me COMe G.sub.1Q263 Me COMe GcQ201 Me COEt GcQ205 Me COEt G.sub.3Q222 Me COEt GcQ229 Me COEt GcQ201 Me COPri GcQ205 Me COPri G.sub.3Q222 Me COPri GcQ229 Me COPri G.sub.1Q201 Me COPh GcQ205 Me COPh GcQ222 Me COPh G.sub.3Q229 Me COPh GcQ201 Me CN GcQ202 Me CN G.sub.3Q205 Me CN GcQ209 Me CN GcQ222 Me CN G.sub.3Q225 Me CN GcQ229 Me CN GcQ246 Me CN G.sub.1Q201 Me H GcQ205 Me H GcQ222 Me H G.sub.3Q229 Me H GcQ201 Me Me GcQ202 Me Me G.sub.3Q205 Me Me GcQ209 Me Me GcQ222 Me Me GcQ225 Me Me GcQ229 Me Me G.sub.3Q246 Me Me GcQ201 Me Et GcQ205 Me Et GcQ222 Me Et G.sub.3Q229 Me Et GcQ201 Me Pri GcQ205 Me Pri G.sub.2Q201 Me CHCH.sub.2 GcQ205 Me CHCH.sub.2 G.sub.3Q201 Me CHCHMe G.sub.3Q205 Me CHCHMe GcQ201 Me CH.sub.2 CHCH.sub.2 GcQ205 Me CH.sub.2 CHCH.sub.2 G.sub.3Q201 Me CH.sub.2 Cl GcQ205 Me CH.sub.2 Cl G.sub.2Q222 Me CH.sub.2 Cl GcQ229 Me CH.sub.2 Cl G.sub.3Q201 Me CH.sub.2 CH.sub.2 Cl GcQ205 Me CH.sub.2 CH.sub.2 Cl GcQ222 Me CH.sub.2 CH.sub.2 Cl G.sub.3Q229 Me CH.sub.2 CH.sub.2 Cl GcQ201 Me CF.sub.3 GcQ205 Me CF.sub.3 G.sub.3Q222 Me CF.sub.3 G.sub.3Q229 Me CF.sub.3 GcQ201 Me CFCFCl GcQ205 Me CFCFCl G.sub.3Q201 Me CH.sub.2 Ph GcQ205 Me CH.sub.2 Ph G.sub.3Q201 Me Ph GcQ202 Me Ph GcQ205 Me Ph GcQ209 Me Ph GcQ222 Me Ph G.sub.3Q225 Me Ph G.sub.3Q229 Me Ph GcQ246 Me Ph G.sub.3Q201 Me Ph2-Cl GcQ205 Me Ph2-Cl G.sub.3Q201 Me Ph2-Me GcQ205 Me Ph2-Me GcQ229 Me Ph2-Me G.sub.3Q201 Me Cl GcQ202 Me Cl G.sub.3Q205 Me Cl GcQ209 Me Cl GcQ222 Me Cl G.sub.3Q225 Me Cl GcQ229 Me Cl GcQ246 Me Cl G.sub.3Q201 Me Br GcQ205 Me Br G.sub.3Q222 Me Br GcQ229 Me Br G.sub.1Q201 Me F G.sub.1Q205 Me F G.sub.1Q201 Me I G.sub.1Q205 Me I G.sub.1Q201 Me NO.sub.2 GcQ202 Me NO.sub.2 G.sub.3Q205 Me NO.sub.2 GcQ209 Me NO.sub.2 GcQ222 Me NO.sub.2 GcQ225 Me NO.sub.2 G.sub.3Q229 Me NO.sub.2 GcQ246 Me NO.sub.2 GcQ201 Me NH.sub.2 GcQ205 Me NH.sub.2 G.sub.3Q222 Me NH.sub.2 GcQ229 Me NH.sub.2 G.sub.3Q201 Me NHMe GcQ205 Me NHMe GcQ229 Me NHMe G.sub.3Q201 Me NMe.sub.2 GcQ205 Me NMe.sub.2 GcQ229 Me NMe.sub.2 G.sub.3Q201 Me NMeEt GcQ205 Me NMeEt GcQ201 Me NHCOMe GcQ205 Me NHCOMe GcQ222 Me NHCOMe G.sub.3Q229 Me NHCOMe GcQ201 Me NHCOEt GcQ205 Me NHCOEt G.sub.3Q201 Me NHSO.sub.2 Me GcQ205 Me NHSO.sub.2 Me GcQ229 Me NHSO.sub.2 Me G.sub.2Q201 Me OMe GcQ205 Me OMe G.sub.3Q222 Me OMe GcQ229 Me OMe G.sub.1Q201 Me OEt GcQ205 Me OEt G.sub.3Q201 Me CH.sub.2 OMe GcQ205 Me CH.sub.2 OMe GcQ229 Me CH.sub.2 OMe G.sub.3Q201 Me SMe GcQ205 Me SMe G.sub.3Q201 Me SO.sub.2 Me GcQ205 Me SO.sub.2 Me GcQ222 Me SO.sub.2 Me G.sub.1Q229 Me SO.sub.2 Me G.sub.3Q201 Me SO.sub.2 Ph GcQ205 Me SO.sub.2 Ph GcQ222 Me SO.sub.2 Ph G.sub.3Q229 Me SO.sub.2 Ph GcQ201 Me SO.sub.2 OMe GcQ205 Me SO.sub.2 OMe G.sub.3Q229 Me SO.sub.2 OMe GcQ201 Me SO.sub.2 NH.sub.2 GcQ205 Me SO.sub.2 NH.sub.2 GcQ229 Me SO.sub.2 NH.sub.2 G.sub.3Q201 Me SO.sub.2 NHMe GcQ205 Me SO.sub.2 NHMe GcQ222 Me SO.sub.2 NHMe G.sub.1Q229 Me SO.sub.2 NHMe GcQ201 Me SO.sub.2 NMe.sub.2 GcQ205 Me SO.sub.2 NMe.sub.2 G.sub.3Q222 Me SO.sub.2 NMe.sub.2 GcQ229 Me SO.sub.2 NMe.sub.2 G.sub.1Q201 Et COOMe GcQ205 Et COOMe GcQ229 Et COOMe G.sub.3Q246 Et COOMe G.sub.3Q201 Et COOEt GcQ202 Et COOEt G.sub.2Q209 Et COOEt GcQ222 Et COOEt G.sub.3Q225 Et COOEt GcQ201 Et COOPri G.sub.3Q205 Et COOPri GcQ201 Et COOCH.sub.2 CHCl GcQ205 Et COOCH.sub.2 CHCH.sub.2 G.sub.3Q201 Et COOCH.sub.2 CCH GcQ201 Et CONHMe GcQ201 Et CONMe.sub.2 GcQ201 Et COMe GcQ205 Et COMe G.sub.3Q229 Et COMe GcQ201 Et COEt GcQ201 Et COPh GcQ201 Et CN GcQ205 Et CN G.sub.3Q229 Et CN GcQ201 Et H GcQ205 Et H G.sub.3Q201 Et Me GcQ205 Et Me G.sub.3Q201 Et Et GcQ205 Et Pri GcQ201 Et CHCHMe GcQ201 Et CH.sub.2 CH.sub.2 Cl GcQ201 Et CH.sub.2 Ph G.sub.3Q201 Et Ph GcQ205 Et Ph GcQ209 Et Ph GcQ229 Et Ph G.sub.3Q201 Et Ph2-Cl GcQ205 Et Ph2-Me GcQ201 Et Cl GcQ205 Et Cl G.sub.2Q201 Et Br GcQ205 Et Br G.sub.1Q201 Et F GcQ201 Et NO.sub.2 GcQ205 Et NO.sub.2 G.sub.3Q209 Et NO.sub.2 GcQ201 Et NH.sub.2 GcQ201 Et NHMe GcQ201 Et NMe.sub.2 GcQ205 Et NMe.sub.2 G.sub.3Q201 Et NHCOMe GcQ205 Et NHCOMe GcQ201 Et NHCOEt GcQ201 Et NHSO.sub.2 Me GcQ201 Et OMe GcQ205 Et OEt G.sub.3Q201 Et CH.sub.2 OMe GcQ201 Et SMe GcQ201 Et SO.sub.2 Me GcQ205 Et SO.sub.2 Me G.sub.3Q201 Et SO.sub.2 Ph GcQ205 Et SO.sub.2 Ph G.sub.3Q201 Et SO.sub.2 OMe GcQ201 Et SO.sub.2 NH.sub.2 GcQ205 Et SO.sub.2 NHMe G.sub.3Q201 Et SO.sub. 2 NMe.sub.2 GcQ205 Et SO.sub.2 NMe.sub.2 G.sub.3Q201 Cl COOMe GcQ209 Cl COOMe G.sub.3Q229 Cl COOMe GcQ246 Cl COOMe G.sub.3Q201 Cl COOEt GcQ205 Cl COOEt GcQ222 Cl COOEt G.sub.1Q225 Cl COOEt GcQ246 Cl COOEt G.sub.3Q201 Cl COOPri GcQ205 Cl COOPri G.sub.3Q205 Cl COOCH.sub.2 CH.sub.2 Cl G.sub.3Q201 Cl COOCH.sub.2 CHCH.sub.2 GcQ201 Cl COOCH.sub.2 CCH G.sub.3Q201 Cl CONHMe GcQ201 Cl CONMe.sub.2 G.sub.3Q201 Cl COMe GcQ205 Cl COMe GcQ201 Cl COEt G.sub.3Q201 Cl COPri GcQ201 Cl COPh G.sub.3Q201 Cl CN GcQ205 Cl CN GcQ201 Cl H G.sub.3Q201 Cl Me GcQ205 Cl Me G.sub.3Q205 Cl Et GcQ201 Cl Pri G.sub.3Q201 Cl CHCHMe GcQ201 Cl CH.sub.2 CHCH.sub.2 G.sub.1Q205 Cl CH.sub.2 CH.sub.2 Cl GcQ201 Cl Ph GcQ205 Cl Ph GcQ209 Cl Ph G.sub.3Q201 Cl Ph2-Cl GcQ205 Cl Ph2-Me G.sub.3Q201 Cl Cl GcQ205 Cl Cl G.sub.3Q201 Cl Br GcQ201 Cl NO.sub.2 GcQ205 Cl NO.sub.2 G.sub.3Q209 Cl NO.sub.2 GcQ201 Cl NH.sub.2 GcQ201 Cl NHMe G.sub.1Q201 Cl NMe.sub.2 G.sub.3Q201 Cl NHCOMe GcQ205 Cl NHCOEt GcQ201 Cl NHSO.sub.2 Me G.sub.3Q201 Cl OMe GcQ201 Cl CH.sub.2 OMe G.sub.3Q201 Cl SO.sub.2 Me GcQ201 Cl SO.sub.2 Ph GcQ201 Cl SO.sub.2 NH.sub.2 G.sub.3Q201 Cl SO.sub.2 NMe.sub.2 GcQ205 Cl SO.sub.2 NMe.sub.2 GcQ201 Br COOMe GcQ205 Br COOMe G.sub.3Q209 Br COOMe G.sub.3Q201 Br COOEt GcQ209 Br COOEt GcQ229 Br COOEt G.sub.3Q201 Br COOPri G.sub.3Q201 Br COOCH.sub.2 CHCl GcQ201 Br COOCH.sub.2 CHCH.sub.2 G.sub.3Q201 Br CONHMe GcQ201 Br CONMe.sub.2 G.sub.3Q201 Br COMe GcQ205 Br COMe G.sub.3Q201 Br COEt GcQ201 Br COPh G.sub.3Q201 Br CN GcQ205 Br CN GcQ201 Br H G.sub.3Q201 Br Me G.sub.2Q201 Br Et G.sub.1Q201 Br CH.sub.2 CH.sub.2 Cl G.sub.3Q201 Br Ph GcQ205 Br Ph GcQ209 Br Ph G.sub.3Q201 Br Ph2-Cl G.sub.3Q201 Br Cl GcQ201 Br Br GcQ205 Br Br G.sub.3Q201 Br NO.sub.2 GcQ209 Br NO.sub.2 GcQ201 Br NH.sub.2 GcQ201 Br NMe.sub.2 G.sub.3Q201 Br NHCOMe GcQ201 Br OMe G.sub.3Q201 Br CH.sub.2 OMe GcQ201 Br SMe GcQ201 Br SO.sub.2 Me GcQ201 Br SO.sub.2 NH.sub.2 G.sub.3Q201 Br SO.sub.2 NHMe GcQ201 Br SO.sub.2 NMe.sub.2 G.sub.3Q201 SMe COOMe GcQ205 SMe COOMe GcQ209 SMe COOMe G.sub.3Q201 SMe COOEt GcQ205 SMe COOEt GcQ209 SMe COOEt GcQ229 SMe COOEt G.sub.3Q246 SMe COOEt GcQ201 SMe COOPri GcQ205 SMe COOPri G.sub.3Q201 SMe COOCH.sub.2 CH.sub.2 Cl GcQ201 SMe COOCH.sub.2 CHCH.sub.2 GcQ201 SMe CONHMe GcQ201 SMe CONMe.sub.2 G.sub.1Q201 SMe COMe GcQ205 SMe COMe GcQ201 SMe COEt G.sub.3Q201 SMe COPri GcQ201 SMe COPh G.sub.3Q201 SMe CN GcQ205 SMe CN GcQ229 SMe CN G.sub.3Q201 SMe H GcQ201 SMe Me GcQ205 SMe Me G.sub.3Q201 SMe Et GcQ205 SMe Et GcQ201 SMe CH.sub.2 CH.sub.2 Cl G.sub.3Q201 SMe Ph GcQ205 SMe Ph GcQ209 SMe Ph G.sub.3Q201 SMe Ph2-Cl GcQ201 SMe Cl GcQ205 SMe Cl G.sub.3Q201 SMe Br GcQ201 SMe NO.sub.2 GcQ205 SMe NO.sub.2 GcQ209 SMe NO.sub.2 G.sub.3Q201 SMe NH.sub.2 GcQ205 SMe NH.sub.2 GcQ201 SMe NHMe G.sub.3Q201 SMe NMe.sub.2 GcQ205 SMe NMe.sub.2 GcQ201 SMe NHCOMe GcQ205 SMe NHCOMe G.sub.3Q201 SMe NHSO.sub.2 Me GcQ201 SMe OMe GcQ201 SMe CH.sub.2 OMe GcQ201 SMe SMe GcQ201 SMe SO.sub.2 Me GcQ205 SMe SO.sub.2 Me G.sub.3Q201 SMe SO.sub.2 Ph GcQ201 SMe SO.sub.2 NH.sub.2 GcQ201 SMe SO.sub.2 NHMe G.sub.3Q201 SMe SO.sub.2 NMe.sub.2 GcQ201 SO.sub.2 Me COOMe GcQ205 SO.sub.2 Me COOMe GcQ209 SO.sub.2 Me COOMe G.sub.3Q229 SO.sub.2 Me COOMe G.sub.3Q246 SO.sub.2 Me COOMe G.sub.1Q201 SO.sub.2 Me COOEt GcQ205 SO.sub.2 Me COOEt GcQ209 SO.sub.2 Me COOEt G.sub.3Q222 SO.sub.2 Me COOEt GcQ225 SO.sub.2 Me COOEt GcQ201 SO.sub.2 Me COOPri G.sub.3Q205 SO.sub.2 Me COOPri GcQ201 SO.sub.2 Me COOCH.sub.2 CH.sub.2 Cl GcQ201 SO.sub.2 Me COOCH.sub.2 CHCH.sub.2 G.sub.3Q201 SO.sub.2 Me COOCH.sub.2 CCH GcQ201 SO.sub.2 Me CONHMe GcQ201 SO.sub.2 Me CONMe.sub.2 G.sub.2Q201 SO.sub.2 Me COMe GcQ205 SO.sub.2 Me COMe GcQ229 SO.sub.2 Me COMe G.sub.3Q201 SO.sub.2 Me COEt GcQ205 SO.sub.2 Me COEt GcQ201 SO.sub.2 Me COPri G.sub.3Q201 SO.sub.2 Me COPh GcQ201 SO.sub.2 Me CN GcQ205 SO.sub.2 Me CN GcQ222 SO.sub.2 Me CN GcQ229 SO.sub.2 Me CN GcQ201 SO.sub.2 Me H G.sub.2Q201 SO.sub.2 Me Me GcQ205 SO.sub.2 Me Me GcQ201 SO.sub.2 Me Et G.sub.3Q201 SO.sub.2 Me Pri GcQ201 SO.sub.2 Me CHCH.sub.2 GcQ201 SO.sub.2 Me CHCHMe G.sub.1Q201 SO.sub.2 Me CH.sub.2 CH.sub.2 Cl GcQ205 SO.sub.2 Me CH.sub.2 CH.sub.2 Cl G.sub.3Q201 SO.sub.2 Me CH.sub.2 Ph G.sub.3Q201 SO.sub.2 Me Ph GcQ205 SO.sub.2 Me Ph GcQ209 SO.sub.2 Me Ph GcQ229 SO.sub.2 Me Ph G.sub.3Q246 SO.sub.2 Me Ph G.sub.3Q201 SO.sub.2 Me Ph2-Cl GcQ205 SO.sub.2 Me Ph2-Me GcQ201 SO.sub.2 Me Cl GcQ205 SO.sub.2 Me Cl GcQ229 SO.sub.2 Me Cl G.sub.3Q201 SO.sub.2 Me Br G.sub.3Q205 SO.sub.2 Me Br GcQ201 SO.sub.2 Me NO.sub.2 GcQ205 SO.sub.2 Me NO.sub.2 GcQ209 SO.sub.2 Me NO.sub.2 GcQ229 SO.sub.2 Me NO.sub.2 G.sub.3Q201 SO.sub.2 Me NH.sub.2 GcQ205 SO.sub.2 Me NH.sub.2 G.sub.3Q201 SO.sub.2 Me NHMe GcQ201 SO.sub.2 Me NMe.sub.2 GcQ205 SO.sub.2 Me NMe.sub.2 G.sub.1Q201 SO.sub.2 Me NHCOMe GcQ205 SO.sub.2 Me NHCOMe GcQ201 SO.sub.2 Me NHCOEt G.sub.3Q201 SO.sub.2 Me NHSO.sub.2 Me GcQ201 SO.sub.2 Me OMe G.sub.1Q201 SO.sub.2 Me CH.sub.2 OMe GcQ205 SO.sub.2 Me CH.sub.2 OMe GcQ201 SO.sub.2 Me SO.sub.2 Me GcQ205 SO.sub.2 Me SO.sub.2 Me GcQ201 SO.sub.2 Me SO.sub.2 Ph G.sub.3Q201 SO.sub.2 Me SO.sub.2 OMe GcQ201 SO.sub.2 Me SO.sub.2 NH.sub.2 GcQ201 SO.sub.2 Me SO.sub.2 NHMe G.sub.3Q201 SO.sub.2 Me SO.sub.2 NMe.sub.2 GcQ201 Ph COOMe GcQ205 Ph COOMe G.sub.3Q209 Ph COOMe GcQ201 Ph COOEt GcQ205 Ph COOEt GcQ209 Ph COOEt G.sub.3Q229 Ph COOEt GcQ201 Ph COOPri G.sub.3Q201 Ph COOCH.sub.2 CH.sub.2 Cl GcQ201 Ph COOCH.sub.2 CHCH.sub.2 GcQ201 Ph COOCH.sub.2 CCH G.sub.3Q201 Ph CONMe.sub.2 GcQ201 Ph COMe GcQ205 Ph COMe GcQ201 Ph COEt G.sub.3Q201 Ph CN GcQ205 Ph CN GcQ201 Ph H G.sub.3Q201 Ph Me GcQ201 Ph Et GcQ201 Ph CH.sub.2 CH.sub.2 Cl G.sub.3Q201 Ph Ph GcQ205 Ph Ph GcQ209 Ph Ph G.sub.3Q201 Ph Cl GcQ201 Ph Br G.sub.3Q201 Ph NO.sub.2 GcQ201 Ph NH.sub.2 GcQ201 Ph NHMe G.sub.3Q201 Ph NMe.sub.2 GcQ201 Ph NHCOMe GcQ201 Ph NHSO.sub.2 Me G.sub.1Q201 Ph CH.sub.2 OMe GcQ201 Ph SO.sub.2 Me G.sub.3Q201 Ph SO.sub.2 NH.sub.2 GcQ201 Ph SO.sub.2 NHMe GcQ201 Ph SO.sub.2 NMe.sub.2 G.sub.3______________________________________
TABLE 2______________________________________ ##STR25##A B D Gn______________________________________Q1 H COOMe GbCH.sub.2 - Q1 H COOMe GcCHMe - Q1 H COOMe G3Q2 H COOMe GbQ3 H COOMe GbQ4 H COOMe GbQ5 H COOMe GaCH.sub.2 - Q5 H COOMe GcCHMe - Q5 H COOMe G3Q6 H COOMe G3Q7 H COOMe G3Q8 H COOMe G3Q9 H COOMe GcCH.sub.2 - Q9 H COOMe GcQ10 H COOMe GcQ11 H COOMe G3Q12 H COOMe G3Q13 H COOMe G3Q14 H COOMe G1Q15 H COOMe G3Q16 H COOMe GcQ17 H COOMe GcQ18 H COOMe G3Q19 H COOMe GcQ20 H COOMe GcQ21 H COOMe GcQ22 H COOMe G3Q23 H COOMe GcCH.sub.2 - Q23 H COOMe G3Q24 H COOMe GcQ25 H COOMe GbQ26 H COOMe GaCH.sub.2 - Q26 H COOMe G3CHMe - Q26 H COOMe G3Q27 H COOMe G3Q28 H COOMe G3Q29 H COOMe GcCH.sub.2 - Q29 H COOMe G3Q30 H COOMe G3Q31 H COOMe GcQ32 H COOMe GcCH.sub.2 - Q32 H COOMe G3Q33 H COOMe G3Q34 H COOMe G3Q35 H COOMe G3Q36 H COOMe G3Q37 H COOMe GcQ38 H COOMe GcQ39 H COOMe G3Q40 H COOMe GcQ41 H COOMe GcQ42 H COOMe GcQ43 H COOMe G3Q44 H COOMe GcQ45 H COOMe GcQ46 H COOMe GcQ47 H COOMe GcQ48 H COOMe GcQ49 H COOMe G3Q50 H COOMe GcCH.sub.2 - Q50 H COOMe G3Q51 H COOMe GcQ52 H COOMe G3Q53 H COOMe G3Q54 H COOMe GcQ55 H COOMe GcQ56 H COOMe GcQ57 H COOMe G3Q58 H COOMe GcQ59 H COOMe GcCH.sub.2 - Q59 H COOMe G3Q60 H COOMe GcQ61 H COOMe GaCH.sub.2 - Q61 H COOMe GbCHMe - Q61 H COOMe GcQ62 H COOMe GcQ63 H COOMe GcQ64 H COOMe GbCH.sub.2 - Q64 H COOMe G3CHMe - Q64 H COOMe G3Q65 H COOMe G3Q66 H COOMe G3Q67 H COOMe G3Q68 H COOMe G3Q69 H COOMe GcQ70 H COOMe GcQ71 H COOMe GcQ72 H COOMe GcCH.sub.2 - Q72 H COOMe G3CHMe - Q72 H COOMe G3Q73 H COOMe GcCH.sub.2 - Q73 H COOMe G3Q74 H COOMe GcQ75 H COOMe G3Q76 H COOMe G3Q77 H COOMe GcCH.sub.2 - Q77 H COOMe G3Q78 H COOMe GcQ79 H COOMe GcQ80 H COOMe GcQ81 H COOMe G3Q82 H COOMe G3Q83 H COOMe G1Q84 H COOMe G2Q85 H COOMe G3Q86 H COOMe GcQ87 H COOMe G2Q88 H COOMe GcQ89 H COOMe GcQ90 H COOMe GcQ91 H COOMe GcQ92 H COOMe G3Q93 H COOMe GcQ94 H COOMe G3Q95 H COOMe GcQ96 H COOMe G3Q97 H COOMe GcQ98 H COOMe GcQ99 H COOMe GcQ100 H COOMe GcQ101 H COOMe GcCH.sub. 2 - Q101 H COOMe G3Q102 H COOMe G3Q103 H COOMe G3Q104 H COOMe G3Q105 H COOMe GcQ106 H COOMe G3Q107 H COOMe GcQ108 H COOMe G1Q109 H COOMe G3Q110 H COOMe G3Q111 H COOMe G3Q112 H COOMe GcQ113 H COOMe GcQ114 H COOMe GcQ115 H COOMe G2Q116 H COOMe GcQ117 H COOMe GcQ118 H COOMe G3Q119 H COOMe GcQ120 H COOMe GcQ121 H COOMe G2Q122 H COOMe GcQ123 H COOMe GcQ124 H COOMe GcQ125 H COOMe GcQ126 H COOMe GcQ127 H COOMe GcQ128 H COOMe GcQ129 H COOMe GcQ130 H COOMe G2Q131 H COOMe GcQ132 H COOMe GcQ133 H COOMe G3Q134 H COOMe G3Q135 H COOMe GcQ136 H COOMe G3Q137 H COOMe G1Q138 H COOMe GcCH.sub.2 - Q138 H COOMe G3Q139 H COOMe G3Q140 H COOMe G1Q141 H COOMe G3Q142 H COOMe GcQ143 H COOMe GcCH.sub.2 - Q143 H COOMe G3Q144 H COOMe G3Q145 H COOMe GcQ146 H COOMe GcQ147 H COOMe G3Q148 H COOMe G1Q149 H COOMe G3Q150 H COOMe G3Q151 H COOMe G2Q152 H COOMe G1Q153 H COOMe GcQ154 H COOMe GcQ155 H COOMe G3Q156 H COOMe G3Q157 H COOMe GcQ158 H COOMe GaCH.sub.2 - Q158 H COOMe G3CHMe - Q158 H COOMe G3Q159 H COOMe G3Q160 H COOMe GcQ161 H COOMe GcQ162 H COOMe GcQ163 H COOMe G3Q164 H COOMe GcQ165 H COOMe GcQ166 H COOMe GcQ167 H COOMe G3Q168 H COOMe G3Q169 H COOMe GcCH.sub.2 - Q169 H COOMe G3CHMe - Q169 H COOMe G3Q170 H COOMe GcQ171 H COOMe GcQ172 H COOMe GcQ173 H COOMe GcQ174 H COOMe GcQ175 H COOMe GcQ176 H COOMe GcQ177 H COOMe GcCH.sub.2 - Q177 H COOMe G3CHMe - Q177 H COOMe G3Q178 H COOMe G3Q179 H COOMe G3Q180 H COOMe GcCH.sub.2 - Q180 H COOMe G3Q181 H COOMe G1Q182 H COOMe G3Q183 H COOMe G3Q184 H COOMe GcCH.sub.2 - Q184 H COOMe G3CHMe - Q184 H COOMe G3Q185 H COOMe G3Q186 H COOMe G3Q187 H COOMe G3Q188 H COOMe GbQ189 H COOMe GbQ1 H COOEt GbCH.sub.2 - Q1 H COOEt GcCHMe - Q1 H COOEt G3Q2 H COOEt GbQ3 H COOEt GbQ4 H COOEt GbQ5 H COOEt GaCH.sub.2 - Q5 H COOEt GcCHMe - Q5 H COOEt G3Q6 H COOEt G3Q7 H COOEt G3Q8 H COOEt G3Q9 H COOEt GcCH.sub.2 - Q9 H COOEt GcQ10 H COOEt GcQ11 H COOEt G3Q12 H COOEt G3Q13 H COOEt G3Q14 H COOEt G1Q15 H COOEt G3Q16 H COOEt GcQ17 H COOEt GcQ18 H COOEt G3Q19 H COOEt GcQ20 H COOEt GcQ21 H COOEt GcQ22 H COOEt G3Q23 H COOEt GcCH.sub.2 - Q23 H COOEt G3Q24 H COOEt GcQ25 H COOEt GbQ26 H COOEt GaCH.sub.2 - Q26 H COOEt G3CHMe - Q26 H COOEt G3Q27 H COOEt G3Q28 H COOEt G3Q29 H COOEt GcCH.sub.2 - Q29 H COOEt G3Q30 H COOEt G3Q31 H COOEt GcQ32 H COOEt GcCH.sub.2 - Q32 H COOEt G3Q33 H COOEt G3Q34 H COOEt G3Q35 H COOEt G3Q36 H COOEt G3Q37 H COOEt GcQ38 H COOEt GcQ39 H COOEt G3Q40 H COOEt GcQ41 H COOEt GcQ42 H COOEt GcQ43 H COOEt G3Q44 H COOEt GcQ45 H COOEt GcQ46 H COOEt GcQ47 H COOEt GcQ48 H COOEt GcQ49 H COOEt G3Q50 H COOEt GcCH.sub.2 - Q50 H COOEt G3Q51 H COOEt GcQ52 H COOEt G3Q53 H COOEt G3Q54 H COOEt GcQ55 H COOEt GcQ56 H COOEt GcQ57 H COOEt G3Q58 H COOEt GcQ59 H COOEt GcCH.sub.2 - Q59 H COOEt G3Q60 H COOEt GcQ61 H COOEt GaCH.sub.2 - Q61 H COOEt GbCHMe - Q61 H COOEt GcQ62 H COOEt GcQ63 H COOEt GcQ64 H COOEt GbCH.sub. 2 - Q64 H COOEt G3CHMe - Q64 H COOEt G3Q65 H COOEt G3Q66 H COOEt G3Q67 H COOEt G3Q68 H COOEt G3Q69 H COOEt GcQ70 H COOEt GcQ71 H COOEt GcQ72 H COOEt GcCH.sub.2 - Q72 H COOEt G3CHMe - Q72 H COOEt G3Q73 H COOEt GcCH.sub.2 - Q73 H COOEt G3Q74 H COOEt GcQ75 H COOEt G3Q76 H COOEt G3Q77 H COOEt GcCH.sub.2 - Q77 H COOEt G3Q78 H COOEt GcQ79 H COOEt GcQ80 H COOEt GcQ81 H COOEt G3Q82 H COOEt G3Q83 H COOEt G1Q84 H COOEt G2Q85 H COOEt G3Q86 H COOEt GcQ87 H COOEt G2Q88 H COOEt GcQ89 H COOEt GcQ90 H COOEt GcQ91 H COOEt GcQ92 H COOEt G3Q93 H COOEt GcQ94 H COOEt G3Q95 H COOEt GcQ96 H COOEt G3Q97 H COOEt GcQ98 H COOEt GcQ99 H COOEt GcQ100 H COOEt GcQ101 H COOEt GcCH.sub.2 - Q101 H COOEt G3Q102 H COOEt G3Q103 H COOEt G3Q104 H COOEt G3Q105 H COOEt GcQ106 H COOEt G3Q107 H COOEt GcQ108 H COOEt G1Q109 H COOEt G3Q110 H COOEt G3Q111 H COOEt G3Q112 H COOEt GcQ113 H COOEt GcQ114 H COOEt GcQ115 H COOEt G2Q116 H COOEt GcQ117 H COOEt GcQ118 H COOEt G3Q119 H COOEt GcQ120 H COOEt GcQ121 H COOEt G2Q122 H COOEt GcQ123 H COOEt GcQ124 H COOEt GcQ125 H COOEt GcQ126 H COOEt GcQ127 H COOEt GcQ128 H COOEt GcQ129 H COOEt GcQ130 H COOEt G2Q131 H COOEt GcQ132 H COOEt GcQ133 H COOEt G3Q134 H COOEt G3Q135 H COOEt GcQ136 H COOEt G3Q137 H COOEt G1Q138 H COOEt GcCH.sub.2 - Q138 H COOEt G3Q139 H COOEt G3Q140 H COOEt G1Q141 H COOEt G3Q142 H COOEt GcQ143 H COOEt GcCH.sub.2 - Q143 H COOEt G3Q144 H COOEt G3Q145 H COOEt GcQ146 H COOEt GcQ147 H COOEt G3Q148 H COOEt G1Q149 H COOEt G3Q150 H COOEt G3Q151 H COOEt G2Q152 H COOEt G1Q153 H COOEt GcQ154 H COOEt GcQ155 H COOEt G3Q156 H COOEt G3Q157 H COOEt GcQ158 H COOEt GaCH.sub.2 - Q158 H COOEt G3CHMe - Q158 H COOEt G3Q159 H COOEt G3Q160 H COOEt GcQ161 H COOEt GcQ162 H COOEt GcQ163 H COOEt G3Q164 H COOEt GcQ165 H COOEt GcQ166 H COOEt GcQ167 H COOEt G3Q168 H COOEt G3Q169 H COOEt GcCH.sub.2 - Q169 H COOEt G3CHMe - Q169 H COOEt G3Q170 H COOEt GcQ171 H COOEt GcQ172 H COOEt GcQ173 H COOEt GcQ174 H COOEt GcQ175 H COOEt GcQ176 H COOEt GcQ177 H COOEt GcCH.sub.2 - Q177 H COOEt G3CHMe - Q177 H COOEt G3Q178 H COOEt G3Q179 H COOEt G3Q180 H COOEt GcCH.sub.2 - Q180 H COOEt G3Q181 H COOEt G1Q182 H COOEt G3Q183 H COOEt G3Q184 H COOEt GcCH.sub.2 - Q184 H COOEt G3CHMe - Q184 H COOEt G3Q185 H COOEt G3Q186 H COOEt G3Q187 H COOEt G3Q188 H COOEt GbQ189 H COOEt GbQ5 H COOPri G3Q26 H COOPri G3Q61 H COOPri G3Q158 H COOPri G3Q5 H COOCH.sub.2 CH.sub.2 Cl G3Q26 H COOCH.sub.2 CH.sub.2 Cl G3Q61 H COOCH.sub.2 CH.sub.2 Cl G3Q158 H COOCH.sub.2 CH.sub.2 Cl G3Q189 H COOCH.sub.2 CH.sub.2 Cl G3Q5 H COOCH.sub.2 CHCH.sub.2 G3Q26 H COOCH.sub.2 CHCH.sub.2 G3Q61 H COOCH.sub.2 CHCH.sub.2 G3Q158 H COOCH.sub.2 CHCH.sub.2 G3Q5 H COOCH.sub.2 CCH G3Q26 H COOCH.sub.2 CCH G3Q61 H COOCH.sub.2 CCH G3Q158 H COOCH.sub.2 CCH G3Q1 H COOPri G3Q2 H COOCH.sub.2 CH.sub.2 Cl G3Q4 H COOCH.sub.2 CHCH.sub.2 G3Q7 H COOCH.sub.2 CCH G3Q9 H COOPri G3Q10 H COOCH.sub.2 CH.sub.2 Cl G3Q19 H COOPri G3Q23 H COOCH.sub.2 CHCH.sub.2 G3Q32 H COOCH.sub.2 CCH G3Q41 H COOPri G3Q45 H COOCH.sub.2 CH.sub.2 Cl G3Q50 H COOCH.sub.2 CCH G3Q69 H COOPri G3Q79 H COOCH.sub.2 CH.sub.2 Cl G3Q83 H COOCH.sub.2 CCH G3Q96 H COOPri G3Q124 H COOCH.sub.2 CH.sub.2 Cl G3Q131 H COOCH.sub.2 CHCH.sub.2 G3Q132 H COOCH.sub.2 CCH G3Q135 H COOPri G3Q138 H COOPri G3Q142 H COOCH.sub.2 CHCH.sub.2 G3Q157 H COOPri G3Q159 H COOCH.sub.2 CH.sub.2 Cl G3Q177 H COOCH.sub.2 CHCH.sub.2 G3Q180 H COOCH.sub.2 CCH G3Q184 H COOPri G3Q5 H COOH G3Q26 H COOH G3Q61 H COOH G3Q158 H COOH G3Q5 H CONHMe G3Q26 H CONHMe G3Q61 H CONHMe G3Q158 H CONHMe G3Q5 H CONMe.sub.2 G3Q26 H CONMe.sub.2 G3Q61 H CONMe.sub.2 G3Q158 H CONMe.sub.2 G3Q5 H COMe G3Q26 H COMe G3Q61 H COMe G3Q188 H COMe GbQ189 H COMe GbQ158 H COMe G3Q5 H COEt G3Q26 H COEt G3Q61 H COEt G3Q158 H COEt G3Q188 H COEt GbQ189 H COEt GbQ5 H COPri G3Q26 H COPri G3Q61 H COPri G3Q158 H COPri G3Q5 H COPh G3Q26 H COPh G3Q61 H COPh G3Q158 H COPh G3Q1 H COMe G3Q2 H COEt G3Q4 H COMe G3Q7 H COMe G3Q9 H COEt G3Q10 H COPri G3Q19 H COPh G3Q23 H COMe G3Q32 H COMe G3Q41 H COPri G3Q45 H COPh G3Q50 H COMe G3Q69 H COEt G3Q79 H COPri G3Q83 H COPh G3Q96 H COMe G3Q124 H COEt G3Q131 H COMe G3Q132 H COMe G3Q135 H COEt G3Q138 H COPri G3Q142 H COPh G3Q157 H COMe G3Q159 H COEt G3Q177 H COMe G3Q180 H COMe G3Q184 H COPri G3Q4 H CN G3Q5 H CN G3Q7 H CN G3Q9 H CN G3Q23 H CN G3Q26 H CN G3Q32 H CN G3Q61 H CN G3Q96 H CN G3Q142 H CN G3Q158 H CN G3Q5 H H G3Q26 H H G3Q61 H H G3Q158 H H G3Q5 H Me G3Q26 H Me G3Q61 H Me G3Q158 H Me G3Q5 H Et G3Q26 H Et G3Q61 H Et G3Q158 H Et G3Q5 H Pri G3Q26 H Pri G3Q61 H Pri G3Q158 H Pri G3Q5 H CHCH.sub.2 G3Q26 H CHCH.sub.2 G3Q61 H CHCHMe G3Q158 H CHCHMe G3Q5 H CH.sub.2 CHCH.sub.2 G3Q26 H CH.sub.2 CHCH.sub.2 G3Q61 H CH.sub.2 CHCH.sub.2 G3Q158 H CH.sub.2 CHCH.sub.2 G3Q1 H H G3Q2 H Me G3Q4 H Me G3Q7 H Me G3Q9 H Et G3Q10 H Pri G3Q19 H Me G3Q23 H CH.sub.2 CHCH.sub.2 G3Q32 H H G3Q41 H Me G3Q45 H Me G3Q50 H Et G3Q69 H Pri G3Q79 H Me G3Q83 H Et G3Q96 H Me G3Q124 H Et G3Q131 H Me G3Q132 H CH.sub.2 CHCH.sub.2 G3Q135 H Et G3Q138 H Pri G3Q142 H H G3Q157 H Me G3Q159 H Me G3Q177 H H G3Q180 H Me G3Q184 H Me G3Q5 H CH.sub.2 Cl G3Q26 H CH.sub.2 Cl G3Q61 H CH.sub.2 Cl G3Q158 H CH.sub.2 Cl G3Q5 H CH.sub.2 CH.sub.2 Cl G3Q26 H CH.sub.2 CH.sub.2 Cl G3Q61 H CH.sub.2 CH.sub. 2 Cl G3Q158 H CH.sub.2 CH.sub.2 Cl G3Q5 H CF.sub.3 G3Q26 H CF.sub.3 G3Q61 H CF.sub.3 G3Q158 H CF.sub.3 G3Q5 H CFCFCl G3Q26 H CFCFCl G3Q61 H CH.sub.2 Ph G3Q158 H CH.sub.2 Ph G3Q5 H Ph G3Q26 H Ph G3Q61 H Ph G3Q158 H Ph G3Q5 H Ph2-Cl G3Q26 H Ph2-Me G3Q61 H Ph2-Cl G3Q158 H Ph2-Me G3Q1 H Ph G3Q2 H CH.sub.2 Cl G3Q4 H CH.sub.2 CH.sub.2 Cl G3Q7 H Ph G3Q9 H CF.sub.3 G3Q10 H CF.sub.3 G3Q19 H CFCFCl G3Q23 H CH.sub.2 CH.sub.2 Cl G3Q32 H Ph G3Q41 H Ph2-Cl G3Q45 H Ph2-Me G3Q50 H CH.sub.2 CH.sub.2 Cl G3Q69 H Ph G3Q79 H CF.sub.3 G3Q83 H CF.sub.3 G3Q96 H Ph G3Q124 H Ph2-Cl G3Q131 H Ph2-Me G3Q132 H CH.sub.2 CH.sub.2 Cl G3Q135 H Ph G3Q138 H CF.sub.3 G3Q142 H CF.sub.3 G3Q157 H CFCFCl G3Q159 H CH.sub.2 Cl G3Q177 H CH.sub.2 CH.sub.2 Cl G3Q180 H Ph G3Q184 H Ph2-Cl G3Q5 H Cl G3Q26 H Cl G3Q61 H Cl G3Q158 H Cl G3Q5 H Br G3Q26 H Br G3Q61 H Br G3Q158 H Br G3Q5 H F G3Q26 H F G3Q61 H I G3Q158 H I G3Q1 H Cl G3Q2 H Cl G3Q4 H Cl G3Q7 H Br G3Q9 H F G3Q10 H I G3Q19 H Cl G3Q23 H Cl G3Q32 H Cl G3Q41 H Br G3Q45 H Br G3Q50 H F G3Q69 H Cl G3Q79 H F G3Q83 H Cl G3Q96 H Cl G3Q124 H Cl G3Q131 H Br G3Q132 H Br G3Q135 H F G3Q138 H Br G3Q142 H Cl G3Q157 H Cl G3Q159 H Cl G3Q177 H Br G3Q180 H Br G3Q184 H Cl G3Q4 H NO.sub.2 G3Q5 H NO.sub.2 G3Q7 H NO.sub.2 G3Q9 H NO.sub.2 G3Q23 H NO.sub.2 G3Q26 H NO.sub.2 G3Q32 H NO.sub.2 G3Q61 H NO.sub.2 G3Q96 H NO.sub.2 G3Q142 H NO.sub.2 G3Q158 H NO.sub.2 G3Q5 H NH.sub.2 G3Q26 H NH.sub.2 G3Q61 H NH.sub.2 G3Q158 H NH.sub.2 G3Q5 H NHMe G3Q26 H NHMe G3Q61 H NHMe G3Q158 H NHMe G3Q5 H NMe.sub.2 G3Q26 H NMe.sub.2 G3Q61 H NMe.sub.2 G3Q158 H NMe.sub.2 G3Q5 H NMeEt G3Q26 H NMeEt G3Q61 H NMeEt G3Q158 H NMeEt G3Q5 H NHSO.sub.2 Me G3Q26 H NHSO.sub.2 Me G3Q61 H NHSO.sub.2 Me G3Q158 H NHSO.sub.2 Me G3Q1 H NH.sub.2 G3Q2 H NH.sub.2 G3Q4 H NH.sub.2 G3Q7 H NHMe G3Q9 H NHMe G3Q10 H NMe.sub.2 G3Q19 H NMeEt G3Q23 H NMe.sub.2 G3Q32 H NMeEt G3Q41 H NH.sub.2 G3Q45 H NH.sub.2 G3Q50 H NHMe G3Q69 H NHMe G3Q79 H NMe.sub.2 G3Q83 H NMeEt G3Q96 H NHSO.sub.2 Me G3Q124 H NMe.sub.2 G3Q131 H NMeEt G3Q132 H NH.sub.2 G3Q135 H NH.sub.2 G3Q138 H NHMe G3Q142 H NHMe G3Q157 H NHSO.sub.2 Me G3Q159 H NMe.sub.2 G3Q177 H NMeEt G3Q180 H NH.sub.2 G3Q184 H NH.sub.2 G3Q4 H NHCOMe G3Q5 H NHCOMe G3Q7 H NHCOMe G3Q9 H NHCOMe G3Q23 H NHCOMe G3Q26 H NHCOMe G3Q32 H NHCOMe G3Q61 H NHCOMe G3Q96 H NHCOMe G3Q142 H NHCOMe G3Q158 H NHCOMe G3Q5 H NHCOEt G3Q26 H NHCOEt G3Q61 H NHCOEt G3Q158 H NHCOEt G3Q5 H OMe G3Q26 H OMe G3Q61 H OMe G3Q158 H OMe G3Q5 H OEt G3Q26 H OEt G3Q61 H OEt G3Q158 H OEt G3Q5 H CH.sub.2 OMe G3Q26 H CH.sub.2 OMe G3Q61 H CH.sub.2 OMe G3Q158 H CH.sub.2 OMe G3Q5 H SMe G3Q26 H SMe G3Q61 H SMe G3Q158 H SMe G3Q5 H SO.sub.2 OMe G3Q26 H SO.sub.2 OMe G3Q61 H SO.sub.2 OMe G3Q158 H SO.sub.2 OMe G3Q1 H OMe G3Q2 H OMe G3Q4 H OEt G3Q7 H SO.sub.2 OMe G3Q9 H CH.sub.2 OMe G3Q10 H SMe G3Q19 H SO.sub.2 OMe G3Q23 H OMe G3Q32 H OEt G3Q41 H SO.sub.2 OMe G3Q45 H CH.sub.2 OMe G3Q50 H SMe G3Q69 H SO.sub.2 OMe G3Q79 H OMe G3Q83 H OEt G3Q96 H CH.sub.2 OMe G3Q124 H SMe G3Q131 H OMe G3Q132 H OEt G3Q135 H CH.sub.2 OMe G3Q138 H SMe G3Q142 H SO.sub.2 OMe G3Q157 H OMe G3Q159 H OEt G3Q177 H SO.sub.2 OMe G3Q180 H OMe G3Q184 H OEt G3Q4 H SO.sub.2 Me G3Q5 H SO.sub.2 Me G3Q7 H SO.sub.2 Me G3Q9 H SO.sub.2 Me G3Q23 H SO.sub.2 Me G3Q26 H SO.sub.2 Me G3Q32 H SO.sub.2 Me G3Q61 H SO.sub.2 Me G3Q96 H SO.sub.2 Me G3Q142 H SO.sub.2 Me G3Q158 H SO.sub.2 Me G3Q188 H SO.sub.2 Me GbQ189 H SO.sub.2 Me GbQ5 H SO.sub.2 Ph G3Q26 H SO.sub.2 Ph G3Q61 H SO.sub.2 Ph G3Q158 H SO.sub.2 Ph G3Q5 H SO.sub.2 NH.sub.2 G3Q26 H SO.sub.2 NH.sub.2 G3Q61 H SO.sub.2 NH.sub.2 G3Q158 H SO.sub.2 NH.sub.2 G3Q5 H SO.sub.2 NHMe G3Q26 H SO.sub.2 NHMe G3Q61 H SO.sub.2 NHMe G3Q158 H SO.sub.2 NHMe G3Q5 H SO.sub.2 NMe.sub.2 G3Q26 H SO.sub.2 NMe.sub.2 G3Q61 H SO.sub.2 NMe.sub.2 G3Q158 H SO.sub.2 NMe.sub.2 G3Q188 H SO.sub.2 NMe.sub.2 GbQ189 H SO.sub.2 NMe.sub.2 GbQ1 H SO.sub.2 Me G3Q2 H SO.sub.2 Me G3Q4 H SO.sub.2 Ph G3Q7 H SO.sub.2 NH.sub.2 G3Q9 H SO.sub.2 NH.sub.2 G3Q10 H SO.sub.2 Ph G3Q19 H SO.sub.2 Me G3Q23 H SO.sub.2 Ph G3Q32 H SO.sub. 2 NHMe G3Q41 H SO.sub.2 NMe.sub.2 G3Q45 H SO.sub.2 Me G3Q50 H SO.sub.2 NH.sub.2 G3Q69 H SO.sub.2 Me G3Q79 H SO.sub.2 Ph G3Q83 H SO.sub.2 Me G3Q96 H SO.sub.2 NMe.sub.2 G3Q124 H SO.sub.2 NH.sub.2 G3Q131 H SO.sub.2 Me G3Q132 H SO.sub.2 Me G3Q135 H SO.sub.2 NHMe G3Q138 H SO.sub.2 NMe.sub.2 G3Q142 H SO.sub.2 NH.sub.2 G3Q157 H SO.sub.2 Me G3Q159 H SO.sub.2 Me G3Q177 H SO.sub.2 NHMe G3Q180 H SO.sub.2 NHMe.sub.2 G3Q184 H SO.sub.2 Me G3Q1 Me COOMe G3Q2 Me COOMe G3Q4 Me COOMe G3Q5 Me COOMe G3Q7 Me COOMe G3Q9 Me COOMe G3Q10 Me COOMe G3Q19 Me COOMe G3Q23 Me COOMe G3Q26 Me COOMe G3Q32 Me COOMe G3Q41 Me COOMe G3Q45 Me COOMe G3Q50 Me COOMe G3Q61 Me COOMe G3Q69 Me COOMe G3Q79 Me COOMe G3Q83 Me COOMe G3Q96 Me COOMe G3Q124 Me COOMe G3Q131 Me COOMe G3Q132 Me COOMe G3Q135 Me COOMe G3Q138 Me COOMe G3Q142 Me COOMe G3Q157 Me COOMe G3Q158 Me COOMe G3Q159 Me COOMe G3Q177 Me COOMe G3Q180 Me COOMe G3Q184 Me COOMe G3Q1 Me COOEt G3Q2 Me COOEt G3Q4 Me COOEt G3Q5 Me COOEt G3Q7 Me COOEt G3Q9 Me COOEt G3Q10 Me COOEt G3Q19 Me COOEt G3Q23 Me COOEt G3Q26 Me COOEt G3Q32 Me COOEt G3Q41 Me COOEt G3Q45 Me COOEt G3Q50 Me COOEt G3Q61 H COOEt G3Q69 Me COOEt G3Q79 Me COOEt G3Q83 Me COOEt G3Q96 Me COOEt G3Q124 Me COOEt G3Q131 Me COOEt G3Q132 Me COOEt G3Q135 Me COOEt G3Q138 Me COOEt G3Q142 Me COOEt G3Q157 Me COOEt G3Q158 Me COOEt G3Q159 Me COOEt G3Q177 Me COOEt G3Q180 Me COOEt G3Q184 Me COOEt G3Q158 Me COOEt G3Q5 Me COOPri G3Q26 Me COOPri G3Q61 Me COOPri G3Q158 Me COOPri G3Q5 Me COOCH.sub.2 CH.sub.2 Cl G3Q26 Me COOCH.sub.2 CH.sub.2 Cl G3Q61 Me COOCH.sub.2 CH.sub.2 Cl G3Q158 Me COOCH.sub.2 CH.sub.2 Cl G3Q5 Me COOCH.sub.2 CHCH.sub.2 G3Q26 Me COOCH.sub.2 CHCH.sub.2 G3Q61 Me COOCH.sub.2 CHCH.sub.2 G3Q158 Me COOCH.sub.2 CHCH.sub.2 G3Q5 Me COOCH.sub.2 CCH G3Q26 Me COOCH.sub.2 CCH G3Q61 Me COOCH.sub.2 CCH G3Q158 Me COOCH.sub.2 CCH G3Q5 Me CONHMe G3Q26 Me CONHMe G3Q61 Me CONHMe G3Q158 Me CONHMe G3Q5 Me CONMe.sub.2 G3Q26 Me CONMe.sub.2 G3Q61 Me CONMe.sub.2 G3Q158 Me CONMe.sub.2 G3Q1 Me COOPri G3Q2 Me COOPri G3Q4 Me COOCH.sub.2 CH.sub.2 Cl G3Q7 Me COOCH.sub.2 CHCH.sub.2 G3Q9 Me COOCH.sub.2 CCH G3Q10 Me COOCH.sub.2 CH.sub.2 Cl G3Q19 Me COOPri G3Q23 Me COOCH.sub.2 CH.sub.2 Cl G3Q32 Me CONMe.sub.2 G3Q41 Me COOPri G3Q45 Me CONHMe G3Q50 Me CONMe.sub.2 G3Q69 Me COOCH.sub.2 CH.sub.2 Cl G3Q79 Me COOCH.sub.2 CHCH.sub.2 G3Q83 Me COOPri G3Q96 Me COOCH.sub.2 CH.sub.2 Cl G3Q124 Me COOPri G3Q131 Me COOCH.sub.2 CH.sub.2 Cl G3Q132 Me CONHMe G3Q135 Me CONMe.sub.2 G3Q138 Me COOCH.sub.2 CCH G3Q142 Me COOPri G3Q157 Me COOPri G3Q159 Me COOCH.sub.2 CHCH.sub.2 G3Q177 Me COOCH.sub.2 CCH G3Q180 Me COOPri G3Q184 Me COOCH.sub.2 CH.sub.2 Cl G3Q5 Me COMe G3Q26 Me COMe G3Q61 Me COMe G3Q158 Me COMe G3Q5 Me COEt G3Q26 Me COEt G3Q61 Me COEt G3Q158 Me COEt G3Q5 Me COPri G3Q26 Me COPri G3Q61 Me COPri G3Q158 Me COPr i G3Q5 Me CN G3Q26 Me CN G3Q61 Me CN G3Q158 Me CN G3Q5 Me H G3Q26 Me H G3Q61 Me H G3Q158 Me H G3Q5 Me Me G3Q26 Me Me G3Q61 Me Me G3Q158 Me Me G3Q5 Me Et G3Q26 Me Et G3Q61 Me Et G3Q158 Me Et G3Q5 Me Pri G3Q26 Me Pri G3Q61 Me CHCH.sub.2 G3Q158 Me CHCH.sub.2 G3Q5 Me CHCHMe G3Q26 Me CH.sub.2 CHCH.sub.2 G3Q61 Me CHCHMe G3Q158 Me CH.sub.2 CHCH.sub.2 G3Q1 Me COMe G3Q2 Me COEt G3Q4 Me CHCHMe G3Q7 Me CH.sub.2 CHCH.sub.2 G3Q9 Me CN G3Q10 Me H G3Q19 Me Me G3Q23 Me COMe G3Q32 Me COEt G3Q41 Me H G3Q45 Me Me G3Q50 Me COPri G3Q69 Me CN G3Q79 Me Et G3Q83 Me Pri G3Q96 Me COMe G3Q124 Me COEt G3Q131 Me CH.sub.2 CHCH.sub.2 G3Q132 Me Me G3Q135 Me COPr-i G3Q138 Me CN G3Q142 Me Et G3Q157 Me CH.sub.2 CHCH.sub.2 G3Q159 Me COMe G3Q177 Me COEt G3Q180 Me CHCHMe G3Q184 Me COMe G3Q5 Me CH.sub.2 Cl G3Q26 Me CH.sub.2 Cl G3Q5 Me CH.sub.2 CH.sub.2 Cl G3Q26 Me CH.sub.2 CH.sub.2 Cl G3Q61 Me CH.sub.2 CH.sub.2 Cl G3Q158 Me CH.sub.2 CH.sub.2 Cl G3Q5 Me CF.sub.3 G3Q26 Me CF.sub.3 G3Q61 Me CF.sub.3 G3Q158 Me CF.sub.3 G3Q5 Me CFCFCl G3Q26 Me CFCFCl G3Q61 Me CH.sub.2 Ph G3Q158 Me CH.sub.2 Ph G3Q5 Me Ph G3Q26 Me Ph G3Q61 Me Ph G3Q158 Me Ph G3Q5 Me Ph2-Cl G3Q26 Me Ph2-Cl G3Q61 Me Ph2-Me G3Q158 Me Ph2-Me G3Q5 Me Cl G3Q26 Me Cl G3Q61 Me Cl G3Q158 Me Cl G3Q5 Me Br G3Q26 Me Br G3Q61 Me Br G3Q158 Me Br G3Q5 Me F G3Q26 Me F G3Q61 Me I G3Q158 Me I G3Q1 Me Ph G3Q2 Me Cl G3Q4 Me CH.sub.2 CH.sub.2 Cl G3Q7 Me Ph G3Q9 Me Ph G3Q10 Me Cl G3Q19 Me Cl G3Q23 Me Br G3Q32 Me CH.sub.2 Cl G3Q41 Me CH.sub.2 CH.sub.2 Cl G3Q45 Me CF.sub.3 G3Q50 Me Cl G3Q69 Me Cl G3Q79 Me Br G3Q83 Me Ph G3Q96 Me CF.sub.3 G3Q124 Me CF.sub.3 G3Q131 Me CH.sub.2 CH.sub.2 Cl G3Q132 Me Ph G3Q135 Me Br G3Q138 Me Ph G3Q142 Me Ph G3Q157 Me Cl G3Q159 Me Br G3Q177 Me CF.sub.3 G3Q180 Me CH.sub.2 CH.sub.2 Cl G3Q184 Me Ph G3Q5 Me NO.sub.2 G3Q26 Me NO.sub.2 G3Q61 Me NO.sub.2 G3Q158 Me NO.sub.2 G3Q5 Me NH.sub.2 G3Q26 Me NH.sub.2 G3Q61 Me NH.sub.2 G3Q158 Me NH.sub.2 G3Q5 Me NHMe G3Q26 Me NHMe G3Q61 Me NHMe G3Q158 Me NHMe G3Q5 Me NMe.sub.2 G3Q26 Me NMe.sub.2 G3Q61 Me NMe.sub.2 G3Q158 Me NMe.sub.2 G3Q5 Me NMeEt G3Q26 Me NMeEt G3Q5 Me NHCOMe G3Q26 Me NHCOMe G3Q61 Me NHCOMe G3Q158 Me NHCOMe G3Q5 Me NHCOEt G3Q26 Me NHCOEt G3Q61 Me NHSO.sub.2 Me G3Q158 Me NHSO.sub.2 Me G3Q5 Me OMe G3Q26 Me OMe G3Q61 Me OMe G3Q158 Me OMe G3Q5 Me OEt G3Q26 Me OEt G3Q61 Me CH.sub.2 OMe G3Q158 Me CH.sub.2 OMe G3Q1 Me NO.sub.2 G3Q2 Me NHCOMe G3Q4 Me NHCOEt G3Q7 Me NHMe G3Q9 Me NO.sub.2 G3Q10 Me NH.sub.2 G3Q19 Me NHCOMe G3Q23 Me OMe G3Q32 Me NHCOMe G3Q41 Me NHCOEt G3Q45 Me CH.sub.2 OMe G3Q50 Me OMe G3Q69 Me OEt G3Q79 Me NO.sub.2 G3Q83 Me NH.sub.2 G3Q96 Me NMe.sub.2 G3Q124 Me NMeEt G3Q131 Me NHCOMe G3Q132 Me NHCOEt G3Q135 Me NO.sub.2 G3Q138 Me OMe G3Q142 Me OEt G3Q157 Me NO.sub.2 G3Q159 Me NH.sub.2 G3Q177 Me OMe G3Q180 Me NHCOMe G3Q184 Me NO.sub.2 G3Q26 Me SMe G3Q61 Me SMe G3Q5 Me SO.sub.2 Me G3Q26 Me SO.sub.2 Me G3Q61 Me SO.sub.2 Me G3Q158 Me SO.sub.2 Me G3Q5 Me SO.sub.2 Ph G3Q26 Me SO.sub.2 Ph G3Q61 Me SO.sub.2 Ph G3Q158 Me SO.sub.2 Ph G3Q5 Me SO.sub.2 OMe G3Q26 Me SO.sub.2 OMe G3Q61 Me SO.sub.2 NH.sub.2 G3Q158 Me SO.sub.2 NH.sub.2 G3Q5 Me SO.sub.2 NMe G3Q26 Me SO.sub.2 NMe G3Q61 Me SO.sub.2 NMe G3Q158 Me SO.sub.2 NMe G3Q5 Me SO.sub.2 NHMe.sub.2 G3Q26 Me SO.sub.2 NHMe.sub.2 G3Q61 Me SO.sub.2 NHMe.sub.2 G3Q158 Me SO.sub.2 NHMe.sub.2 G3Q1 Me SO.sub.2 Ph G3Q2 Me SO.sub.2 OMe G3Q4 Me SO.sub.2 NHMe G3Q7 Me SO.sub.2 NMe.sub.2 G3Q9 Me SO.sub.2 Me G3Q10 Me SO.sub.2 Me G3Q19 Me SMe G3Q23 Me SO.sub.2 Me G3Q32 Me SO.sub.2 OMe G3Q41 Me SO.sub.2 NMe.sub.2 G3Q45 Me SO.sub.2 NHMe G3Q50 Me SO.sub.2 NMe.sub.2 G3Q69 Me SO.sub.2 Me G3Q79 Me SO.sub.2 Me G3Q83 Me SO.sub.2 Ph G3Q96 Me SO.sub.2 OMe G3Q124 Me SO.sub.2 NMe.sub.2 G3Q131 Me SO.sub.2 NHMe G3Q132 Me SO.sub.2 NMe.sub.2 G3Q135 Me SO.sub.2 Ph G3Q138 Me SO.sub.2 Ph G3Q142 Me SO.sub.2 Me G3Q157 Me SO.sub.2 Me G3Q159 Me SO.sub.2 NHMe G3Q177 Me SO.sub.2 NMe.sub.2 G3Q180 Me SO.sub.2 NMe.sub.2 G3Q184 Me SO.sub.2 Me.sub.2 G3Q5 Et COOMe G3Q26 Et COOMe G3Q61 Et COOMe G3Q142 Et COOMe G3Q158 Et COOMe G3Q159 Et COOMe G3Q4 Et COOEt G3Q5 Et COOEt G3Q9 Et COOEt G3Q26 Et COOEt G3Q32 Et COOEt G3Q61 Et COOEt G3Q69 Et COOEt G3Q96 Et COOEt G3Q158 Et COOEt G3Q61 Et COOPri G3Q158 Et COOPri G3Q5 Et COOCH.sub.2 CH.sub.2 Cl G3Q26 Et COOCH.sub.2 CH.sub.2 Cl G3Q5 Et COOCH.sub.2 CHCH.sub.2 G3Q158 Et COOCH.sub.2 CHCH.sub.2 G3Q5 Et COOCH.sub.2 CCH G3Q26 Et COOCH.sub.2 CCH G3Q5 Et CONHMe G3Q26 Et CONMe.sub.2 G3Q1 Et COOPri G3Q4 Et COOCH.sub.2 CH.sub.2 Cl G3Q69 Et COOCH.sub.2 CH.sub.2 Cl G3Q79 Et COOCH.sub.2 CHCH.sub.2 G3Q83 Et COOPri G3Q96 Et COOCH.sub.2 CH.sub.2 Cl G3Q131 Et COOCH.sub.2 CH.sub.2 Cl G3Q157 Et COOPri G3Q159 Et COOCH.sub.2 CHCH.sub.2 G3Q184 Et COOCH.sub.2 CH.sub.2 Cl G3Q5 Et COMe G3Q26 Et COMe G3Q158 Et COEt G3Q5 Et COPri G3Q26 Et CN G3Q61 Et H G3Q26 Et Me G3Q158 Et Et G3Q5 Et Pri G3Q1 Et COMe G3Q2 Et COEt G3Q9 Et CN G3Q23 Et COMe G3Q96 Et COMe G3Q124 Et COEt G3Q135 Et COPri G3Q138 Et CN G3Q5 Et CH.sub.2 CH.sub.2 Cl G3Q26 Et CH.sub.2 CH.sub.2 Cl G3Q158 Et CF.sub.3 G3Q5 Et Ph G3Q26 Et Ph G3Q158 Et Ph2-Me G3Q26 Et Cl G3Q61 Et Cl G3Q5 Et Br G3Q1 Et Ph G3Q2 Et Cl G3Q9 Et Ph G3Q5 Et NO.sub.2 G3Q5 Et NH.sub.2 G3Q5 Et NHMe G3Q26 Et NMe.sub.2 G3Q61 Et NHCOMe G3Q158 Et NHSO.sub.2 Me G3Q2 Et NHCOMe G3Q23 Et OMe G3Q32 Et NHCOMe G3Q96 Et NMe.sub.2 G3Q26 Et SO.sub.2 Me G3Q61 Et SO.sub.2 Me G3Q5 Et SO.sub.2 Ph G3Q26 Et SO.sub.2 OMe G3Q61 Et SO.sub.2 NH.sub.2 G3Q5 Et SO.sub.2 NHMe G3Q26 Et SO.sub.2 NMe.sub.2 G3Q4 Et SO.sub.2 NHMe G3Q7 Et SO.sub.2 NMe.sub.2 G3Q9 Et SO.sub.2 Me G3Q142 Et SO.sub.2 Me G3Q159 Et SO.sub.2 NMe.sub.2 G3Q5 Cl COOMe G3Q26 Cl COOMe G3Q61 Cl COOMe G3Q5 Cl COOEt G3Q26 Cl COOEt G3Q61 Cl COOEt G3Q96 Cl COOEt G3Q158 Cl COOEt G3Q61 Cl COOPri G3Q5 Cl COMe G3Q158 Cl COEt G3Q5 Cl COPri G3Q26 Cl CN G3Q61 Cl H G3Q26 Cl Me G3Q158 Cl Et G3Q5 Cl Pri G3Q1 Cl COMe G3Q26 Cl CH.sub.2 CH.sub.2 Cl G3Q158 Cl CF.sub.3 G3Q5 Cl Ph G3Q26 Cl Cl G3Q5 Cl Br G3Q2 Cl Cl G3Q9 Cl Ph G3Q5 Cl NO.sub.2 G3Q5 Cl NH.sub.2 G3Q5 Cl NHMe G3Q26 Cl NMe.sub.2 G3Q61 Cl NHCOMe G3Q158 Cl NHSO.sub.2 Me G3Q2 Cl NHCOMe G3Q26 Cl SO.sub.2 Me G3Q61 Cl SO.sub.2 Me G3Q5 Cl SO.sub.2 Ph G3Q61 Cl SO.sub.2 NH.sub.2 G3Q5 Cl SO.sub.2 NHMe G3Q26 Cl SO.sub.2 NMe.sub.2 G3Q5 Br COOMe G3Q26 Br COOMe G3Q61 Br COOMe G3Q5 Br COOEt G3Q26 Br COOEt G3Q61 Br COOEt G3Q61 Br COOPri G3Q5 Br COMe G3Q158 Br COEt G3Q26 Br CN G3Q26 Br Me G3Q158 Br Et G3Q26 Br CH.sub.2 CH.sub.2 Cl G3Q158 Br CF.sub.3 G3Q5 Br Ph G3Q26 Br Cl G3Q5 Br Br G3Q5 Br NO.sub.2 G3Q5 Br NH.sub.2 G3Q26 Br NMe.sub.2 G3Q61 Br NHCOMe G3Q61 Br SO.sub.2 Me G3Q5 Br SO.sub.2 Ph G3Q61 Br SO.sub.2 NH.sub.2 G3Q26 Br SO.sub.2 NMe.sub.2 G3Q5 SMe COOMe G3Q26 SMe COOMe G3Q61 SMe COOMe G3Q5 SMe COOEt G3Q26 SMe COOEt G3Q61 SMe COOEt G3Q61 SMe COOPri G3Q5 SMe COMe G3Q158 SMe COEt G3Q26 SMe CN G3Q26 SMe Me G3Q158 SMe Et G3Q26 SMe CH.sub.2 CH.sub.2 Cl G3Q158 SMe CF.sub.3 G3Q5 SMe Ph G3Q26 SMe Cl G3Q5 SMe Br G3Q5 SMe NO.sub.2 G3Q5 SMe NH.sub.2 G3Q26 SMe NMe.sub.2 G3Q61 SMe NHCOMe G3Q61 SMe SO.sub.2 Me G3Q5 SMe SO.sub.2 Ph G3Q61 SMe SO.sub.2 NH.sub.2 G3Q26 SMe SO.sub.2 NMe.sub.2 G3Q5 SO.sub. 2 Me COOMe G3Q26 SO.sub.2 Me COOMe G3Q61 SO.sub.2 Me COOMe G3Q5 SO.sub.2 Me COOEt G3Q26 SO.sub.2 Me COOEt G3Q61 SO.sub.2 Me COOEt G3Q96 SO.sub.2 Me COOEt G3Q158 SO.sub.2 Me COOEt G3Q61 SO.sub.2 Me COOPri G3Q5 SO.sub.2 Me COMe G3Q158 SO.sub.2 Me COEt G3Q5 SO.sub.2 Me COPri G3Q26 SO.sub.2 Me CN G3Q61 SO.sub.2 Me H G3Q26 SO.sub.2 Me Me G3Q158 SO.sub.2 Me Et G3Q5 SO.sub.2 Me Pri G3Q1 SO.sub.2 Me COMe G3Q26 SO.sub.2 Me CH.sub.2 CH.sub.2 Cl G3Q158 SO.sub.2 Me CF.sub.3 G3Q5 SO.sub.2 Me Ph G3Q26 SO.sub.2 Me Cl G3Q5 SO.sub.2 Me Br G3Q2 SO.sub.2 Me Cl G3Q9 SO.sub.2 Me Ph G3Q5 SO.sub.2 Me NO.sub.2 G3Q5 SO.sub.2 Me NH.sub.2 G3Q5 SO.sub.2 Me NHMe G3Q26 SO.sub.2 Me NMe.sub.2 G3Q61 SO.sub.2 Me NHCOMe G3Q158 SO.sub.2 Me NHSO.sub.2 Me G3Q2 SO.sub.2 Me NHCOMe G3Q26 SO.sub.2 Me SO.sub.2 Me G3Q61 SO.sub.2 Me SO.sub.2 Me G3Q5 SO.sub.2 Me SO.sub.2 Ph G3Q61 SO.sub.2 Me SO.sub.2 NH.sub.2 G3Q5 SO.sub.2 Me SO.sub.2 NHMe G3Q26 SO.sub.2 Me SO.sub.2 NMe.sub.2 G3Q5 Ph COOMe G3Q26 Ph COOMe G3Q61 Ph COOMe G3Q5 Ph COOEt G3Q26 Ph COOEt G3Q61 Ph COOEt G3Q61 Ph COOPri G3Q5 Ph COMe G3Q158 Ph COEt G3Q26 Ph CN G3Q26 Ph Me G3Q158 Ph Et G3Q26 Ph CH.sub.2 CH.sub.2 Cl G3Q158 Ph CF.sub.3 G3Q5 Ph Ph G3Q26 Ph Cl G3Q5 Ph Br G3Q5 Ph NO.sub.2 G3Q5 Ph NH.sub.2 G3Q26 Ph NMe.sub.2 G3Q61 Ph NHCOMe G3Q61 Ph SO.sub.2 Me G3Q5 Ph SO.sub.2 Ph G3Q61 Ph SO.sub.2 NH.sub.2 G3Q26 Ph SO.sub.2 NMe.sub.2 G3Q201 H COOMe GaCH.sub.2 - Q201 H COOMe GbCHMe - Q201 H COOMe GbQ202 H COOMe GbCH.sub.2 - Q202 H COOMe GbQ203 H COOMe GbQ204 H COOMe GbQ205 H COOMe GbCH.sub.2 - Q205 H COOMe GcQ206 H COOMe G.sub.3Q207 H COOMe GcQ208 H COOMe G.sub.3Q209 H COOMe GcCH.sub.2 - Q209 H COOMe GcQ210 H COOMe GcCH.sub.2 - Q210 H COOMe G.sub.3Q211 H COOMe G.sub.3Q212 H COOMe GcQ213 H COOMe GcQ214 H COOMe GcQ215 H COOMe G.sub.1Q216 H COOMe GcQ217 H COOMe GcQ218 H COOMe G.sub.3Q219 H COOMe GcQ220 H COOMe GcQ221 H COOMe G.sub.2Q222 H COOMe GbCH.sub.2 - Q222 H COOMe GcQ223 H COOMe GcQ224 H COOMe G.sub.3Q225 H COOMe GbCH.sub.2 - Q225 H COOMe GcQ226 H COOMe G.sub.3Q227 H COOMe GcQ228 H COOMe GcQ229 H COOMe GbCH.sub.2 - Q229 H COOMe GcQ230 H COOMe GcQ231 H COOMe GcQ232 H COOMe G.sub.3Q233 H COOMe GcQ234 H COOMe GcQ235 H COOMe GcQ236 H COOMe G.sub.3Q237 H COOMe GcQ238 H COOMe GcQ239 H COOMe G.sub.2Q240 H COOMe GcQ241 H COOMe GcQ242 H COOMe GcQ243 H COOMe G.sub.1Q244 H COOMe GcQ245 H COOMe GcQ246 H COOMe GbCH.sub.2 - Q246 H COOMe GcQ247 H COOMe G.sub.3Q248 H COOMe GcQ249 H COOMe GcQ250 H COOMe GcCH.sub.2 - Q250 H COOMe G.sub.3Q251 H COOMe GcQ252 H COOMe GcQ253 H COOMe GcQ254 H COOMe G.sub.1Q255 H COOMe GcQ256 H COOMe GcQ257 H COOMe G.sub.3Q258 H COOMe GcQ259 H COOMe GcCH.sub.2 - Q259 H COOMe GcQ260 H COOMe GcCH.sub.2 - Q260 H COOMe GcQ261 H COOMe G.sub.1Q262 H COOMe GcQ263 H COOMe GcQ264 H COOMe G.sub.2Q201 H COOEt GaCH.sub.2 - Q201 H COOEt GbCHMe - Q201 H COOEt GbQ202 H COOEt GbCH.sub.2 - Q202 H COOEt GbQ203 H COOEt GbQ204 H COOEt GbQ205 H COOEt GbCH.sub.2 - Q205 H COOEt GcQ206 H COOEt G.sub.3Q207 H COOEt GcQ208 H COOEt G.sub.3Q209 H COOEt GcCH.sub.2 - Q209 H COOEt GcQ210 H COOEt GcCH.sub.2 - 210 H COOEt G.sub.3Q211 H COOEt GcQ212 H COOEt GcQ213 H COOEt GcQ214 H COOEt G.sub.1Q215 H COOEt GcQ216 H COOEt GcQ217 H COOEt G.sub.2Q218 H COOEt GcQ219 H COOEt GcQ220 H COOEt G.sub.3Q221 H COOEt GcQ222 H COOEt GbCH.sub.2 - Q222 H COOEt GcQ223 H COOEt GcQ224 H COOEt GcQ225 H COOEt GbCH.sub.2 - Q225 H COOEt GcQ226 H COOEt G.sub.3Q227 H COOEt GcQ228 H COOEt GcQ229 H COOEt GbCH.sub.2 - Q229 H COOEt GcQ230 H COOEt GcQ231 H COOEt GcQ232 H COOEt G.sub.3Q233 H COOEt GcQ234 H COOEt GcCH.sub.2 - Q234 H COOEt GcQ235 H COOEt GcQ236 H COOEt G.sub.3Q237 H COOEt GcQ238 H COOEt GcQ239 H COOEt GcQ240 H COOEt G.sub.1Q241 H COOEt GcQ242 H COOEt GcQ243 H COOEt GcQ244 H COOEt G.sub.2Q245 H COOEt GcQ246 H COOEt GbCH.sub.2 - Q246 H COOEt GcQ247 H COOEt GcQ248 H COOEt GcQ249 H COOEt G.sub.3Q250 H COOEt GcCH.sub.2 - Q250 H COOEt GcQ251 H COOEt GcQ252 H COOEt G.sub.3Q253 H COOEt GcQ254 H COOEt GcQ255 H COOEt GcQ256 H COOEt GcQ257 H COOEt GcQ258 H COOEt G.sub.1Q259 H COOEt GcCH.sub.2 - Q259 H COOEt GcQ260 H COOEt GcCH.sub.2 - Q260 H COOEt GcQ261 H COOEt G.sub.3Q262 H COOEt GcQ263 H COOEt GcQ264 H COOEt G.sub.3Q201 H COOH GcQ202 H COOH GcQ222 H COOH GcQ225 H COOH G.sub.3Q229 H COOH GcQ246 H COOH G.sub.3Q201 H COOPri GcQ202 H COOPri G.sub.3Q205 H COOPri GcQ209 H COOPri GcQ222 H COOPri GcQ225 H COOPri GcQ229 H COOPri G.sub.3Q246 H COOPri GcQ201 H COOCH.sub.2 CH.sub.2 Cl GcQ202 H COOCH.sub.2 CH.sub.2 Cl G.sub.3Q205 H COOCH.sub.2 CH.sub.2 Cl GcQ209 H COOCH.sub.2 CH.sub.2 Cl GcQ222 H COOCH.sub.2 CH.sub.2 Cl G.sub.3Q225 H COOCH.sub.2 CH.sub.2 Cl GcQ229 H COOCH.sub.2 CH.sub.2 Cl GcQ246 H COOCH.sub.2 CH.sub.2 Cl G.sub.1Q201 H COOCH.sub.2 CHCH.sub.2 GcQ202 H COOCH.sub.2 CHCH.sub.2 GcQ205 H COOCH.sub.2 CHCH.sub.2 G.sub.3Q209 H COOCH.sub.2 CHCH.sub.2 GcQ222 H COOCH.sub.2 CHCH.sub.2 GcQ225 H COOCH.sub.2 CHCH.sub.2 GcQ229 H COOCH.sub.2 CHCH.sub.2 G.sub.3Q246 H COOCH.sub.2 CHCH.sub.2 GcQ201 H COOCH.sub.2 CCH GcQ202 H COOCH.sub.2 CCH G.sub.3Q205 H COOCH.sub.2 CCH GcQ209 H COOCH.sub.2 CCH GcQ222 H COOCH.sub. 2 CCH GcQ225 H COOCH.sub.2 CCH G.sub.3Q229 H COOCH.sub.2 CCH GcQ246 H COOCH.sub.2 CCH G.sub.3Q201 H CONHMe GcQ202 H CONHMe G.sub.3Q205 H CONHMe GcQ209 H CONHMe GcQ222 H CONHMe G.sub.3Q225 H CONHMe GcQ229 H CONHMe GcQ246 H CONHMe G.sub.3Q201 H CONMe.sub.2 GcQ202 H CONMe.sub.2 G.sub.3Q205 H CONMe.sub.2 GcQ209 H CONMe.sub.2 GcQ222 H CONMe.sub.2 GcQ225 H COMe GcQ229 H COMe GcQ230 H COMe G.sub.2Q231 H COMe G.sub.3Q237 H COMe GcQ246 H COMe GcQ247 H COMe G.sub.3Q250 H COMe GcQ259 H COMe GcQ260 H COMe GcQ263 H COMe G.sub.3Q201 H COEt GcQ202 H COEt G.sub.3Q205 H COEt GcQ209 H COEt GcQ222 H COEt GcQ225 H COEt G.sub.3Q229 H COEt GcQ246 H COEt G.sub.3Q201 H COPri GcQ202 H COPri G.sub.3Q205 H COPri GcQ209 H COPri GcQ222 H COPri GcQ225 H COPri G.sub.3Q229 H COPri GcQ246 H COPri GcQ201 H COPh GcQ202 H COPh G.sub.3Q205 H COPh GcQ209 H COPh GcQ222 H COPh G.sub.3Q225 H COPh GcQ229 H COPh GcQ246 H COPh G.sub.3Q201 H CN GcCH.sub.2 - Q201 H CN G.sub.3Q202 H CN GcQ205 H CN GcQ209 H CN GcQ222 H CN GcQ225 H CN GcQ229 H CN GcQ246 H CN G.sub.3Q201 H H GcQ202 H H G.sub.3Q205 H H GcQ207 H H GcQ222 H H GcQ225 H H G.sub.3Q229 H H GcQ230 H H GcQ231 H H G.sub.3Q237 H H GcQ246 H H GcQ247 H H G.sub.3Q250 H H GcQ259 H H G.sub.3Q260 H H GcQ263 H H G.sub.3Q201 H Me GcQ202 H Me G.sub.3Q205 H Me GcQ207 H Me G.sub.3Q222 H Me GcQ225 H Me GcQ229 H Me GcQ230 H Me G.sub.3Q231 H Me GcQ237 H Me GcQ246 H Me GcQ247 H Me G.sub.3Q250 H Me GcQ259 H Me GcQ260 H Me GcQ263 H Me G.sub.3Q201 H Et GcQ202 H Et G.sub.1Q205 H Et GcQ209 H Et GcQ222 H Et G.sub.3Q225 H Et GcQ229 H Et GcQ246 H Et G.sub.2Q201 H Pri GcQ205 H Pri GcQ209 H Pri GcQ222 H Pri G.sub.3Q229 H Pri GcQ201 H CHCH.sub.2 GcQ205 H CHCH.sub.2 G.sub.3Q209 H CHCH.sub.2 GcQ229 H CHCH.sub.2 G.sub.3Q201 H CHCHMe GcQ205 H CHCHMe GcQ201 H CH.sub.2 CHCH.sub.2 GcQ205 H CH.sub.2 CHCH.sub.2 G.sub.3Q209 H CH.sub.2 CHCH.sub.2 GcQ229 H CH.sub.2 CHCH.sub.2 GcQ201 H CH.sub.2 Cl GcQ205 H CH.sub.2 Cl G.sub.3Q209 H CH.sub.2 Cl GcQ229 H CH.sub.2 Cl GcQ201 H CH.sub.2 CH.sub.2 Cl GcQ205 H CH.sub.2 CH.sub.2 Cl G.sub.3Q209 H CH.sub.2 CH.sub.2 Cl GcQ229 H CH.sub.2 CH.sub.2 Cl G.sub.2Q201 H CF.sub.3 GcQ205 H CF.sub.3 G.sub.3Q209 H CF.sub.3 GcQ222 H CF.sub.3 GcQ225 H CF.sub.3 G.sub.3Q229 H CF.sub.3 G.sub.1Q201 H CFCFCl GcQ205 H CFCFCl GcQ229 H CFCFCl G.sub.3Q201 H CH.sub.2 Ph GcQ205 H CH.sub.2 Ph GcQ209 H CH.sub.2 Ph G.sub.3Q201 H Ph GcQ202 H Ph G.sub.1Q205 H Ph GcQ209 H Ph GcQ222 H Ph G.sub.3Q225 H Ph GcQ229 H Ph GcQ246 H Ph G.sub.2Q201 H Ph2-Cl GcQ205 H Ph2-Cl G.sub.1Q209 H Ph2-Cl GcQ201 H Ph2-Me GcQ205 H Ph2-Me G.sub.3Q209 H Ph2-Me GcQ225 H Ph2-Me GcQ229 H Ph2-Me G.sub.3Q201 H Cl GcQ205 H Cl GcQ207 H Cl G.sub.3Q222 H Cl GcQ225 H Cl GcQ229 H Cl G.sub.1Q231 H Cl GcQ246 H Cl GcQ250 H Cl G.sub.3Q259 H Cl GcQ260 H Cl GcQ201 H Br GcQ205 H Br G.sub.3Q207 H Br GcQ229 H Br GcQ231 H Br G.sub.3Q250 H Br GcQ259 H Br GcQ260 H Br G.sub.3Q201 H F GcQ205 H F G.sub.3Q209 H F GcQ229 H F GcQ246 H F G.sub.3Q201 H I GcQ205 H I GcQ209 H I GcQ222 H I GcQ201 H NO.sub.2 GcCH.sub.2 - Q201 H NO.sub.2 G.sub.3Q202 H NO.sub.2 G.sub.3Q205 H NO.sub.2 GcQ207 H NO.sub.2 GcQ222 H NO.sub.2 G.sub.3Q225 H NO.sub.2 GcQ229 H NO.sub.2 GcQ230 H NO.sub.2 G.sub.1Q231 H NO.sub.2 GcQ237 H NO.sub.2 GcQ246 H NO.sub.2 GcQ247 H NO.sub.2 G.sub.2Q250 H NO.sub.2 GcQ259 H NO.sub.2 GcQ260 H NO.sub.2 G.sub.3Q263 H NO.sub.2 GcQ201 H NH.sub.2 GcQ202 H NH.sub.2 G.sub.3Q205 H NH.sub.2 GcQ209 H NH.sub.2 GcQ222 H NH.sub.2 G.sub.3Q225 H NH.sub.2 GcQ229 H NH.sub.2 GcQ246 H NH.sub.2 G.sub.3Q201 H NHMe GcQ205 H NHMe GcQ209 H NHMe GcQ225 H NHMe GcQ229 H NHMe G.sub.3Q201 H NMe.sub.2 GcQ205 H NMe.sub.2 GcQ209 H NMe.sub.2 GcQ222 H NMe.sub.2 G.sub.1Q225 H NMe.sub.2 GcQ229 H NMe.sub.2 GcQ246 H NMe.sub.2 G.sub.3Q201 H NMeEt GcQ205 H NMeEt GcQ209 H NMeEt G.sub.3Q222 H NMeEt GcQ225 H NMeEt GcQ229 H NMeEt G.sub.2Q201 H NHCOMe GcQ202 H NHCOMe G.sub.3Q205 H NHCOMe GcQ209 H NHCOMe GcQ222 H NHCOMe G.sub.3Q225 H NHCOMe GcQ229 H NHCOMe GcQ246 H NHCOMe G.sub.3Q201 H NHCOEt GcQ205 H NHCOEt GcQ209 H NHCOEt GcQ222 H NHCOEt G.sub.1Q225 H NHCOEt GcQ229 H NHCOEt G.sub.3Q201 H NHSO.sub.2 Me GcQ205 H NHSO.sub.2 Me GcQ209 H NHSO.sub.2 Me GcQ225 H NHSO.sub.2 Me G.sub.3Q229 H NHSO.sub.2 Me G.sub.3Q201 H OMe GcQ205 H OMe GcQ209 H OMe G.sub.3Q222 H OMe GcQ225 H OMe GcQ229 H OMe G.sub.2Q246 H OMe G.sub.1Q201 H OEt GcQ205 H OEt GcQ209 H OEt GcQ222 H OEt G.sub.3Q229 H OEt GcQ201 H CH.sub.2 OMe GcQ205 H CH.sub.2 OMe GcQ209 H CH.sub.2 OMe G.sub.3Q222 H CH.sub.2 OMe GcQ201 H SMe GcQ205 H SMe GcQ209 H SMe GcQ222 H SMe G.sub.1Q225 H SMe GcQ229 H SMe G.sub.3Q201 H SO.sub.2 Me GcCH.sub.2 - Q201 H SO.sub.2 Me G.sub.3Q202 H SO.sub.2 Me GcQ205 H SO.sub.2 Me GcQ209 H SO.sub.2 Me GcQ222 H SO.sub.2 Me G.sub.3Q225 H SO.sub.2 Me GcQ229 H SO.sub.2 Me GcQ246 H SO.sub.2 Me G.sub.3Q201 H SO.sub.2 Ph GcQ202 H SO.sub.2 Ph G.sub.1Q205 H SO.sub.2 Ph GcQ209 H SO.sub.2 Ph GcQ222 H SO.sub.2 Ph GcQ225 H SO.sub.2 Ph G.sub.3Q229 H SO.sub.2 Ph GcQ246 H SO.sub.2 Ph G.sub.1Q201 H SO.sub.2 OMe GcQ205 H SO.sub.2 OMe GcQ209 H SO.sub.2 OMe GcQ222 H SO.sub.2 OMe GcQ229 H SO.sub.2 OMe G.sub.3Q201 H SO.sub.2 NH.sub.2 GcQ205 H SO.sub.2 NH.sub.2 GcQ209 H SO.sub.2 NH.sub.2 G.sub.3Q225 H SO.sub.2 NH.sub.2 GcQ229 H SO.sub.2 NH.sub.2 GcQ246 H SO.sub.2 NH.sub.2 G.sub.1Q201 H SO.sub.2 NHMe GcQ205 H SO.sub.2 NHMe GcQ209 H SO.sub.2 NHMe G.sub.3Q222 H SO.sub.2 NHMe GcQ225 H SO.sub.2 NHMe GcQ229 H SO.sub.2 NHMe GcQ246 H SO.sub.2 NHMe G.sub.2Q201 H SO.sub.2 NMe.sub.2 GcQ202 H SO.sub.2 NMe.sub.2 G.sub.3Q205 H SO.sub.2 NMe.sub.2 GcQ209 H SO.sub.2 NMe.sub.2 GcQ222 H SO.sub.2 NMe.sub.2 G.sub.2Q225 H SO.sub.2 NMe.sub.2 GcQ229 H SO.sub.2 NMe.sub.2 GcQ246 H SO.sub.2 NMe.sub.2 G.sub.3Q201 Me COOMe GcCH.sub.2 - Q201 Me COOMe G.sub.3Q202 Me COOMe G.sub.1Q205 Me COOMe GcQ207 Me COOMe G.sub.3Q209 Me COOMe GcQ222 Me COOMe GcQ225 Me COOMe G.sub.2Q229 Me COOMe GcQ230 Me COOMe GcQ231 Me COOMe G.sub.3Q237 Me COOMe GcQ246 Me COOMe GcQ247 Me COOMe G.sub.3Q250 Me COOMe GcQ259 Me COOMe G.sub.1Q260 Me COOMe GcQ263 Me COOMe G.sub.3Q201 Me COOEt GcCH.sub.2 - Q201 Me COOEt G.sub.2Q222 Me COOEt GcQ205 Me COOEt GcQ207 Me COOEt G.sub.3Q209 Me COOEt GcQ222 Me COOEt GcQ225 Me COOEt G.sub.3Q229 Me COOEt GcQ230 Me COOEt GcQ231 Me COOEt GcQ237 Me COOEt G.sub.1Q246 Me COOEt GcQ247 Me COOEt GcQ250 Me COOEt GcQ259 Me COOEt G.sub.3Q260 Me COOEt GcQ263 Me COOEt G.sub.3Q201 Me COOH G.sub.1Q205 Me COOH GcQ201 Me COOPri GcQ202 Me COOPri G.sub.3Q205 Me COOPri GcQ209 Me COOPri GcQ222 Me COOPri G.sub.3Q225 Me COOPri GcQ229 Me COOPri GcQ246 Me COOPri G.sub.1Q201 Me COOCH.sub.2 CH.sub.2 Cl GcQ205 Me COOCH.sub.2 CH.sub.2 Cl G.sub.3Q222 Me COOCH.sub.2 CH.sub.2 Cl GcQ229 Me COOCH.sub.2 CH.sub.2 Cl G.sub.1Q201 Me COOCH.sub.2 CHCH.sub.2 GcQ205 Me COOCH.sub.2 CHCH.sub.2 G.sub.3Q222 Me COOCH.sub.2 CHCH.sub.2 GcQ229 Me COOCH.sub.2 CHCH.sub.2 G.sub.1Q201 Me COOCH.sub.2 CCH GcQ205 Me COOCH.sub.2 CCH G.sub.2Q222 Me COOCH.sub.2 CCH GcQ229 Me COOCH.sub.2 CCH GcQ201 Me CONHMe GcQ205 Me CONHMe G.sub.3Q222 Me CONHMe GcQ229 Me CONHMe GcQ201 Me CONMe.sub.2 GcQ205 Me CONMe.sub.2 G.sub.3Q222 Me CONMe.sub.2 GcQ229 Me CONMe.sub.2 GcQ201 Me COMe GcQ202 Me COMe G.sub.3Q205 Me COMe GcQ207 Me COMe GcQ222 Me COMe G.sub.3Q225 Me COMe GcQ229 Me COMe GcQ230 Me COMe G.sub.3Q231 Me COMe GcQ237 Me COMe GcQ246 Me COMe GcQ247 Me COMe G.sub.2Q250 Me COMe GcQ259 Me COMe GcQ260 Me COMe G.sub.1Q263 Me COMe GcQ201 Me COEt GcQ205 Me COEt G.sub.3Q222 Me COEt GcQ229 Me COEt GcQ201 Me COPri GcQ205 Me COPri G.sub.3Q222 Me COPri GcQ229 Me COPri G.sub.1Q201 Me COPh GcQ205 Me COPh GcQ222 Me COPh G.sub.3Q229 Me COPh GcQ201 Me CN GcQ202 Me CN G.sub.3Q205 Me CN GcQ209 Me CN GcQ222 Me CN G.sub.3Q225 Me CN GcQ229 Me CN GcQ246 Me CN G.sub.1Q201 Me H GcQ205 Me H GcQ222 Me H G.sub.3Q229 Me H GcQ201 Me Me GcQ202 Me Me G.sub.3Q205 Me Me GcQ209 Me Me GcQ222 Me Me GcQ225 Me Me GcQ229 Me Me G.sub.3Q246 Me Me GcQ201 Me Et GcQ205 Me Et GcQ222 Me Et G.sub.3Q229 Me Et GcQ201 Me Pri GcQ205 Me Pri G.sub.2Q201 Me CHCH.sub.2 GcQ205 Me CHCH.sub.2 G.sub.3Q201 Me CHCHMe G.sub.3Q205 Me CHCHMe GcQ201 Me CH.sub.2 CHCH.sub.2 GcQ205 Me CH.sub.2 CHCH.sub.2 G.sub.3Q201 Me CH.sub.2 Cl GcQ205 Me CH.sub.2 Cl G.sub.2Q222 Me CH.sub.2 Cl GcQ229 Me CH.sub.2 Cl G.sub.3Q201 Me CH.sub.2 CH.sub.2 Cl GcQ205 Me CH.sub.2 CH.sub.2 Cl GcQ222 Me CH.sub.2 CH.sub.2 Cl G.sub.3Q229 Me CH.sub.2 CH.sub.2 Cl GcQ201 Me CF.sub.3 GcQ205 Me CF.sub.3 G.sub.3Q222 Me CF.sub.3 G.sub.3Q229 Me CF.sub.3 GcQ201 Me CFCFCl GcQ205 Me CFCFCl G.sub.3Q201 Me CH.sub.2 Ph GcQ205 Me CH.sub.2 Ph G.sub.3Q201 Me Ph GcQ202 Me Ph GcQ205 Me Ph GcQ209 Me Ph GcQ222 Me Ph G.sub.3Q225 Me Ph G.sub.3Q229 Me Ph GcQ246 Me Ph G.sub.3Q201 Me Ph2-Cl GcQ205 Me Ph2-Cl G.sub.3Q201 Me Ph2-Me GcQ205 Me Ph2-Me GcQ229 Me Ph2-Me G.sub.3Q201 Me Cl GcQ202 Me Cl G.sub.3Q205 Me Cl GcQ209 Me Cl GcQ222 Me Cl G.sub.3Q225 Me Cl GcQ229 Me Cl GcQ246 Me Cl G.sub.3Q201 Me Br GcQ205 Me Br G.sub.3Q222 Me Br GcQ229 Me Br G.sub.1Q201 Me F G.sub.1Q205 Me F G.sub.1Q201 Me I G.sub.1Q205 Me I G.sub.1Q201 Me NO.sub.2 GcQ202 Me NO.sub.2 G.sub.3Q205 Me NO.sub.2 GcQ209 Me NO.sub.2 GcQ222 Me NO.sub.2 GcQ225 Me NO.sub.2 G.sub.3Q229 Me NO.sub.2 GcQ246 Me NO.sub.2 GcQ201 Me NH.sub.2 GcQ205 Me NH.sub.2 G.sub.3Q222 Me NH.sub.2 GcQ229 Me NH.sub.2 G.sub. 3Q201 Me NHMe GcQ205 Me NHMe GcQ229 Me NHMe G.sub.3Q201 Me NMe.sub.2 GcQ205 Me NMe.sub.2 GcQ229 Me NMe.sub.2 G.sub.3Q201 Me NMeEt GcQ205 Me NMeEt GcQ201 Me NHCOMe GcQ205 Me NHCOMe GcQ222 Me NHCOMe G.sub.3Q229 Me NHCOMe GcQ201 Me NHCOEt GcQ205 Me NHCOEt G.sub.3Q201 Me NHSO.sub.2 Me GcQ205 Me NHSO.sub.2 Me GcQ229 Me NHSO.sub.2 Me G.sub.2Q201 Me OMe GcQ205 Me OMe G.sub.3Q222 Me OMe GcQ229 Me OMe G.sub.1Q201 Me OEt GcQ205 Me OEt G.sub.3Q201 Me CH.sub.2 OMe GcQ205 Me CH.sub.2 OMe GcQ229 Me CH.sub.2 OMe G.sub.3Q201 Me SMe GcQ205 Me SMe G.sub.3Q201 Me SO.sub.2 Me GcQ205 Me SO.sub.2 Me GcQ222 Me SO.sub.2 Me G.sub.1Q229 Me SO.sub.2 Me G.sub.3Q201 Me SO.sub.2 Ph GcQ205 Me SO.sub.2 Ph GcQ222 Me SO.sub.2 Ph G.sub.3Q229 Me SO.sub.2 Ph GcQ201 Me SO.sub.2 OMe GcQ205 Me SO.sub.2 OMe G.sub.3Q229 Me SO.sub.2 OMe GcQ201 Me SO.sub.2 NH.sub.2 GcQ205 Me SO.sub.2 NH.sub.2 GcQ229 Me SO.sub.2 NH.sub.2 G.sub.3Q201 Me SO.sub.2 NHMe GcQ205 Me SO.sub.2 NHMe GcQ222 Me SO.sub.2 NHMe G.sub.1Q229 Me SO.sub.2 NHMe GcQ201 Me SO.sub.2 NMe.sub.2 GcQ205 Me SO.sub.2 NMe.sub.2 G.sub.3Q222 Me SO.sub.2 NMe.sub.2 GcQ229 Me SO.sub.2 NMe.sub.2 G.sub.1Q201 Et COOMe GcQ205 Et COOMe GcQ229 Et COOMe G.sub.3Q246 Et COOMe G.sub.3Q201 Et COOEt GcQ202 Et COOEt G.sub.2Q209 Et COOEt GcQ222 Et COOEt G.sub.3Q225 Et COOEt GcQ201 Et COOPri G.sub.3Q205 Et COOPri GcQ201 Et COOCH.sub.2 CHCl GcQ205 Et COOCH.sub.2 CHCH.sub.2 G.sub.3Q201 Et COOCH.sub.2 CCH GcQ201 Et CONHMe GcQ201 Et CONMe.sub.2 GcQ201 Et COMe GcQ205 Et COMe G.sub.3Q229 Et COMe GcQ201 Et COEt GcQ201 Et COPh GcQ201 Et CN GcQ205 Et CN G.sub.3Q229 Et CN GcQ201 Et H GcQ205 Et H G.sub.3Q201 Et Me GcQ205 Et Me G.sub.3Q201 Et Et GcQ205 Et Pri GcQ201 Et CHCHMe GcQ201 Et CH.sub.2 CH.sub.2 Cl GcQ201 Et CH.sub.2 Ph G.sub.3Q201 Et Ph GcQ205 Et Ph GcQ209 Et Ph GcQ229 Et Ph G.sub.3Q201 Et Ph2-Cl GcQ205 Et Ph2-Me GcQ201 Et Cl GcQ205 Et Cl G.sub.2Q201 Et Br GcQ205 Et Br G.sub.1Q201 Et F GcQ201 Et NO.sub.2 GcQ205 Et NO.sub.2 G.sub.3Q209 Et NO.sub.2 GcQ201 Et NH.sub.2 GcQ201 Et NHMe GcQ201 Et NMe.sub.2 GcQ205 Et NMe.sub.2 G.sub.3Q201 Et NHCOMe GcQ205 Et NHCOMe GcQ201 Et NHCOEt GcQ201 Et NHSO.sub.2 Me GcQ201 Et OMe GcQ205 Et OEt G.sub.3Q201 Et CH.sub.2 OMe GcQ201 Et SMe GcQ201 Et SO.sub.2 Me GcQ205 Et SO.sub.2 Me G.sub.3Q201 Et SO.sub.2 Ph GcQ205 Et SO.sub.2 Ph G.sub.3Q201 Et SO.sub.2 OMe GcQ201 Et SO.sub.2 NH.sub.2 GcQ205 Et SO.sub.2 NHMe G.sub.3Q201 Et SO.sub.2 NMe.sub.2 GcQ205 Et SO.sub.2 NMe.sub.2 G.sub.3Q201 Cl COOMe GcQ209 Cl COOMe G.sub.3Q229 Cl COOMe GcQ246 Cl COOMe G.sub.3Q201 Cl COOEt GcQ205 Cl COOEt GcQ222 Cl COOEt G.sub.1Q225 Cl COOEt GcQ246 Cl COOEt G.sub.3Q201 Cl COOPri GcQ205 Cl COOPri G.sub.3Q205 Cl COOCH.sub.2 CH.sub.2 Cl G.sub.3Q201 Cl COOCH.sub.2 CHCH.sub.2 GcQ201 Cl COOCH.sub.2 CCH G.sub.3Q201 Cl CONHMe GcQ201 Cl CONMe.sub.2 G.sub.3Q201 Cl COMe GcQ205 Cl COMe GcQ201 Cl COEt G.sub.3Q201 Cl COPri GcQ201 Cl COPh G.sub.3Q201 Cl CN GcQ205 Cl CN GcQ201 Cl H G.sub.3Q201 Cl Me GcQ205 Cl Me G.sub.3Q205 Cl Et GcQ201 Cl Pri G.sub.3Q201 Cl CHCHMe GcQ201 Cl CH.sub.2 CH CH.sub.2 G.sub.1Q205 Cl CH.sub.2 CH.sub.2 Cl GcQ201 Cl Ph GcQ205 Cl Ph GcQ209 Cl Ph G.sub.3Q201 Cl Ph2-Cl GcQ205 Cl Ph2-Me G.sub.3Q201 Cl Cl GcQ205 Cl Cl G.sub.3Q201 Cl Br GcQ201 Cl NO.sub.2 GcQ205 Cl NO.sub.2 G.sub.3Q209 Cl NO.sub.2 GcQ201 Cl NH.sub.2 GcQ201 Cl NHMe G.sub.1Q201 Cl NMe.sub.2 G.sub.3Q201 Cl NHCOMe GcQ205 Cl NHCOEt GcQ201 Cl NHSO.sub.2 Me G.sub.3Q201 Cl OMe GcQ201 Cl CH.sub.2 OMe G.sub.3Q201 Cl SO.sub.2 Me GcQ201 Cl SO.sub.2 Ph GcQ201 Cl SO.sub.2 NH.sub.2 G.sub.3Q201 Cl SO.sub.2 NMe.sub.2 GcQ205 Cl SO.sub.2 NMe.sub.2 GcQ201 Br COOMe GcQ205 Br COOMe G.sub.3Q209 Br COOMe G.sub.3Q201 Br COOEt GcQ209 Br COOEt GcQ229 Br COOEt G.sub.3Q201 Br COOPri G.sub.3Q201 Br COOCH.sub.2 CH.sub.2 Cl GcQ201 Br COOCH.sub.2 CHCH.sub.2 G.sub.3Q201 Br CONHMe GcQ201 Br CONMe.sub.2 G.sub. 3Q201 Br COMe GcQ205 Br COMe G.sub.3Q201 Br COEt GcQ201 Br COPh G.sub.3Q201 Br CN GcQ205 Br CN GcQ201 Br H G.sub.3Q201 Br Me G.sub.2Q201 Br Et G.sub.1Q201 Br CH.sub.2 CH.sub.2 Cl G.sub.3Q201 Br Ph GcQ205 Br Ph GcQ209 Br Ph G.sub.3Q201 Br Ph2-Cl G.sub.3Q201 Br Cl GcQ201 Br Br GcQ205 Br Br G.sub.3Q201 Br NO.sub.2 GcQ209 Br NO.sub.2 GcQ201 Br NH.sub.2 GcQ201 Br NMe.sub.2 G.sub.3Q201 Br NHCOMe GcQ201 Br OMe G.sub.3Q201 Br CH.sub.2 OMe GcQ201 Br SMe GcQ201 Br SO.sub.2 Me GcQ201 Br SO.sub.2 NH.sub.2 G.sub.3Q201 Br SO.sub.2 NHMe GcQ201 Br SO.sub.2 NMe.sub.2 G.sub.3Q201 SMe COOMe GcQ205 SMe COOMe GcQ209 SMe COOMe G.sub.3Q201 SMe COOEt GcQ205 SMe COOEt GcQ209 SMe COOEt GcQ229 SMe COOEt G.sub.3Q246 SMe COOEt GcQ201 SMe COOPri GcQ205 SMe COOPri G.sub.3Q201 SMe COOCH.sub.2 CH.sub.2 Cl GcQ201 SMe COOCH.sub.2 CHCH.sub.2 GcQ201 SMe CONHMe GcQ201 SMe CONMe.sub.2 G.sub.1Q201 SMe COMe GcQ205 SMe COMe GcQ201 SMe COEt G.sub.3Q201 SMe COPri GcQ201 SMe COPh G.sub.3Q201 SMe CN GcQ205 SMe CN GcQ229 SMe CN G.sub.3Q201 SMe H GcQ201 SMe Me GcQ205 SMe Me G.sub.3Q201 SMe Et GcQ205 SMe Et GcQ201 SMe CH.sub.2 CH.sub.2 Cl G.sub.3Q201 SMe Ph GcQ205 SMe Ph GcQ209 SMe Ph G.sub.3Q201 SMe Ph2-Cl GcQ201 SMe Cl GcQ205 SMe Cl G.sub.3Q201 SMe Br GcQ201 SMe NO.sub.2 GcQ205 SMe NO.sub.2 GcQ209 SMe NO.sub.2 G.sub.3Q201 SMe NH.sub.2 GcQ205 SMe NH.sub.2 GcQ201 SMe NHMe G.sub.3Q201 SMe NMe.sub.2 GcQ205 SMe NMe.sub.2 GcQ201 SMe NHCOMe GcQ205 SMe NHCOMe G.sub.3Q201 SMe NHSO.sub.2 Me GcQ201 SMe OMe GcQ201 SMe CH.sub.2 OMe GcQ201 SMe SMe GcQ201 SMe SO.sub.2 Me GcQ205 SMe SO.sub.2 Me G.sub.3Q201 SMe SO.sub.2 Ph GcQ201 SMe SO.sub.2 NH.sub.2 GcQ201 SMe SO.sub.2 NHMe G.sub.3Q201 SMe SO.sub.2 NMe.sub.2 GcQ201 SO.sub.2 Me COOMe GcQ205 SO.sub.2 Me COOMe GcQ209 SO.sub.2 Me COOMe G.sub.3Q229 SO.sub.2 Me COOMe G.sub.3Q246 SO.sub.2 Me COOMe G.sub.1Q201 SO.sub.2 Me COOEt GcQ205 SO.sub.2 Me COOEt GcQ209 SO.sub.2 Me COOEt G.sub.3Q222 SO.sub.2 Me COOEt GcQ225 SO.sub.2 Me COOEt GcQ201 SO.sub.2 Me COOPri G.sub.3Q205 SO.sub.2 Me COOPri GcQ201 SO.sub.2 Me COOCH.sub.2 CH.sub.2 Cl GcQ201 SO.sub.2 Me COOCH.sub.2 CHCH.sub.2 G.sub.3Q201 SO.sub.2 Me COOCH.sub.2 CCH GcQ201 SO.sub.2 Me CONHMe GcQ201 SO.sub.2 Me CONMe.sub.2 G.sub.2Q201 SO.sub.2 Me COMe GcQ205 SO.sub.2 Me COMe GcQ229 SO.sub.2 Me COMe G.sub.3Q201 SO.sub.2 Me COEt GcQ205 SO.sub.2 Me COEt GcQ201 SO.sub.2 Me COPri G.sub.3Q201 SO.sub.2 Me COPh GcQ201 SO.sub.2 Me CN GcQ205 SO.sub.2 Me CN GcQ222 SO.sub.2 Me CN GcQ229 SO.sub.2 Me CN GcQ201 SO.sub.2 Me H G.sub.2Q201 SO.sub.2 Me Me GcQ205 SO.sub.2 Me Me GcQ201 SO.sub.2 Me Et G.sub.3Q201 SO.sub.2 Me Pri GcQ201 SO.sub.2 Me CHCH.sub.2 GcQ201 SO.sub.2 Me CHCHMe G.sub.1Q201 SO.sub.2 Me CH.sub.2 CH.sub.2 Cl GcQ205 SO.sub.2 Me CH.sub.2 CH.sub.2 Cl G.sub.3Q201 SO.sub.2 Me CH.sub.2 Ph G.sub.3Q201 SO.sub.2 Me Ph GcQ205 SO.sub.2 Me Ph GcQ209 SO.sub.2 Me Ph GcQ229 SO.sub.2 Me Ph G.sub.3Q246 SO.sub.2 Me Ph G.sub.3Q201 SO.sub.2 Me Ph2-Cl GcQ205 SO.sub.2 Me Ph2-Me GcQ201 SO.sub.2 Me Cl GcQ205 SO.sub.2 Me Cl GcQ229 SO.sub.2 Me Cl G.sub.3Q201 SO.sub.2 Me Br G.sub.3Q205 SO.sub.2 Me Br GcQ201 SO.sub.2 Me NO.sub.2 GcQ205 SO.sub.2 Me NO.sub.2 GcQ209 SO.sub.2 Me NO.sub.2 GcQ229 SO.sub.2 Me NO.sub.2 G.sub.3Q201 SO.sub.2 Me NH.sub.2 GcQ205 SO.sub.2 Me NH.sub.2 G.sub.3Q201 SO.sub.2 Me NHMe GcQ201 SO.sub.2 Me NMe.sub.2 GcQ205 SO.sub.2 Me NMe.sub.2 G.sub.1Q201 SO.sub.2 Me NHCOMe GcQ205 SO.sub.2 Me NHCOMe GcQ201 SO.sub.2 Me NHCOEt G.sub.3Q201 SO.sub.2 Me NHSO.sub.2 Me GcQ201 SO.sub.2 Me OMe G.sub.1Q201 SO.sub.2 Me CH.sub.2 OMe GcQ205 SO.sub.2 Me CH.sub.2 OMe GcQ201 SO.sub.2 Me SO.sub.2 Me GcQ205 SO.sub.2 Me SO.sub.2 Me GcQ201 SO.sub.2 Me SO.sub.2 Ph G.sub.3Q201 SO.sub.2 Me SO.sub.2 OMe GcQ201 SO.sub.2 Me SO.sub.2 NH.sub.2 GcQ201 SO.sub.2 Me SO.sub.2 NHMe G.sub.3Q201 SO.sub.2 Me SO.sub.2 NMe.sub.2 GcQ201 Ph COOMe GcQ205 Ph COOMe G.sub.3Q209 Ph COOMe GcQ201 Ph COOEt GcQ205 Ph COOEt GcQ209 Ph COOEt G.sub.3Q229 Ph COOEt GcQ201 Ph COOPri G.sub.3Q201 Ph COOCH.sub.2 CH.sub.2 Cl GcQ201 Ph COOCH.sub.2 CHCH.sub.2 GcQ201 Ph COOCH.sub.2 CCH G.sub.3Q201 Ph CONMe.sub.2 GcQ201 Ph COMe GcQ205 Ph COMe GcQ201 Ph COEt G.sub.3Q201 Ph CN GcQ205 Ph CN GcQ201 Ph H G.sub.3Q201 Ph Me GcQ201 Ph Et GcQ201 Ph CH.sub.2 CH.sub.2 Cl G.sub.3Q201 Ph Ph GcQ205 Ph Ph GcQ209 Ph Ph G.sub.3Q201 Ph Cl GcQ201 Ph Br G.sub.3Q201 Ph NO.sub.2 GcQ201 Ph NH.sub.2 GcQ201 Ph NHMe G.sub.3Q201 Ph NMe.sub.2 GcQ201 Ph NHCOMe GcQ201 Ph NHSO.sub.2 Me G.sub.1Q201 Ph CH.sub.2 OMe GcQ201 Ph SO.sub.2 Me G.sub.3Q201 Ph SO.sub.2 NH.sub.2 GcQ201 Ph SO.sub.2 NHMe GcQ201 Ph SO.sub.2 NMe.sub.2 G.sub.3______________________________________
TABLE 4______________________________________ ##STR26##A B D E W Gn______________________________________Q5 H H Me O GcCH.sub.2Q5 H H Me O GcQ5 H H Et O G3Q5 H H Prn O G3Q5 H H CH.sub.2 CHCH.sub.2 O G3Q5 H H OMe O G3Q61 H H Me O GcCH.sub.2Q61 H H Me O GcQ61 H H Et O G3Q61 H H Prn O G3Q61 H H CH.sub.2 CHCH.sub.2 O G3Q61 H H OMe O G3Q26 H H Me O G3Q26 H H Et O G3Q26 H H OMe O G3Q5 H H H S GcCH.sub.2Q5 H H H S G3Q26 H H H S GcQ61 H H H S GcCH.sub.2Q61 H H H S G3Q5 H H H NH GcCH.sub.2Q5 H H H NH G3Q26 H H H NH GcQ61 H H H NH GcCH.sub.2Q61 H H H NH G3Q5 H H H NOMe GcCH.sub.2Q5 H H H NOMe G3Q26 H H H NOMe GcQ61 H H H NOMe GcCH.sub.2Q61 H H H NOMe G3Q201 H H Me O GcCH.sub.2Q201 H H Me O G.sub.3Q201 H H Et O GcQ201 H H Prn O G.sub.3Q201 H H CH.sub.2 CHCH.sub.2 O GcQ201 H H OMe O GcQ205 H H Me O G.sub.3Q205 H H Et O G.sub.3Q205 H H OMe O G.sub.3Q201 H H H S GbCH.sub.2Q201 H H H S G.sub.3Q205 H H H S GcQ222 H H H S G.sub.2Q229 H H H S G.sub.3Q201 H H H NH GbCH.sub.2Q201 H H H NH G.sub.3Q205 H H H NH GcQ222 H H H NH G.sub.3Q229 H H H NH G.sub.3Q201 H H H NOMe GbCH.sub.2Q201 H H H NOMe G.sub.3Q205 H H H NOMe GcQ222 H H H NOMe GcQ229 H H H NOMe G.sub.3______________________________________
TABLE 5______________________________________ ##STR27##A B D W2 R22 Gn______________________________________Q5 H H O Me GcCH.sub.2Q5 H H O Me G3Q5 H H O Et GcQ5 H H O Prn G3Q26 H H O Me GcQ26 H H O Et G3Q61 H H O Me GcCH.sub.2Q61 H H O Me GcQ61 H H O Et GcQ61 H H O Prn G3Q158 H H O Et G3Q158 H H O Me G3Q5 H H S Me GcCH.sub.2Q5 H H S Me G3Q5 H H S Et GcQ5 H H S Prn G3Q26 H H S Me GcQ26 H H S Et G3Q61 H H S Me GcCH.sub.2Q61 H H S Me GcQ61 H H S Et GcQ61 H H S Prn G3Q158 H H S Et G3Q158 H H S Me G3Q201 H H O Me GcCH.sub.2Q201 H H O Me G.sub.3Q201 H H O Et GcQ201 H H O Prn GcQ205 H H O Me G.sub.3Q205 H H O Et GcQ222 H H O Me GcQ222 H H O Et G.sub.3Q229 H H O Me GcQ229 H H O Et G.sub.3Q201 H H S Me GcCH.sub.2Q201 H H S Me G.sub.3Q201 H H S Et GcQ201 H H S Prn GcQ205 H H S Me GcQ205 H H S Et GcQ222 H H S Me G.sub.3Q222 H H S Et GcQ229 H H S Me GcQ229 H H S Et G.sub.3______________________________________
TABLE 6______________________________________ ##STR28##A B D Az Gn______________________________________Q5 H H Imidazol-1-yl GcQ5 H H Pyrazol-1-yl GcCH.sub.2Q5 H H Imidazol-1-yl G3CH.sub.2Q5 H H Pyrazol-1-yl G3Q26 H H Imidazol-1-yl GcQ26 H H Pyrazol-1-yl GcQ61 H H Imidazol-1-yl GcQ61 H H Pyrazol-1-yl GcCH.sub.2Q61 H H Imidazol-1-yl G3CH.sub.2Q61 H H Pyrazol-1-yl G3Q158 H H Imidazol-1-yl G3Q158 H H Pyrazol-1-yl G3Q201 H H Imidazol-1-yl GcQ201 H H Pyrazol-1-yl GcCH.sub.2Q201 H H Imidazol-1-yl G.sub.3CH.sub.2Q201 H H Pyrazol-1-yl G.sub.3Q205 H H Imidazol-1-yl GcQ205 H H Pyrazol-1-yl GcQ222 H H Imidazol-1-yl G.sub.3Q222 H H Pyrazol-1-yl G.sub.3Q229 H H Imidazol-1-yl GcQ229 H H Pyrazol-1-yl Gc______________________________________
TABLE 7______________________________________ ##STR29##A B D J R23 Gn______________________________________Q5 H H Me H GcQ5 H H Me Me G3Q5 H H Me OMe GcQ5 H H Et H G3Q5 H H Et Me G3Q5 H H Et OMe GcQ5 H H J1 H G3Q5 H H J1 Me G1Q5 H H J1 OMe G3Q201 H H Me H GcQ201 H H Me Me G.sub.3Q201 H H Me OMe GcQ201 H H Et H G.sub.3Q201 H H Et Me G.sub.3Q201 H H Et OMe GcQ201 H H J10 H G.sub.3Q201 H H J10 Me G.sub.1Q201 H H J10 OMe G.sub.3______________________________________
TABLE 8______________________________________ ##STR30##A B D E W Gn______________________________________Q5 H COOMe Me O GcCH.sub.2Q5 H COOMe Me O G3Q5 H COOMe Et O GcQ5 H COOMe Prn O GcQ5 H COOMe CH.sub.2 CHCH.sub.2 O G3Q5 H COOMe OMe O GcQ26 H COOMe Me O G3Q26 H COOMe Et O GcQ26 H COOMe OMe O GcQ61 H COOMe Me O GcCH.sub.2Q61 H COOMe Me O G3Q61 H COOMe Et O GcQ61 H COOMe Prn O GcQ61 H COOMe CH.sub.2 CHCH.sub.2 O G3Q61 H COOMe OMe O GcQ5 H COOMe H S GbCH.sub.2Q5 H COOMe H S G3Q26 H COOMe H S GcQ61 H COOMe H S GcCH.sub.2Q61 H COOMe H S G3Q5 H COOMe H NH GbCH.sub.2Q5 H COOMe H NH G3Q26 H COOMe H NH GcQ61 H COOMe H NH GcCH.sub.2Q61 H COOMe H NH G3Q5 H COOMe H NOMe GbCH.sub.2Q5 H COOMe H NOMe G3Q26 H COOMe H NOMe GcQ61 H COOMe H NOMe GcCH.sub.2Q61 H COOMe H NOMe G3Q5 H COOEt Me O GcCH.sub.2Q5 H COOEt Me O G3Q5 H COOEt Et O GcQ5 H COOEt Prn O GcQ5 H COOEt CH.sub.2 CHCH.sub.2 O G3Q5 H COOEt OMe O GcQ26 H COOEt Me O G3Q26 H COOEt Et O GcQ26 H COOEt OMe O GcQ61 H COOEt Me O GcCH.sub.2Q61 H COOEt Me O G3Q61 H COOEt Et O GcQ61 H COOEt Prn O GcQ61 H COOEt CH.sub.2 CHCH.sub.2 O G3Q61 H COOEt OMe O GcQ5 H COOEt H S GbCH.sub.2Q5 H COOEt H S G3Q26 H COOEt H S GcQ61 H COOEt H S GcCH.sub.2Q61 H COOEt H S G3Q5 H COOEt H NH GbCH.sub.2Q5 H COOEt H NH G3Q26 H COOEt H NH GcQ61 H COOEt H NH GcCH.sub.2Q61 H COOEt H NH G3Q5 H COOEt H NOMe GbCH.sub.2Q5 H COOEt H NOMe G3Q26 H COOEt H NOMe GcQ61 H COOEt H NOMe GcCH.sub.2Q61 H COOEt H NOMe G3Q201 H COOMe Me O GcCH.sub.2Q201 H COOMe Me O G.sub.3Q201 H COOMe Et O GcQ201 H COOMe Prn O GcQ201 H COOMe CH.sub.2 CHCH.sub.2 O G.sub.3Q201 H COOMe OMe O GcQ205 H COOMe Me O G.sub.3Q205 H COOMe Et O GcQ205 H COOMe OMe O GcQ201 H COOMe H S GbCH.sub.2Q201 H COOMe H S G.sub.3Q205 H COOMe H S GcQ222 H COOMe H S G.sub.3Q229 H COOMe H S G.sub.1Q201 H COOMe H NH GbCH.sub.2Q201 H COOMe H NH G.sub.3Q205 H COOMe H NH GcQ222 H COOMe H NH GcQ229 H COOMe H NH G.sub.3Q201 H COOMe H NOMe GbCH.sub.2Q201 H COOMe H NOMe G.sub.3Q205 H COOMe H NOMe GcQ222 H COOMe H NOMe GcQ229 H COOMe H NOMe G.sub.3Q201 H COOEt Me O GcCH.sub.2Q201 H COOEt Me O G.sub.3Q201 H COOEt Et O GcQ201 H COOEt Prn O GcQ201 H COOEt CH.sub.2 CHCH.sub.2 O GcQ201 H COOEt OMe O GcQ205 H COOEt Me O G.sub.3Q205 H COOEt Et O G.sub.3Q205 H COOEt OMe O GcQ201 H COOEt H S GbCH.sub.2Q201 H COOEt H S G.sub.3Q205 H COOEt H S GcQ222 H COOEt H S GcQ229 H COOEt H S GcQ201 H COOEt H NH GbCH.sub.2Q201 H COOEt H NH G.sub.3Q205 H COOEt H NH GcQ222 H COOEt H NH GcQ229 H COOEt H NH GcQ201 H COOEt H NOMe GbCH.sub.2Q201 H COOEt H NOMe G.sub.3Q205 H COOEt H NOMe GcQ222 H COOEt H NOMe GcQ229 H COOEt H NOMe G.sub. 3______________________________________
TABLE 9______________________________________ ##STR31##A B D W2 R22 Gn______________________________________Q5 H COOMe O Me GcCH.sub.2Q5 H COOMe O Me G3Q5 H COOMe O Et GcQ5 H COOMe O Prn G3Q26 H COOMe O Me GcQ26 H COOMe O Et G3Q61 H COOMe O Me GcCH.sub.2Q61 H COOMe O Me G3Q61 H COOMe O Et GcQ61 H COOMe O Prn G3Q158 H COOMe O Me GcQ158 H COOMe O Et G3Q5 H COOMe S Me GcCH.sub.2Q5 H COOMe S Me G3Q5 H COOMe S Et GcQ5 H COOMe S Prn G3Q26 H COOMe S Me GcQ26 H COOMe S Et G3Q61 H COOMe S Me GcCH.sub.2Q61 H COOMe S Me G3Q61 H COOMe S Et GcQ61 H COOMe S Prn G3Q158 H COOMe S Me GcQ158 H COOMe S Et G3Q5 H COOEt O Me GcCH.sub.2Q5 H COOEt O Me G3Q5 H COOEt O Et GcQ5 H COOEt O Prn G3Q26 H COOEt O Me GcQ26 H COOEt O Et G3Q61 H COOEt O Me GcCH.sub.2Q61 H COOEt O Me G3Q61 H COOEt O Et GcQ61 H COOEt O Prn G3Q158 H COOEt O Me GcQ158 H COOEt O Et G3Q5 H COOEt S Me GcCH.sub.2Q5 H COOEt S Me G3Q5 H COOEt S Et GcQ5 H COOEt S Prn G3Q26 H COOEt S Me GcQ26 H COOEt S Et G3Q61 H COOEt S Me GcCH.sub.2Q61 H COOEt S Me G3Q61 H COOEt S Et GcQ61 H COOEt S Prn G3Q158 H COOEt S Me GcQ158 H COOEt S Et G3Q201 H COOMe O Me GcCH.sub.2Q201 H COOMe O Me G3Q201 H COOMe O Et GcQ201 H COOMe O Prn GcQ205 H COOMe O Me GcQ205 H COOMe O Et GcQ222 H COOMe O Me GcQ222 H COOMe O Et G3Q229 H COOMe O Me G3Q229 H COOMe O Et GcQ201 H COOMe S Me GcCH.sub.2Q201 H COOMe S Me G3Q201 H COOMe S Et GcQ201 H COOMe S Prn GcQ205 H COOMe S Me GcQ205 H COOMe S Et GcQ222 H COOMe S Me GcQ222 H COOMe S Et G3Q229 H COOMe S Me GcQ229 H COOMe S Et G3Q201 H COOEt O Me GcCH.sub.2Q201 H COOEt O Me G3Q201 H COOEt O Et GcQ201 H COOEt O Prn GcQ205 H COOEt O Me GcQ205 H COOEt O Et GcQ222 H COOEt O Me GcQ222 H COOEt O Et G3Q229 H COOEt O Me GcQ229 H COOEt O Et G3Q201 H COOEt S Me GcCH.sub.2Q201 H COOEt S Me G3Q201 H COOEt S Et GcQ201 H COOEt S Prn GcQ205 H COOEt S Me GcQ205 H COOEt S Et G3Q222 H COOEt S Me GcQ222 H COOEt S Et GcQ229 H COOEt S Me G1Q229 H COOEt S Et G1______________________________________
TABLE 10______________________________________ ##STR32##A B D Az Gn______________________________________Q5 H COOMe Imidazol-1-yl GcQ5 H COOMe Pyrazol-1-yl GcCH.sub.2Q5 H COOMe Imidazol-1-yl G1CH.sub.2Q5 H COOMe Pyrazol-1-yl G1Q26 H COOMe Imidazol-1-yl GcQ26 H COOMe Pyrazol-1-yl GcQ61 H COOMe Imidazol-1-yl GcQ61 H COOMe Pyrazol-1-yl GcCH.sub.2Q61 H COOMe Imidazol-1-yl G3CH.sub.2Q61 H COOMe Pyrazol-1-yl G3Q5 H COOEt Imidazol-1-yl GcQ5 H COOEt Pyrazol-1-yl GcCH.sub.2Q5 H COOEt Imidazol-1-yl G3CH.sub.2Q5 H COOEt Pyrazol-1-yl G3Q26 H COOEt Imidazol-1-yl GcQ26 H COOEt Pyrazol-1-yl GcQ61 H COOEt Imidazol-1-yl GcQ61 H COOEt Pyrazol-1-yl GcCH.sub.2Q61 H COOEt Imidazol-1-yl G3CH.sub.2Q61 H COOEt Pyrazol-1-yl G3Q201 H COOMe Imidazol-1-yl GcQ201 H COOMe Pyrazol-1-yl GcCH.sub.2Q201 H COOMe Imidazol-1-yl G1CH.sub.2Q201 H COOMe Pyrazol-1-yl G1Q205 H COOMe Imidazol-1-yl GcQ205 H COOMe Pyrazol-1-yl GcQ222 H COOMe Imidazol-1-yl GcQ222 H COOMe Pyrazol-1-yl GcQ229 H COOMe Imidazol-1-yl G3Q229 H COOMe Pyrazol-1-yl G3Q201 H COOEt Imidazol-1-yl GcQ201 H COOEt Pyrazol-1-yl GcCH.sub.2Q201 H COOEt Imidazol-1-yl G3CH.sub.2Q201 H COOEt Pyrazol-1-yl G3Q205 H COOEt Imidazol-1-yl GcQ205 H COOEt Pyrazol-1-yl GcQ222 H COOEt Imidazol-1-yl GcQ222 H COOEt Pyrazol-1-yl GcQ229 H COOEt Imidazol-1-yl G3Q229 H COOEt Pyrazol-1-yl G3______________________________________
TABLE 11______________________________________ ##STR33##A B D J R23 Gn______________________________________Q5 H COOMe Me H G3Q5 H COOMe Me Me GcQ5 H COOMe Me OMe GcQ5 H COOMe Et H GcQ5 H COOMe Et Me GcQ5 H COOMe Et OMe G3Q5 H COOMe J2 H GcQ5 H COOMe J2 Me GcQ5 H COOMe J2 OMe G3Q5 H COOEt Me H GcQ5 H COOEt Me Me G3Q5 H COOEt Me OMe GcQ5 H COOEt Et H GcQ5 H COOEt Et Me G3Q5 H COOEt Et OMe GcQ5 H COOEt J3 H GcQ5 H COOEt J3 Me GcQ5 H COOEt J3 OMe GcCH.sub.2Q5 H COOMe Me H G3CH.sub.2Q5 H COOEt Me OMe GcQ26 H COOMe Me H GcQ26 H COOEt Me OMe GcQ61 H COOMe Me H G3Q61 H COOMe Me Me GcQ61 H COOMe Me OMe GcQ61 H COOMe Et H GcQ61 H COOMe Et Me GcQ61 H COOMe Et OMe G3Q61 H COOMe J4 H GcQ61 H COOMe J4 Me GcQ61 H COOMe J4 OMe G3Q61 H COOEt Me H GcQ61 H COOEt Me Me G3Q61 H COOEt Me OMe GcQ61 H COOEt Et H GcQ61 H COOEt Et Me G3Q61 H COOEt Et OMe GcQ61 H COOEt J5 H GcQ61 H COOEt J5 Me GcQ61 H COOEt J5 OMe GcCH.sub.2Q61 H COOMe Me H G3CH.sub.2Q61 H COOEt Me OMe GcQ201 H COOMe Me H G3Q201 H COOMe Me Me GcQ201 H COOMe Me OMe GcQ201 H COOMe Et H GcQ201 H COOMe Et Me GcQ201 H COOMe Et OMe G3Q201 H COOMe J11 H GcQ201 H COOMe J11 Me GcQ201 H COOMe J11 OMe G3Q201 H COOEt Me H GcQ201 H COOEt Me Me G3Q201 H COOEt Me OMe GcQ201 H COOEt Et H GcQ201 H COOEt Et Me G3Q201 H COOEt Et OMe GcQ201 H COOEt J12 H GcQ201 H COOEt J12 Me GcQ201 H COOEt J12 OMe GcCH.sub.2Q201 H COOMe Me H G3CH.sub.2Q201 H COOEt Me OMe GcQ205 H COOMe Me H GcQ205 H COOEt Me OMe GcQ229 H COOMe Me H GcQ229 H COOEt Me OMe G3______________________________________
TABLE 12______________________________________ ##STR34##A B D E W Gn______________________________________Q5 H COOMe Me O GcCH.sub.2Q5 H COOMe Me O G3Q5 H COOMe Et O GcQ5 H COOMe Prn O GcQ5 H COOMe CH.sub.2 CHCH.sub.2 O G3Q5 H COOMe OMe O GcQ26 H COOMe Me O G3Q26 H COOMe Et O GcQ26 H COOMe OMe O GcQ61 H COOMe Me O GcCH.sub.2Q61 H COOMe Me O G3Q61 H COOMe Et O GcQ61 H COOMe Prn O GcQ61 H COOMe CH.sub.2 CHCH.sub.2 O G3Q61 H COOMe OMe O GcQ5 H COOMe H S GbCH.sub.2Q5 H COOMe H S G3Q26 H COOMe H S GcQ61 H COOMe H S GcCH.sub.2Q61 H COOMe H S G3Q5 H COOMe H NH GbCH.sub.2Q5 H COOMe H NH G3Q26 H COOMe H NH GcQ61 H COOMe H NH GcCH.sub.2Q61 H COOMe H NH G3Q5 H COOMe H NOMe GbCH.sub.2Q5 H COOMe H NOMe G3Q26 H COOMe H NOMe GcQ61 H COOMe H NOMe GcCH.sub.2Q61 H COOMe H NOMe G3Q5 H COOEt Me O GcCH.sub.2Q5 H COOEt Me O G3Q5 H COOEt Et O GcQ5 H COOEt Prn O GcQ5 H COOEt CH.sub.2 CHCH.sub.2 O G3Q5 H COOEt OMe O GcQ26 H COOEt Me O G3Q26 H COOEt Et O GcQ26 H COOEt OMe O GcQ61 H COOEt Me O GcCH.sub.2Q61 H COOEt Me O G3Q61 H COOEt Et O GcQ61 H COOEt Prn O GcQ61 H COOEt CH.sub.2 CHCH.sub.2 O G3Q61 H COOEt OMe O GcQ5 H COOEt H S GbCH.sub.2Q5 H COOEt H S G3Q26 H COOEt H S GcQ61 H COOEt H S GcCH.sub.2Q61 H COOEt H S G3Q5 H COOEt H NH GbCH.sub.2Q5 H COOEt H NH G3Q26 H COOEt H NH GcQ61 H COOEt H NH GcCH.sub.2Q61 H COOEt H NH G3Q5 H COOEt H NOMe GbCH.sub.2Q5 H COOEt H NOMe G3Q26 H COOEt H NOMe GcQ61 H COOEt H NOMe GcCH.sub.2Q61 H COOEt H NOMe G3Q201 H COOMe Me O GcCH.sub.2Q201 H COOMe Me O G3Q201 H COOMe Et O GcQ201 H COOMe Prn O GcQ201 H COOMe CH.sub.2 CHCH.sub.2 O G3Q201 H COOMe OMe O GcQ205 H COOMe Me O G3Q205 H COOMe Et O GcQ205 H COOMe OMe O GcQ201 H COOMe H S GbCH.sub.2Q201 H COOMe H S G3Q205 H COOMe H S GcQ222 H COOMe H S G3Q229 H COOMe H S G1Q201 H COOMe H NH GbCH.sub.2Q201 COOMe H NH G3Q205 H COOMe H NH GcQ222 H COOMe H NH GcQ229 H COOMe H NH G3Q201 H COOMe H NOMe GbCH.sub.2 Q201 H COOMe H NOMe G3Q205 H COOMe H NOMe GcQ222 H COOMe H NOMe GcQ229 H COOMe H NOMe G3Q201 H COOEt Me O GcCH.sub.2Q201 H COOEt Me O G3Q201 H COOEt Et O GcQ201 H COOEt Prn O GcQ201 H COOEt CH.sub.2 CHCH.sub.2 O GcQ201 H COOEt OMe O GcQ205 H COOEt Me O G3Q205 H COOEt Et O G3Q205 H COOEt OMe O GcQ201 H COOEt H S GbCH.sub.2Q201 H COOEt H S G3Q205 H COOEt H S GcQ222 H COOEt H S GcQ229 H COOEt H S GcQ201 H COOEt H NH GbCH.sub.2Q201 H COOEt H NH G3Q205 H COOEt H NH GcQ222 H COOEt H NH GcQ229 H COOEt H NH GcQ201 H COOEt H NOMe GbCH.sub.2Q201 H COOEt H NOMe G3Q205 H COOEt H NOMe GcQ222 H COOEt H NOMe GcQ229 H COOEt H NOMe G3______________________________________
TABLE 13______________________________________ ##STR35##A B D W2 R22 Gn______________________________________Q5 H COOMe O Me GcCH.sub.2 - Q5 H COOMe O Me G3Q5 H COOMe O Et GcQ5 H COOMe O Prn G3Q26 H COOMe O Me GcQ26 H COOMe O Et G3Q61 H COOMe O Me GcCH.sub.2 - Q61 H COOMe O Me G3Q61 H COOMe O Et GcQ61 H COOMe O Prn G3Q158 H COOMe O Me GcQ158 H COOMe O Et G3Q5 H COOMe S Me GcCH.sub.2 - Q5 H COOMe S Me G3Q5 H COOMe S Et GcQ5 H COOMe S Prn G3Q26 H COOMe S Me GcQ26 H COOMe S Et G3Q61 H COOMe S Me GcCH.sub.2 - Q61 H COOMe S Me G3Q61 H COOMe S Et GcQ61 H COOMe S Prn G3Q158 H COOMe S Me GcQ158 H COOMe S Et G3Q5 H COOEt O Me GcCH.sub.2 - Q5 H COOEt O Me G3Q5 H COOEt O Et GcQ5 H COOEt O Prn G3Q26 H COOEt O Me GcQ26 H COOEt O Et G3Q61 H COOEt O Me GcCH.sub.2 - Q61 H COOEt O Me G3Q61 H COOEt O Et GcQ61 H COOEt O Prn G3Q158 H COOEt O Me GcQ158 H COOEt O Et G3Q5 H COOEt S Me GcCH.sub.2 - Q5 H COOEt S Me G3Q5 H COOEt S Et GcQ5 H COOEt S Prn G3Q26 H COOEt S Me GcQ26 H COOEt S Et G3Q61 H COOEt S Me GcCH.sub.2 - Q61 H COOEt S Me G3Q61 H COOEt S Et GcQ61 H COOEt S Prn G3Q158 H COOEt S Me GcQ158 H COOEt S Et G3Q201 H COOMe O Me GcCH.sub.2 - Q201 H COOMe O Me G.sub.3Q201 H COOMe O Et GcQ201 H COOMe O Prn GcQ205 H COOMe O Me GcQ205 H COOMe O Et GcQ222 H COOMe O Me GcQ222 H COOMe O Et G.sub.3Q229 H COOMe O Me G.sub.3Q229 H COOMe O Et GcQ201 H COOMe S Me GcCH.sub.2 - Q201 H COOMe S Me G.sub.3Q201 H COOMe S Et GcQ201 H COOMe S Prn GcQ205 H COOMe S Me GcQ205 H COOMe S Et GcQ222 H COOMe S Me GcQ222 H COOMe S Et G.sub.3Q229 H COOMe S Me GcQ229 H COOMe S Et G.sub.3Q201 H COOEt O Me GcCH.sub.2 - Q201 H COOEt O Me G.sub.3Q201 H COOEt O Et GcQ201 H COOEt O Prn GcQ205 H COOEt O Me GcQ205 H COOEt O Et GcQ222 H COOEt O Me GcQ222 H COOEt O Et G.sub.3Q229 H COOEt O Me GcQ229 H COOEt O Et G.sub..sub.3Q201 H COOEt S Me GcCH.sub.2 - Q201 H COOEt S Me G.sub.3Q201 H COOEt S Et GcQ201 H COOEt S Prn GcQ205 H COOEt S Me GcQ205 H COOEt S Et G.sub.3Q222 H COOEt S Me GcQ222 H COOEt S Et GcQ229 H COOEt S Me G.sub.1Q229 H COOEt S Et G.sub.1______________________________________
TABLE 14______________________________________ ##STR36##A B D Az Gn______________________________________Q5 H COOMe Imidazol-1-yl GcQ5 H COOMe Pyrazol-1-yl GcCH.sub.2 - Q5 H COOMe Imidazol-1-yl G.sub.1CH.sub.2 - Q5 H COOMe Pyrazol-1-yl G.sub.1Q26 H COOMe Imidazol-1-yl GcQ26 H COOMe Pyrazol-1-yl GcQ61 H COOMe Imidazol-1-yl GcQ61 H COOMe Pyrazol-1-yl GcCH.sub.2 - Q61 H COOMe Imidazol-1-yl G.sub.3CH.sub.2 - Q61 H COOMe Pyrazol-1-yl G.sub.3Q5 H COOEt Imidazol-1-yl GcQ5 H COOEt Pyrazol-1-yl GcCH.sub.2 - Q5 H COOEt Imidazol-1-yl G.sub.3CH.sub.2 - Q5 H COOEt Pyrazol-1-yl G.sub.3Q26 H COOEt Imidazol-1-yl GcQ26 H COOEt Pyrazol-1-yl GcQ61 H COOEt Imidazol-1-yl GcQ61 H COOEt Pyrazol-1-yl GcCH.sub.2 - Q61 H COOEt Imidazol-1-yl G.sub.3CH.sub.2 - Q61 H COOEt Pyrazol-1-yl G.sub.3Q201 H COOMe Imidazol-1-yl GcQ201 H COOMe Pyrazol-1-yl GcCH.sub.2 - Q201 H COOMe Imidazol-1-yl G.sub.1CH.sub.2 - Q201 H COOMe Pyrazol-1-yl G.sub.1Q205 H COOMe Imidazol-1-yl GcQ205 H COOMe Pyrazol-1-yl GcQ222 H COOMe Imidazol-1-yl GcQ222 H COOMe Pyrazol-1-yl GcQ229 H COOMe Imidazol-1-yl G.sub.3Q229 H COOMe Pyrazol-1-yl G.sub.3Q201 H COOEt Imidazol-1-yl GcQ201 H COOEt Pyrazol-1-yl GcCH.sub.2 - Q201 H COOEt Imidazol-1-yl G.sub.3CH.sub.2 - Q201 H COOEt Pyrazol-1-yl G.sub.3Q205 H COOEt Imidazol-1-yl GcQ205 H COOEt Pyrazol-1-yl GcQ222 H COOEt Imidazol-1-yl GcQ222 H COOEt Pyrazol-1-yl GcQ229 H COOEt Imidazol-1-yl G.sub.3Q229 H COOEt Pyrazol-1-yl G.sub.3______________________________________
TABLE 15______________________________________ ##STR37##A B D J R.sup.23 Gn______________________________________Q5 H COOMe Me H G3Q5 H COOMe Me Me GcQ5 H COOMe Me OMe GcQ5 H COOMe Et H GcQ5 H COOMe Et Me GcQ5 H COOMe Et OMe G3Q5 H COOMe J6 H GcQ5 H COOMe J6 Me GcQ5 H COOMe J6 OMe G3Q5 H COOEt Me H GcQ5 H COOEt Me Me G3Q5 H COOEt Me OMe GcQ5 H COOEt Et H GcQ5 H COOEt Et Me G3Q5 H COOEt Et OMe GcQ5 H COOEt J7 H GcQ5 H COOEt J7 Me GcQ5 H COOEt J7 OMe GcCH.sub.2 - Q5 H COOMe Me H G3CH.sub.2 - Q5 H COOEt Me OMe GcQ26 H COOMe Me H GcQ26 H COOEt Me OMe GcQ61 H COOMe Me H G3Q61 H COOMe Me Me GcQ61 H COOMe Me OMe GcQ61 H COOMe Et H GcQ61 H COOMe Et Me GcQ61 H COOMe Et OMe G3Q61 H COOMe J8 H GcQ61 H COOMe J8 Me GcQ61 H COOMe J8 OMe G3Q61 H COOEt Me H GcQ61 H COOEt Me Me G3Q61 H COOEt Me OMe GcQ61 H COOEt Et H GcQ61 H COOEt Et Me G3Q61 H COOEt Et OMe GcQ61 H COOEt J9 H GcQ61 H COOEt J9 Me GcQ61 H COOEt J9 OMe GcCH.sub.2 - Q61 H COOMe Me H G3CH.sub.2 - Q61 H COOEt Me OMe GcQ201 H COOMe Me H G.sub.3Q201 H COOMe Me Me GcQ201 H COOMe Me OMe GcQ201 H COOMe Et H GcQ201 H COOMe Et Me GcQ201 H COOMe Et OMe G.sub.3Q201 H COOMe J13 H GcQ201 H COOMe J13 Me GcQ201 H COOMe J13 OMe G.sub.3Q201 H COOEt Me H GcQ201 H COOEt Me Me G.sub.3Q201 H COOEt Me OMe GcQ201 H COOEt Et H GcQ201 H COOEt Et Me G.sub.3Q201 H COOEt Et OMe GcQ201 H COOEt J14 H GcQ201 H COOEt J14 Me GcQ201 H COOEt J14 OMe GcCH.sub.2 - Q201 H COOMe Me H G.sub.3CH.sub.2 - Q201 H COOEt Me OMe GcQ205 H COOMe Me H GcQ205 H COOEt Me OMe GcQ229 H COOMe Me H GcQ229 H COOEt Me OMe G.sub.3______________________________________
In application of the compounds of this invention as herbicides, they can be applied by mixing with suitable carriers such as solid carriers, including for example clay, talc, bentonite, diatomaceous earth and others, or liquid carriers, including for example water, alcohols (methanol, ethanol and the like), aromatic hydrocarbons (benzene, toluene, xylene and the like), chlorinated hydrocarbons, ethers, ketones, esters (ethyl acetate etc.), acid amides (dimethylformamide etc.) and others. They can be provided for practical use with addition of any desired additive selected from an emulsifier, a dispersing agent, a suspending agent, a penetrating agent, a spreader and a stabilizer and in any desired form such as a soluble concentrate, an emulsifiable concentrate, a wettable powder, a dust, a granule, a flowable, etc.
In the following, there are shown examples of formulations of herbicides containing the compounds of this invention as active ingredients, but they are not limitative of this invention. In the exemplary formulations shown below, "parts" means "parts by weight".
______________________________________Exemplary Formulation 1: Wettable powder______________________________________Compound No. 11 of this invention 20 partsZeeklite A 76 parts(kaolin type clay; trade name; produced by ZeekliteKogyo Co., Ltd.)Solpol 5039 2 parts(mixture of nonionic surfactant and anionic surfac-tant; trade name; produced by Toho Kagaku Co., Ltd.)Carplex (anticaking agent) 2 parts(white carbon; trade name, produced by ShionogiSeiyaku Co., Ltd.)______________________________________
The above components are mixed and pulverized homogeneously to prepare a wettable powder.
______________________________________Exemplary Formulation 2: Wettable powder______________________________________Compound No. 6 of this invention 40 partsZeeklite A 54 parts(kaolin type clay; trade name; produced by ZeekliteKogyo Co., Ltd.)Solpol 5039 2 parts(mixture of nonionic surfactant and anionic surfac-tant; trade name; produced by Toho Kagaku Co., Ltd.)Carplex (anticaking agent) 4 parts(white carbon; trade name, produced by ShionogiSeiyaku Co., Ltd.)______________________________________
The above components are mixed and pulverized homogeneously to prepare a wettable powder.
______________________________________Exemplary Formulation 3: Emulsifiable concentrate______________________________________Compound No. 3 of this invention 5 partsXylene 75 partsDimethylformamide 15 partsSolpol 2680 5 parts(mixture of nonionic surfactant and anionic surfac-tant; trade name; produced by Toho Kagaku Co., Ltd.)______________________________________
The above components are homogeneously mixed to prepare an emulsifiable concentrate. In use, the above emulsifiable concentrate is diluted 10 to 10,000 times and sprayed in an amount of 0.005 to 10 kg per hectare in terms of the active ingredient.
______________________________________Exemplary Formulation 4: Flowable______________________________________Compound No. 11 of this invention 25 partsAgrisol S-710 10 parts(nonionic surfactant; trade name; produced by KaoCo., Ltd.)Runox 1000C 0.5 part(anionic surfactant; trade name; produced by TohoKagaku Co., Ltd.)1% Rhodopol water 20 parts(thickener; trade name, produced by Rhone-PoulencCo., Ltd.)Water 44.5 parts______________________________________
The above components are mixed homogeneously to provide a flowable agent.
______________________________________Exemplary Formulation 5: Flowable______________________________________Compound No. 9 of this invention 40 partsAgrisol S-710 10 parts(nonionic surfactant; trade name; produced by KaoCo., Ltd.)Runox 1000C 0.5 part(anionic surfactant; trade name; produced by TohoKagaku Co., Ltd.)1% Rhodopol water 20 parts(thickener; trade name, produced by Rhone-PoulencCo., Ltd.)Water 29.5 parts______________________________________
The above components are mixed homogeneously to provide a flowable agent.
______________________________________Exemplary Formulation 6: Granule______________________________________Compound No. 8 of this invention 1 partBentonite 55 partsTalc 44 parts______________________________________
The above components are mixed and pulverized homogeneously, then a small amount of water is added and the whole is stirred, kneaded and granulated by excluding granulator, then dried to prepare a granule.
______________________________________Exemplary Formulation 7: Wettable powder______________________________________Compound No. 24 of this invention 20 partsZeeklite A 76 parts(kaolin type clay; trade name; produced by ZeekliteKogyo Co., Ltd.)Solpol 5039 2 parts(mixture of nonionic surfactant and anionic surfac-tant; trade name; produced by Toho Kagaku Co., Ltd.)Carplex (anticaking agent) 2 parts(white carbon; trade name, produced by ShionogiSeiyaku Co., Ltd.)______________________________________
The above components are mixed and pulverized homogeneously to prepare a wettable powder.
______________________________________Exemplary Formulation 8: Wettable powder______________________________________Compound No. 21 of this invention 40 partsZeeklite A 54 parts(kaolin type clay; trade name; produced by ZeekliteKogyo Co., Ltd.)Solpol 5039 2 parts(mixture of nonionic surfactant and anionic surfac-tant; trade name; produced by Toho Kagaku Co., Ltd.)Carplex (anticaking agent) 4 parts(white carbon; trade name, produced by ShionogiSeiyaku Co., Ltd.)______________________________________
The above components are mixed and pulverized homogeneously to prepare a wettable powder.
______________________________________Exemplary Formulation 9: Emulsifiable concentrate______________________________________Compound No. 22 of this invention 5 partsXylene 75 partsDimethylformamide 15 partsSolpol 2680 5 parts(mixture of nonionic surfactant and anionic surfac-tant; trade name; produced by Toho Kagaku Co., Ltd.)______________________________________
The above components are homogeneously mixed to prepare an emulsifiable concentrate. In use, the above emulsifiable concentrate is diluted 10 to 10,000 times and sprayed in an amount of 0.005 to 10 kg per hectare in terms of the active ingredient.
______________________________________Exemplary Formulation 10: Flowable______________________________________Compound No. 24 of this invention 25 partsAgrisol S-710 10 parts(nonionic surfactant; trade name; produced by KaoCo., Ltd.)Runox 1000C 0.5 part(anionic surfactant; trade name; produced by TohoKagaku Co., Ltd.)1% Rhodopol water 20 parts(thickener; trade name, produced by Rhone-PoulencCo., Ltd.)Water 44.5 parts______________________________________
The above components are mixed homogeneously to provide a flowable agent.
______________________________________Exemplary Formulation 11: Flowable______________________________________Compound No. 21 of this invention 40 partsAgrisol S-710 10 parts(nonionic surfactant; trade name; produced by KaoCo., Ltd.)Runox 1000C 0.5 part(anionic surfactant; trade name; produced by TohoKagaku Co., Ltd.)1% Rhodopol water 20 parts(thickener; trade name, produced by Rhone-PoulencCo., Ltd.)Water 29.5 parts______________________________________
The above components are mixed homogeneously to provide a flowable agent.
______________________________________Exemplary Formulation 12: Granule______________________________________Compound No. 23 of this invention 1 partBentonite 55 partsTalc 44 parts______________________________________
The above components are mixed and pulverized homogeneously, then a small amount of water is added and the whole is stirred, kneaded and granulated by excluding granulator, then dried to prepare a granule.
If desired, the compound of this invention may be applied as a mixture with other kinds of herbicides, various insecticides, sterilizers or adjuvants during preparation or before spraying.
Such other kinds of herbicides as mentioned above include compounds as described in Farm Chemicals Handbook (1986).
The compounds of this invention can also be applied not only to the agricultural and horticultural fields such as farm fields, paddy fields, fruit gardens and the like, but to the non-agricultural fields such as athletic grounds, vacant lands, belts along railroads and others in order to prevent and eliminate various weeds. The amounts of the herbicide to be applied, which may differ depending on the scenes to be applied, the time of application, the application method, the kinds of the objective grasses and the crops harvested, may generally range suitably from about 0.005 to 10 kg per hectare in terms of the active ingredient.
The following test examples are set forth for illustrating specifically the effectiveness of the compounds of this invention as herbicides.
TEST EXAMPLE 1
Herbicidal effect test by soil treatment
In a plastic box of 15 cm length, 22 cm width and 6 cm depth, there was placed a sterilized deluvium soil, and seeds of (A) barnyardgrass (Echinochloa crusgalli), (B) large crabgrass (Digitaria adscendens), (C) annual sedge (Cyperus microiria), (D) black nightshade (Solanum nigrum L.), (E) hairly galinosoga (Galinosoga ciliata), (F) yellows cress (Rorippa atrovirens), (G) rice (Oryza sativa), (H) corn (Zea mays), (I) wheat (Triticum vulgare), (J) soybean (Glysine max), (K) cotton (Gossypium spp) and (L) sugar beet (Beta vulgaris) were sown mixedly. After covering the seeds with soil to about 1.5 cm, herbicides were sprayed evenly on the soil surface respectively such that a predetermined proportion of the active ingredient may be applied.
In spraying, the wettable powder as shown in the foregoing exemplary formulations was diluted with water and sprayed over the entire surface by means of a small sprayer. Four weeks after spraying, the herbicidal effect on crops and each of the weeds were examined according to the judgment criteria shown below. Provided that, in the following Table, a mark "-" was shown in the column of activity when beet was omitted from the crops to be tested.
The results are shown in Table 16.
Some of the compounds of this invention show the selectivity on certain crops.
______________________________________Judgment criteria:______________________________________5 . . . Growth control rates of more than 90% (almost completely withered)4 . . . Growth control rates of 70 to 90%3 . . . Growth control rates of 40 to 70%2 . . . Growth control rates of 20 to 40%1 . . . Growth control rates of 5 to 20%0 . . . Growth control rates of less than 5% (substantially no effect)______________________________________
The above growth control rates are determined by measuring the top fresh weights of the treated plants and those of the non-treated plants, and calculated from the following formula: ##EQU1##
TABLE 16__________________________________________________________________________ Amount of ac- tive ingredi-Compound ent appliedNo. kg/ha (A) (B) (C) (D) (E) (F) (G) (H) (I) (J) (K) (L)__________________________________________________________________________ 3 0.32 5 4 5 4 4 5 5 5 5 5 0 -- 6 0.32 5 5 5 5 5 5 5 5 5 5 0 -- 9 0.16 5 5 5 5 5 5 5 5 5 5 0 -- 0.32 5 5 5 5 5 5 5 5 5 5 0 --11 0.08 5 5 5 5 5 5 5 5 5 5 5 0 0.16 5 5 5 5 5 5 5 5 5 5 5 013 0.16 5 5 5 5 5 5 5 5 5 5 5 016 0.08 5 3 5 5 5 5 5 5 3 3 0 0 0.16 5 4 5 5 5 5 5 5 4 4 1 019 0.04 4 3 5 5 5 5 5 5 5 5 5 -- 0.08 5 4 5 5 5 5 5 5 5 5 5 -- 0.16 5 5 5 5 5 5 5 5 5 5 5 --21 0.04 4 4 4 4 5 5 5 4 0 4 0 -- 0.08 5 5 5 5 5 5 5 5 1 5 0 -- 0.16 5 5 5 5 5 5 5 5 2 5 1 --24 0.02 5 4 5 5 5 5 5 5 5 5 0 -- 0.04 5 5 5 5 5 5 5 5 5 5 0 -- 0.08 5 5 5 5 5 5 5 5 5 5 0 --__________________________________________________________________________ (A) barnyardgrass (Echinochloa crusgalli), (B) large crabgrass (Digitaria adscendens), (C) annual sedge (Cyperus microiria), (D) black nightshade (Solanum nigrum L.), (E) hairly galinosoga (Galinosoga ciliata), (F) yellows cress (Rorippa atrovirens), (G) rice (Oryza sativa), (H) corn (Zea mays), (I) wheat (Triticum vulgare), (J) soybean (Glysine max), (K) cotton (Gossypium spp), (L) sugar beet (Beta vulgaris).
TEST EXAMPLE 2
Herbicidal effect test by foliage treatment
In a plastic box of 15 cm length, 22 cm width and 6 cm depth, there was placed a sterilized deluvium soil, and seeds of (A) barnyardgrass (Echinochloa crusgalli), (B) large crabgrass (Digitaria adscendens), (C) annual sedge (Cyperus microiria), (D) black nightshade (Solanum nigrum L.), (E) hairly galinosoga (Galinosoga ciliata), (F) yellows cress (Rorippa atrovirens), (G) rice (Oryza sativa), (H) corn (Zea mays), (I) wheat (Triticum vulgare), (J) soybean (Glysine max), (K) cotton (Gossypium spp) and (L) sugar beet (Beta vulgaris) were sown in spots. After covering the seeds with soil to about 1.5 cm, herbicides were sprayed evenly on the soil surface such that a predetermined proportion of the active ingredient may be applied.
In spraying, the wettable powder as shown in the foregoing exemplary formulations was diluted with water and sprayed over the entire surface of the foliage portions of each crop and weed by means of a small sprayer. Four weeks after spraying, the herbicidal effect on crops etc. and each of the weeds were examined according to the judgment criteria shown in Test Example 1.
The results are shown in Table 17.
TABLE 17__________________________________________________________________________ Amount of ac- tive ingredi-Compound ent appliedNo. kg/ha (A) (B) (C) (D) (E) (F) (G) (H) (I) (J) (K) (L)__________________________________________________________________________ 3 0.08 5 2 5 5 5 5 5 5 5 5 0 5 0.16 5 3 5 5 5 5 5 5 5 5 1 5 5 0.32 5 5 5 5 5 5 5 5 5 5 5 -- 6 0.04 5 1 4 5 5 5 5 5 0 5 5 5 0.08 5 2 5 5 5 5 5 5 1 5 5 5 0.16 5 3 5 5 5 5 5 5 2 5 5 5 8 0.08 4 1 5 5 5 5 5 4 0 5 4 5 0.16 5 2 5 5 5 5 5 5 0 5 5 5 9 0.04 5 3 4 5 5 5 5 5 4 5 5 5 0.08 5 4 5 5 5 5 5 5 5 5 5 5 0.16 5 5 5 5 5 5 5 5 5 5 5 511 0.04 5 4 5 5 5 5 5 5 5 5 5 0 0.08 5 5 5 5 5 5 5 5 5 5 5 0 0.16 5 5 5 5 5 5 5 5 5 5 5 013 0.16 5 5 5 5 5 5 5 5 5 5 5 016 0.08 5 4 5 5 5 5 5 5 5 5 5 0 0.16 5 5 5 5 5 5 5 5 5 5 5 019 0.04 5 4 5 5 5 5 5 5 5 5 5 5 0.08 5 5 5 5 5 5 5 5 5 5 5 5 0.16 5 5 5 5 5 5 5 5 5 5 5 521 0.02 3 2 5 5 5 5 5 5 4 5 4 5 0.04 4 3 5 5 5 5 5 5 5 5 5 5 0.08 5 4 5 5 5 5 5 5 5 5 5 524 0.01 5 4 5 5 5 5 5 5 4 5 4 5 0.02 5 5 5 5 5 5 5 5 5 5 5 5 0.04 5 5 5 5 5 5 5 5 5 5 5 5__________________________________________________________________________ (A) barnyardgrass (Echinochloa crusgalli), (B) large crabgrass (Digitaria adscendens), (C) annual sedge (Cyperus microiria), (D) black nightshade (Solanum nigrum L.), (E) hairly galinosoga (Galinosoga ciliata), (F) yellows cress (Rorippa atrovirens), (G) rice (Oryza sativa), (H) corn (Zea mays), (I) wheat (Triticum vulgare), (J) soybean (Glysine max), (K) cotton (Gossypium spp), (L) sugar beet (Beta vulgaris).

Number	Date	Country	Kind
61-143446	Jun 1986	JPX
61-177327	Jul 1986	JPX

Number	Date	Country
0095925	Jul 1983	EPX
0096003	Jul 1983	DEX
58-162587	Sep 1983	JPX
60-45572	Mar 1985	JPX

Imidazolesulfonamide derivatives and herbicides

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