Claims
- 1. A compound of formula IVa, IVb or IVc: ##STR5## wherein R.sup.1 is an alkyl group containing from 1 to 5 carbon atoms;
- R.sup.2 and R.sup.5 are each selected independently from the group consisting of:
- (I) an alkyl group containing from 1 to 10 carbons; and
- (II) an alkyl group containing from 1 to 6 carbon atoms substituted by at least one member selected from the group consisting of:
- (a) hydroxy;
- (b) amino;
- (c) alkylamino containing from 1 to 6 carbons;
- (d) dialkylamino wherein each alkyl group contains from 1 to 6 carbons;
- (e) alkanoyl containing from 1 to 6 carbons;
- (f) arylcarbonyl wherein the aryl contains 6, 10 or 12 carbons;
- (g) aralkanoyl containing 8 to 13 carbons;
- (h) amido which may be attached to the alkyl group via either a nitrogen or carbon of said amido;
- (i) alkylcarbonylamino wherein the alkyl group contains from 1 to 6 carbons;
- (j) alkylaminocarbonyl wherein the alkyl group contains from 1 to 6 carbons;
- (k) arylcarbonylamino wherein the aryl group contains 6, 10 or 12 carbons;
- (l) aralkylcarbonylamino wherein the aralkyl group contains from 7 to 13 carbons;
- (m) arylaminocarbonyl wherein the aryl group contains 6, 10 or 12 carbons;
- (n) aralkylaminocarbonyl wherein the aralkyl group contains from 7 to 13 carbons;
- (o) carboxy;
- (p) aryloxycarbonyl wherein the aryl group contains 6, 10 or 12 carbons;
- (q) aralkoxycarbonyl wherein the aralkoxy group contains from 7 to 13 carbons;
- (r) alkanoyloxy containing from 1 to 6 carbons;
- (s) aroyloxy wherein the aryl portion contains 6, 10 or 12 carbons;
- (t) aralkanoyloxy containing from 8 to 14 carbons;
- (u) alkylsulfonamido wherein the alkyl group contains from 1 to 6 carbons;
- (v) aralkylsulfonamido wherein the aralkyl group contains from 7 to 13 carbons;
- (w) arylsulfonamido wherein the aryl group contains 6, 10 or 12 carbons;
- (x) acylsulfonamido (i.e. acylaminosulfonyl and sulfonylaminocarbonyl) including acylsulfonamido wherein the acyl group contains 1 to 7 carbons when it is the terminal portion of the acylsulfonamide and provided that when the acylsulfonamido contains an aryl the aryl may be further substituted by a member selected from fluoro, chloro, bromo, iodo and nitro;
- (y) alkoxycarbonyl wherein the alkoxy group contains from 1 to 6 carbons;
- (z) aralkoxycarbonylamino wherein the aralkoxy group contains from 8 to 13 carbons;
- (aa) aryloxycarbonylamino wherein the aryloxy group contains 6, 10 or 12;
- (bb) alkoxycarbonylamino wherein the alkyloxy group contains from 1 to 6 carbons;
- (cc) aryl containing 6, 10 or 12 carbons;
- (dd) aryl containing 6, 10 or 12 carbons and substituted by 1 to 3 members selected from the group consisting of chloro, bromo, iodo, fluoro, trifluoromethyl, hydroxy, alkyl (1 to 6 carbons), alkoxy (1 to 6 carbons), alkoxycarbonyl (1 to 6 carbons), carboxy, 5-tetrazolo, and acylsufamido (i.e. acylaminosulfonyl and sulfonylaminocarbonyl) (1 to 15 carbons) and provided that when the acylsulfonamido contains an aryl the aryl may be further substituted by a member selected from fluoro, chloro, bromo, iodo and nitro;
- (ee) cycloalkyl containing from 3 to 15 carbons;
- (ff) alkylureido wherein the alkyl group contains from 1 to 6 carbons;
- (gg) aralkylureido wherein the aralkyl group contains from 8 to 13 carbons; and
- (hh) arylureido wherein the aryl group contains 6, 10 or 12 carbons;
- R.sup.4 and R.sup.6 are independently selected from hydrogen or methyl; and
- n is 0, 1 or 2; and
- where appropriate, the acid- and base-addition salts thereof; and provided that:
- (1) alkyls may be straight or branched chain; and
- (2) no carbon of an alkyl may be directly bonded to two heteroatoms.
- 2. A compound as claimed in claim 1 wherein:
- R.sup.1 is an alkyl group containing 3 carbons;
- R.sup.2 and R.sup.5 are each selected independently from the group consisting of:
- (I) an alkyl group containing from 1 to 4 carbons; and
- (II) an alkyl group containing from 1 to 4 carbons substituted by at least one member selected from the group consisting of:
- (e) alkanoyl containing from 1 to 3 carbons;
- (f) arylcarbonyl wherein the aryl contains 6 or 10 carbons;
- (g) aralkanoyl containing 8 carbons;
- (h) amido which may be attached to the alkyl group via either a nitrogen or carbon of said amido;
- (i) alkylcarbonylamino wherein the alkyl group contains from 1 to 2 carbons;
- (j) alkylaminocarbonyl wherein the alkyl group contains from 1 to 2 carbons;
- (k) arylcarbonylamino wherein the aryl group contains 6 carbons;
- (l) aralkylcarbonylamino wherein the aralkyl group contains 7 carbons;
- (m) arylaminocarbonyl wherein the aryl group contains 6 carbons;
- (n) aralkylaminocarbonyl wherein the aralkyl group contains 7 carbons;
- (o) carboxy;
- (p) aryloxycarbonyl wherein the aryl group contains 6 carbons;
- (q) aralkoxycarbonyl wherein the aralkoxy group contains 7 carbons;
- (r) alkanoyloxy containing from 1 to 2 carbons;
- (s) aroyloxy wherein the aryl portion contains 6 carbons;
- (t) aralkanoyloxy containing 8 carbons;
- (u) alkylsulfonamido wherein the alkyl group contains from 1 to 6 carbons;
- (v) aralkylsulfonamido wherein the aralkyl group contains from 7 to 13 carbons;
- (w) arylsulfonamido wherein the aryl group contains 6 or 10 carbons;
- (x) acylsulfonamido containing 1 to 15 carbons;
- (y) alkoxycarbonyl wherein the alkoxy group contains from 1 to 2 carbons;
- (z) aralkoxycarbonylamino wherein the aralkoxy group contains 7 carbons;
- (aa) aryloxycarbonylamino wherein the aryloxy group contains 6 carbons;
- (bb) alkoxycarbonylamino wherein the alkyloxy group contains from 1 to 3 carbons;
- (cc) aryl containing 6 or 10 carbons;
- (dd) aryl containing 6 or 10 carbons and substituted by 1 to 3 members selected from the group consisting of chloro, bromo, iodo, fluoro, trifluoromethyl, hydroxy, alkyl (1 to 12 carbons), alkoxy (1 to 2 carbons), alkoxycarbonyl (2 to 3 carbons), carboxy, 5-tetrazolo and acylsufonamido (1 to 15 carbons);
- (ee) cycloalkyl containing from 3 to 15 carbons;
- (ff) alkylureido wherein the alkyl group contains from 1 to 2 carbons;
- (gg) aralkylureido wherein the aralkyl group contains 7 carbons;
- (hh) arylureido wherein the aryl group contains 6 or 10 carbons;
- R.sup.4 and R.sup.6 are each hydrogen; and
- n=1.
- 3. A compound as claimed in claim 1 wherein:
- R.sup.1 is isopropyl;
- R.sup.2 is selected from the group consisting of:
- (I) an alkyl group containing 2 to 3 carbons;
- (II)(q) ethyl substituted by aralkoxycarbonyl wherein the aralkoxy group contains 7 carbons;
- (w) butyl substituted by an arylsulfonamido wherein the aryl portion has 6 carbons;
- (x) ethyl substituted by acylsulfonamido containing 7 carbons;
- (z) butyl substituted by aralkyloxycarbonylamino wherein the aralkoxy portion contains 7 carbons;
- (cc) methyl substituted by an aryl containing 6 carbons;
- R.sup.4 is hydrogen;
- R.sup.5 is selected from the group consisting of:
- (I) n-butyl;
- (II)(q) ethyl substituted by aralkoxycarbonyl wherein the aralkoxy contains 7 carbons; and
- (II)(z) butyl substituted by aralkyloxycarbonylamino wherein the aralkyl group contains 7 carbons; and
- n=1.
- 4. A compound of the formula IVa, IVb or IVc ##STR6## wherein R.sup.1 is an alkyl group containing from 1 to 5 carbon atoms;
- R.sup.2 and R.sup.5 are each selected independently from the group consisting of:
- (I) an alkyl group containing from 1 to 10 carbons;
- (II) an alkyl group containing from 1 to 6 carbon atoms substituted by at least one member selected from the group consisting of:
- (a) hydroxy;
- (b) amino;
- (c) alkylamino containing from 1 to 6 carbons;
- (d) dialkylamino wherein each alkyl group contains from 1 to 6 carbons;
- (e) alkanoyl containing from 1 to 6 carbons;
- (f) arylcarbonyl wherein the aryl contains 6, 10 or 12 carbons;
- (g) aralkanoyl containing 8 to 13 carbons;
- (h) amido which may be attached to the alkyl group via either a nitrogen or carbon of said amido;
- (i) alkylcarbonylamino wherein the alkyl group contains from 1 to 6 carbons;
- (j) alkylaminocarbonyl wherein the alkyl group contains from 1 to 6 carbons;
- (k) arylcarbonylamino wherein the aryl group contains 6, 10 or 12 carbons;
- (l) aralkylcarbonylamino wherein the aralkyl group contains from 7 to 13 carbons;
- (m) arylaminocarbonyl wherein the aryl group contains 6, 10 or 12 carbons;
- (n) aralkylaminocarbonyl wherein the aralkyl group contains from 7 to 13 carbons;
- (o) carboxy;
- (p) aryloxycarbonyl wherein the aryl group contains 6, 10 or 12 carbons;
- (q) aralkoxycarbonyl wherein the aralkoxy group contains from 7 to 13 carbons;
- (r) alkanoyloxy containing from 1 to 6 carbons;
- (s) aroyloxy wherein the aryl portion contains 6, 10 or 12 carbons;
- (t) aralkanoyloxy containing from 8 to 14 carbons;
- (u) alkylsulfonamido wherein the alkyl group contains from 1 to 6 carbons;
- (v) aralkylsulfonamido wherein the aralkyl group contains from 7 to 13 carbons;
- (w) arylsulfonamido wherein the aryl group contains 6, 10 or 12 carbons;
- (x) acylsulfonamido (i.e. acylaminosulfonyl and sulfonylaminocarbonyl) including acylsulfonamido wherein the acyl group contains 1 to 7 carbons when it is the terminal portion of the acylsulfonamide and provided that when the acylsulfonamido contains an aryl the aryl may be further substituted by a member selected from fluoro, chloro, bromo, iodo and nitro;
- (y) alkoxycarbonyl wherein the alkoxy group contains from 1 to 6 carbons;
- (z) aralkoxycarbonylamino wherein the aralkoxy group contains from 8 to 13 carbons;
- (aa) aryloxycarbonylamino wherein the aryloxy group contains 6, 10 or 12;
- (bb) alkoxycarbonylamino wherein the alkyloxy group contains from 1 to 6 carbons;
- (cc) aryl containing 6, 10 or 12 carbons;
- (dd) aryl containing 6, 10 or 12 carbons and substituted by 1 to 3 members selected from the group consisting of chloro, bromo, iodo, fluoro, trifluoromethyl, hydroxy, alkyl (1 to 6 carbons), alkoxy (1 to 6 carbons), alkoxycarbonyl (1 to 6 carbons), carboxy, 5-tetrazolo, and acylsufamido (i.e. acylaminosulfonyl and sulfonylaminocarbonyl) (1 to 15 carbons) and provided that when the acylsulfonamido contains an aryl the aryl may be further substituted by a member selected from fluoro, chloro, bromo, iodo and nitro;
- (ee) cycloalkyl containing from 3 to 15 carbons;
- (ff) alkylureido wherein the alkyl group contains from 1 to 6 carbons;
- (gg) aralkylureido wherein the aralkyl group contains from 8 to 13 carbons; and
- (hh) arylureido wherein the aryl group contains 6, 10 or 12 carbons; and
- (II) phenyl;
- R.sup.4 and R.sup.6 are independently selected from hydrogen or methyl; and
- n is 0, 1 or 2; and
- where appropriate, the acid- and base-addition salts thereof; and provided that:
- (1) alkyls may be straight or branched chain; and
- (2) no carbon of an alkyl may be directly bonded to two heteroatoms.
- 5. A compound as claimed in claim 4 wherein R.sup.1, R.sup.2 and R.sup.5 are isopropyl, R.sup.4 and R.sup.5 are hydrogen and n is 1.
- 6. A compound of formula IVa ##STR7## wherein R.sup.1 is isopropyl and n is 1.
- 7. A compound of formula IVb ##STR8## wherein R.sup.1 and R.sup.2 are isopropyl, R.sup.4 is hydrogen and n is 1.
Priority Claims (3)
Number |
Date |
Country |
Kind |
8501522 |
Jan 1985 |
GBX |
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8501523 |
Jan 1985 |
GBX |
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8501524 |
Jan 1985 |
GBX |
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Parent Case Info
This application is a divisional application of co-pending application Ser. No. 07/005,538, filed on Jan. 20, 1987, and now U.S. Pat. No. 4,910,190, which was itself a continuation-in-part of application Ser. No. 06/821,150, filed on Jan. 21, 1986, and now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4596789 |
Dutta et al. |
Jun 1986 |
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Foreign Referenced Citations (2)
Number |
Date |
Country |
2171103 |
Aug 1986 |
GBX |
0195212 |
Sep 1986 |
GBX |
Non-Patent Literature Citations (5)
Entry |
Biochemistry (1986) 24 pp. 3760-3767. |
Chem. Abstr; vol. 92 (1980) 175119. |
Chem. Abstr., vol. 102 (1985) 84468. |
Imperiali, B. and Abeles, R. H. Biochemistry (1986), 25, 3760 (including twenth (20) pages of supplementary material). |
Imperiali, B. and Abeles, R. H. Tetrahedron Lett. (1986) 27, 135. |
Divisions (1)
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Number |
Date |
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Parent |
5538 |
Jan 1987 |
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Continuation in Parts (1)
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Number |
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Parent |
821150 |
Jan 1986 |
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