Claims
- 1. A compound having the (3R,S)- or (3R)-configuration of the formula: ##STR140## where R.sup.1 is a group of the formula: ##STR141## where each Y, which is the same or different, is selected from hydrogen, halogen and C.sub.1 -C.sub.4 alkyl; and X is --(CH.sub.2).sub.2 --, --CH.dbd.CH--, --CH.sub.2 --S--, --CH.sub.2 O--, --S-- or --O--; and
- R is a group of the formula: ##STR142## where R.sup.2 and R.sup.3 are each independently hydrogen, C.sub.1 -C.sub.4 alkyl, hydroxy-(C.sub.1 -C.sub.4 alkyl), hydroxy, C.sub.1 -C.sub.4 alkoxy, halogen, trifluoromethyl, nitro, cyano, sulphamoyl, --CO(C.sub.1 -C.sub.4 alkyl), --OCO(C.sub.1 -C.sub.4 alkyl), --CO.sub.2 (C.sub.1 -C.sub.4 alkyl), --(CH.sub.2).sub.n CONR.sup.6 R.sup.7, --(CH.sub.2).sub.n OCONR.sup.6 R.sup.7, --(CH.sub.2).sub.n NR.sup.8 R.sup.9 or --NHSO.sub.2 NH.sub.2, in which R.sup.6 and R.sup.7 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl, n is 0, 1 or 2, and R.sup.8 and R.sup.9 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl, or R.sup.8 is hydrogen and R.sup.9 is --SO.sub.2 (C.sub.1 -C.sub.4 alkyl), --CO(C.sub.1 -C.sub.4 alkyl) or --CONH(C.sub.1 -C.sub.4 alkyl), with the proviso that at least one of said R.sup.2 and R.sup.3 is always other than hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.2 and R.sup.3, when attached to adjacent carbon atoms, represent, together with the carbon atoms to which they are attached, a group of the formula --O(CH.sub.2).sub.m O-- where m is 1, 2 or 3, --O(CH.sub.2).sub.2 -- or --(CH.sub.2).sub.3 --; R.sup.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, or --CONH.sub.2 ; and R.sup.5 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy.
- 2. A compound as claimed in claim 1 of the (3R,S)- configuration.
- 3. A compound as claimed in claim 1 of the (3R)- configuration.
- 4. A compound as claimed in claim 1 where each Y is the same.
- 5. A compound as claimed in claim 1 where R.sup.1 is a group selected from diphenyl-methyl, di(4-fluorophenyl)methyl, 1-(2-methylphenyl)-1-phenylmethyl, 1-(2-tert.-butylphenyl)-1-phenylmethyl, (11H) -6,11-dihydrodibenzo[b,e]thiepin-11-yl, (5H)-dibenzo[a,d]-cyclohepten-5-yl and (5H)-10,11-dihydro-dibenzo[a,d]cyclohepten-5-yl.
- 6. A compound as claimed in claim 5 where R.sup.1 is diphenylmethyl.
- 7. A compound as claimed in claim 1 where R is a group of the formula: ##STR143##
- 8. A compound as claimed in claim 7 where R.sup.2 and R.sup.3 are each independently hydrogen, methyl, ethyl, hydroxy-(C.sub.1 -C.sub.3 alkyl), hydroxy, methoxy, ethoxy, halogen, sulphamoyl, --CO(C.sub.1 -C.sub.2 alkyl), --OCO(C.sub.1 -C.sub.2 alkyl), --CONH.sub.2, --CONH(C.sub.1 -C.sub.2 alkyl), --OCONH (C.sub.1 -C.sub.2 alkyl), --NH.sub.2, --CH.sub.2 NH.sub.2, --CH.sub.2 NH(C.sub.1 -C.sub.2 alkyl), --NHSO.sub.2 (C.sub.1 -C.sub.2 alkyl), --NHCO(C.sub.1 -C.sub.2 alkyl), --CH.sub.2 NHCO(C.sub.1 -C.sub.2 alkyl), --CH.sub.2 NHCONH(C.sub.1 -C.sub.2 alkyl) or --NHSO.sub.2 NH.sub.2 ; or R.sup.2 and R.sup.3, when attached to adjacent carbon atoms, represent, together with the carbon atoms to which they are attached, a group of the formula --O(CH.sub.2).sub.m O-- where m is 1, 2 or 3, --O(CH.sub.2).sub.2 -- or (CH.sub.2).sub.3 --; R.sup.4 is hydrogen or --CONH.sub.2 ; and R.sup.5 is hydrogen.
- 9. A compound as claimed in claim 7 where R.sup.1 is diphenylmethyl.
- 10. A compound as claimed in claim 8 where R.sup.2 and R.sup.3 in the definition of R, when taken together, represent --O(CH.sub.2).sub.m O-- where m is 1, whereby R is 3,4-methylenedioxyphenyl.
- 11. A compound as claimed in claim 10 where R.sup.1 is diphenylmethyl and R is 3,4-methylenedioxyphenyl.
- 12. A compound as claimed in claim 11 which has the (3R,S)-configuration.
- 13. A compound as claimed in claim 11 which has the (3R)-configuration.
Priority Claims (1)
Number |
Date |
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Kind |
8816365 |
Jul 1988 |
GBX |
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Parent Case Info
This is a divisional application of application Ser. No. 07/832,173, filed on Feb. 5, 1992, (U.S. Pat. No. 5,231,104) which is a continuation application of application Ser. No. 07/376,263, filed on Jul. 6, 1989 (U.S. Pat. No. 5,089,505).
US Referenced Citations (19)
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Non-Patent Literature Citations (2)
Entry |
Turner, "Screening Methods in Pharmacology," vol. 1, pp. 87-92 (1987). |
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Divisions (1)
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Number |
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Parent |
832173 |
Feb 1992 |
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Continuations (1)
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376263 |
Jul 1989 |
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