Patent ID: 6159945
Filing Date: 2000-12-12
Classification: C07H

Abstract:
A compound of the formula I ##STR10## or a pharmaceutically acceptable salt thereof, wherein: X is --CR.sup.5 R.sup.6 -- or --NR.sup.5 -- or --O--;or X is taken together with R.sup.3 to form --N.dbd.CR.sup.7 R.sup.8 ;or X and R.sup.3 are taken together to form a heterocyclic ring of the formula XI ##STR11## wherein in said ring of formula XI, r and p are each independently an integer ranging from 1 to 3, q is 0 or 1, and R.sup.9 is --CH.sub.2 --, --O--, --S--, --C(O)--, --C(S)--, --SO.sub.2 --, --CH.dbd.CH--, --CH(OH)CH(OH)--, or --NH--; and wherein the (CH.sub.2).sub.r and (CH.sub.2).sub.p portions of said ring of formula XI are optionally substituted by 1 to 4 substituents, and the nitrogen atom where R.sup.9 is --NH-- is optionally substituted by 1 substituent, and each hydrogen atom of R.sup.9 where R.sup.9 is --CH.sub.2 --, --CH.dbd.CH--, or --CH(OH)CH(OH) is optionally substituted by one substituent, said optional substituents being independently selected from the group consisting of --C(O)O(C.sub.1 -C.sub.10 alkyl), C.sub.1 -C.sub.10 alkoxy, C.sub.1 -C.sub.10 alkanoyl, halo, nitro, cyano, 4-10 membered heterocyclic, C.sub.1 -C.sub.10 alkyl, --NR.sup.5 R.sup.6, C.sub.6 -C.sub.10 aryl, --S(O).sub.n (C.sub.1 -C.sub.10 alkyl) wherein n is an integer ranging from 0 to 2, and --SO.sub.2 NR.sup.5 R.sup.6 ;each R.sup.1 and R.sup.2 is independently selected from the group consisting of H and C.sub.1 -C.sub.12 alkyl, wherein one or two carbons of said alkyl are optionally replaced by a heteroatom selected from the group consisting of O, S and N, and are optionally substituted by 1 to 3 substituents selected from the group consisting of --C(O)O(C.sub.1 -C.sub.10)alkyl, --O(C.sub.1 -C.sub.10)alkyl, C.sub.1 -C.sub.10 alkanoyl, halo, nitro, cyano, C.sub.1 -C.sub.10 alkyl, 4-10 membered heterocyclic, C.sub.6 -C.sub.10 aryl, --N(C.sub.1 -C.sub.10) alkyl, --S(C.sub.1 -C.sub.10 alkyl), --SO(C.sub.1 -C.sub.10)alkyl, --SO.sub.2 (C.sub.1 -C.sub.10)alkyl and --SO.sub.2 N(C.sub.1 -C.sub.10)alkyl;or R.sup.1 and R.sup.2 are taken together with the nitrogen atom to which they are linked to form --N.dbd.CR.sup.7 R.sup.8 ;or R.sup.1 and R.sup.2 are taken together with the nitrogen atom to which they are linked to form a heterocyclic ring of the formula XI ##STR12## wherein in said ring of formula XI, r and p are each independently an integer ranging from 1 to 3, q is 0 or 1, and R.sup.9 is --CH.sub.2 --, --O--, --S--, --C(O)--, --C(S)--, --SO.sub.2 --, --CH.dbd.CH--, --CH(OH)CH(OH)--, or --NH--; and wherein the (CH.sub.2).sub.r and (CH.sub.2).sub.p portions of said ring of formula XI are optionally substituted by 1 to 4 substituents, and the nitrogen atom where R.sup.9 is --NH-- is optionally substituted by 1 substituent, and each hydrogen atom of R.sup.9 where R.sup.9 is --CH.sub.2 --, --CH.dbd.CH--, or --CH(OH)CH(OH) is optionally substituted by one substituent, said optional substituents being independently selected from the group consisting of --C(O)O(C.sub.1 -C.sub.10 alkyl), C.sub.1 -C.sub.10 alkoxy, C.sub.1 -C.sub.10 alkanoyl, halo, nitro, cyano, 4-10 membered heterocyclic, C.sub.1 -C.sub.10 alkyl, --NR.sup.5 R.sup.6, C.sub.6 -C.sub.10 aryl, --S(O).sub.n (C.sub.1 -C.sub.10 alkyl) wherein n is an integer ranging from 0 to 2, and --SO.sub.2 NR.sup.5 R.sup.6 ;R.sup.3 is H, R.sup.7, --C(O)R.sup.7, C(O)R.sup.10, --C(O)OR.sup.7, --C(O)OR.sup.10, or --(CR.sup.5 R.sup.6).sub.m R.sup.10, wherein m is an integer ranging from 0 to 6 and both R.sup.5 and R.sup.6 may vary for each interation where m is greater than 1;R.sup.4 is H, --C(O)R.sup.10 or C.sub.1 -C.sub.18 alkanoyl, wherein in the alkyl portion of said alkanoyl one or two carbons optionally may be replaced by a heteroatom selected from the group consisting of O, S and N;each R.sup.5 and R.sup.6 is independently H or C.sub.1 -C.sub.6 alkyl;each R.sup.7 and R.sup.8 is independently selected from H and C.sub.1 -C.sub.12 alkyl, wherein one or two carbons of said alkyl are optionally replaced by a heteroatom selected from the group consisting of O, S and N, and are optionally substituted by 1 to 3 substituents selected from the group consisting of --C(O)O(C.sub.1 -C.sub.10)alkyl, --O(C.sub.1 -C.sub.10)alkyl, C.sub.1 -C.sub.10 alkanoyl, halo, nitro, cyano, C.sub.1 -C.sub.10 alkyl, 4-10 membered heterocyclic, C.sub.6 -C.sub.10 aryl, --N(C.sub.1 -C.sub.10)alkyl, --S(C.sub.1 -C.sub.10) alkyl), --SO(C.sub.1 -C.sub.10)alkyl, --SO.sub.2 (C.sub.1 -C.sub.10)alkyl and --SO.sub.2 N(C.sub.1 -C.sub.10)alkyl; andR.sup.10 is a 4-10 membered heterocyclic or C.sub.6 -C.sub.10 aryl; wherein said heterocyclic and aryl groups are optionally substituted by 1 to 3 substituents independently selected from the group consisting of 4-10 membered heterocyclic, C.sub.6 -C.sub.10 aryl, --NHC(O)(C.sub.1 -C.sub.10)alkyl, --NHC(O)N(C.sub.1 -C.sub.10)alkyl, --C(O)O(C.sub.1 -C.sub.10)alkyl, --O--(C.sub.1 -C.sub.10)alkyl, C.sub.1 -C.sub.10 alkanoyl, halo, nitro, cyano, (C.sub.1 -C.sub.10) alkyl, --N(C.sub.1 -C.sub.10)alkyl, --S(C.sub.1 -C.sub.10 alkyl), --SO(C.sub.1 -C.sub.10)alkyl), --SO.sub.2 (C.sub.1 -C.sub.10)alkyl and --SO.sub.2 N(C.sub.1 -C.sub.10)alkyl.