Patent ID: 6172057
Filing Date: 2001-01-09
Classification: A61K,C07C,C07D

Abstract:
A compound of the formula ##STR18##wherein:R.sup.1 isaryl of 6 to 10 carbon atoms, optionally substituted with one or two groups selected independently from R.sup.5 ;A is --S--, --SO-- or SO.sub.2 --:R.sup.2 is H;alkyl of 1 to 18 carbon atoms, optionally substituted with one or two groups selected independently from R.sup.5 ;alkenyl of 3 to 18 carbon atoms having from 1 to 3 double bonds, optionally substituted with one or two groups selected independently from R.sup.5 ;alkynyl of 3 to 18 carbon atoms having from 1 to 3 triple bonds, optionally substituted with one or two groups selected independently from R.sup.5 ; orarylalkyl of 7 to 16 carbon atoms, where aryl is optionally substituted with one or two groups selected independently from R.sup.5 ;R.sup.3 is alkyl of 1 to 18 carbon atoms, optionally substituted with one or two groups selected independently from R.sup.5 ;alkenyl of 3 to 18 carbon atoms having from 1 to 3 double bonds optionally substituted with one or two groups selected independently from R.sup.5 ;alkynyl of 3 to 18 carbon atoms having from 1 to 3 triple bonds optionally substituted with one or two groups selected independently from R.sup.5 ; orarylalkyl of 7 to 16 carbon atoms where aryl is optionally substituted with one or two groups selected independently from R.sup.5 ;R.sup.4 is hydrogen,R.sup.5 is H, C.sub.7 -C.sub.11 aroyl, C.sub.2 -C.sub.6 alkanoyl. F, Cl, Br, I, CN, CHO, C.sub.1 to C.sub.12 alkyl, C.sub.2 to C.sub.12 alkenyl, C.sub.2 -C.sub.12 alkynyl, C.sub.1 -C.sub.6 alkoxy, aryloxy, heteroaryloxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.6 alkoxyaryl, C.sub.1 -C.sub.6 alkoxyheteroaryl, C.sub.1 -C.sub.6 alkylaminoalkoxy, C.sub.1 -C.sub.2 alkylene dioxy, aryloxy-C.sub.1 -C.sub.6 alkyl amine, C.sub.1 -C.sub.12 perfluoro alkyl, S(O).sub.n --C.sub.1 -C.sub.6 alkyl or S(O).sub.n -aryl where n is 0, 1 or 2; OCOOalkyl, OCOOaryl, OCONR.sup.6, COOH, COO--C.sub.1 -C.sub.6 alkyl, COOaryl, CONR.sup.6 R.sup.6, CONHOH, NR.sup.6 R.sup.6, SO.sub.2 NR.sup.6 R.sup.6, NR.sup.6 SO.sub.2 aryl, NR.sup.6 CONR.sup.6 R.sup.6, NHSO.sub.2 CF.sub.3, SO.sub.2 NHheteroaryl, SO.sub.2 NHCOaryl, CONHSO.sub.2 --C.sub.1 -C.sub.6 alkyl, CONHSO.sub.2 aryl, SO.sub.2 NHCOaryl, CONHSO.sub.2 --C.sub.1 -C.sub.6 alkyl, CONHSO.sub.2 aryl, NH.sub.2, OH, aryl, heteroaryl, C.sub.3 to C.sub.8 cycloalkyl; saturated or unsaturated 5 to 10 membered mono or bicyclic heterocycle containing one heteroatom selected from O, S or NR.sup.7 ; wherein aryl is phenyl or naphthyl optionally substituted by 1 or 2 groups selected from halogen, cyano, amino, nitro. C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, or hydroxy and heteroaryl is a 5-7 membered heteroaryl group and contains a heteroatom selected from O, S or NR.sup.7 ;R.sup.6 is H, C.sub.1 to C.sub.18 alkyl optionally substituted with OH; C.sub.3 to C.sub.6 alkenyl, C.sub.3 to C.sub.6 alkynyl, C.sub.1 to C.sub.6 perfluoroalkyl, S(O).sub.n --C.sub.1 -C.sub.6 alkyl or aryl where n is 0, 1 or 2; or COheteroaryl, wherein heteroaryl is a 5-10 membered mono or bicyclic heteroaryl group having 1 to 3 heteroatoms selected independently from O, S or N--C.sub.1 -C.sub.6 alkyl and aryl is phenyl or naphthyl, optionally substituted by 1 or 2 groups selected from halogen, cyano, amino, nitro, C.sub.1 --C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, or hydroxy;and R.sup.7 is R.sup.6 or forms a bond;provided that when(a) when A is S and R2 is hydrogen, then R3 is not --(CH.sub.2).sub.2 OH;(b) when R2 is hydrogen or alkyl, and R3 is alkyl, then R1 is not pyrrolyl-phenyl;(c) when A is S, then R2 and R3 are not both alkyl;(d) when A is S, then R1 is not biphenyl, or a pharmaceutically acceptable salt thereof.