Patent ID: 6177439
Filing Date: 2001-01-23
Classification: A61P,C07D

Abstract:
A compound of formula 1, ##STR24##whereinR.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent hydrogen or represent a group selected from hydroxy, lower alkoxy, lower alkanoyl, nitro, cyano, halo, carboxy, amino, substituted amino wherein the amino group is mono or disubstituted and the substituents are selected from lower alkyl, lower haloalkyl, benzyl, benzoyl, carboxyl, amido or lower alkylamino; lower alkyl, or substituted lower alkyl wherein the substituents are selected from hydroxy lower haloalkyl, benzyl, lower alkoxy, benzyloxy, cyano, nitro, amino or lower alkylamino; or R.sup.2 and R.sup.3 together represent --O--(CH.sub.2).sub.n --O-- where n=1 or 2; each of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are not the same except where each of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are hydrogen;R.sup.5 represents hydrogen, lower alkyl, substituted lower alkyl, wherein the substituents are selected from hydroxy, halogen, lower alkoxy, benzyloxy, carboxy, amido, or amino where the amino group is mono or disubstituted and the substituents are selected from lower alkyl, lower haloalkyl, benzyl, or benzoyl, when the amino group is disubstituted the substituents are independent or together with the linking nitrogen atom form a saturated 5 or 6 membered heterocyclic ring of formula (A); ##STR25##where Y represents O, S, NH or CH.sub.2 when formula (A) is a 5-membered ring and Y represents CH.sub.2 when formula (A) is a 6-membered ring; or R.sup.5 represents lower aralkyl, where the aryl group is selected from phenyl, biphenyl or naphthyl; andR.sup.6 represents phenyl or benzyl where the phenyl group may be unsubstituted or substituted with mono, di or trisubstituents selected from halogen, lower alkoxy, cyano, nitro, lower alkyl, amino, or substituted amino wherein the amino group is mono or disubstituted with lower alkyl groups; cycloalkyl or cycloalkyl lower alkyl where the cyclic ring has 3 to 7 ring atoms all of said ring atoms being carbon; lower alkyl groups substituted with saturated 5 or 6 membered heterocyclic ring of formula (B), ##STR26##when formula (B) is a 5 membered ring X represents CH or N and Y represents O, S, NH or CH.sub.2, when formula (B) is a 6 membered ring, X represents CH or N and Y represents CH.sub.2 ; substituted benzoyl wherein the substituents are selected from lower alkyl, lower haloalkyl, halogen, lower alkoxy, thioalkoxy, cyano, nitro, amido, amino, or lower alkylamino; lower alkenyl, substituted lower alkyl, or substituted lower alkenyl, wherein the substituents are selected from halogen, hydroxy, lower alkoxy, aryloxy, thio, thioalkyl, thioaryl, aryl, wherein the aryl group is selected from phenyl, biphenyl, or naphthyl; heteroaryl wherein the heteroaryl is selected from pyridyl, quinoline, isoquinoline, indole, pyrrole, furan, benzofuran, thiophene, thiazolidine or imidazole; carboxy, cyano, nitro, amido or amino in which the amino group can be unsubstituted or mono, or disubstituted, wherein the substituents are selected from hydroxy, lower alkyl, lower haloalkyl, benzyl, benzoyl, lower alkoxy, carboxy, amido, amino or lower alkylamino, when the amino group is disubstituted the substituents are independent or together with the linking nitrogen atom form a saturated 5 or 6 membered heterocyclic group of formula (A), ##STR27##when formula (A) is a 5-membered ring, Y represents, O, S, NH or CH.sub.2 ; when formula (A) is a 6-membered ring, Y represents CH.sub.2 ;or R.sup.6 represents substituted lower alkanoyl wherein the substituents are selected from halogen, lower alkoxy, aryloxy, thio, thioalkyl, thioaryl, aryl, wherein the aryl group is selected from phenyl, biphenyl, or naphthyl; heteroaryl wherein the heteroaryl is selected from pyridyl, quinoline, isoquinoline, indole, pyrrole, furan, benzofuran, thiophene, thiazolidine or imidazole; carboxy, cyano, nitro, amido or amino in which the amino group can be unsubstituted or mono, or disubstituted wherein the substituents are selected from hydroxy, lower alkyl, lower haloalkyl, benzyl, benzoyl, lower alkoxy, carboxy, amido, amino or lower alkylamino, when the amino group is disubstituted the substituents are independent or together with the linking nitrogen atom form a saturated 5 or 6 membered heterocyclic group of formula (A), ##STR28##when formula (A) is a 5-membered ring, Y represents, O, S, NH or CH.sub.2 ; when formula (A) represents a 6-membered ring Y represents CH.sub.2 ; and when R.sup.1 represents hydroxy, amino or nitro, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 represent hydrogen and R.sup.6 represents hydrogen, lower alkyl, alkanoyl or benzoyl groups.