Patent ID: 6251907
Filing Date: 2001-06-26
Classification: A61P,C07C,C07D,C07F

Abstract:
A compound of the formula ##STR133##whereinX is --O--, --S--, --NH-- or --N(R.sub.2)--;R.sub.2 is selected from the group consisting of lower alkyl, aryl lower alkyl, aryl, cycloalkyl, aroyl, alkanoyl, alkoxycarbonyl, and phenylsulfonyl groups;aryl is as defined hereinafter;p is 1 or 2;Y is hydrogen, lower alkyl, hydroxy, chlorine, fluorine, bromine, iodine, lower alkoxy, trifluoromethyl, nitro, or amino;(R.sub.1) is --CR.sub.24 R.sub.27 --(CR.sub.23 R.sub.24).sub.n --CR.sub.24 R.sub.27 -- where n is 0, 1, 2, or 3; or--CHR.sub.24 --CH.dbd.CH--CHR.sub.24 --,--CHR.sub.24 --C.ident.C--C--CHR.sub.24 --,--CHR.sub.24 --CH.dbd.CH--CR.sub.23 R.sub.24 --CHR.sub.24 --,--CHR.sub.24 --CR.sub.23 R.sub.24 --CH.dbd.CH--CHR.sub.24 --,--CHR.sub.24 --C.ident.C--CR.sub.23 R.sub.24 --CHR.sub.24 --, or--CHR.sub.24 --CR.sub.23 R.sub.24 --C.ident.C--CHR.sub.24 --,the --CH.dbd.CH-- bond being cis or trans;R.sub.23 is hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, hydroxy, (C.sub.1 -C.sub.18)alkoxy, aryloxy, aryl (C.sub.1 -C.sub.18)alkyloxy, (C.sub.1 -C.sub.18)alkanoyloxy, hydroxy (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.18)alkoxy (C.sub.1 -C.sub.6)alkyl, aryl (C.sub.1 -C.sub.18)alkyloxy (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.18)alkanoyloxy (C.sub.1 -C.sub.6)alkyl, or ##STR134##where Z.sub.1 is lower alkyl, --OH, lower alkoxy, --CF.sub.3, --NO.sub.2, --NH.sub.2 or halogen, and p is as previously defined; andR.sub.24 is hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, hydroxy (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.18)alkoxy(C.sub.1 -C.sub.6)alkyl, phenyl (C.sub.1 -C.sub.6)alkyloxy, aryl (C.sub.1 -C.sub.18)alkyloxy (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.18)alkanoyloxy (C.sub.1 -C.sub.6)alkyl, or ##STR135##whereZ.sub.1 is as previously defined, and p is as previously defined;R.sub.27 is hydrogen or R.sub.24 and R.sub.27 taken together with the carbon to which they are attached form C.dbd.O or C.dbd.S;with the proviso that R.sub.23 is not hydrogen, (C.sub.1 -C.sub.18) linear alkyl, phenyl, or ##STR136##when R.sub.27 is hydrogen and R.sub.24 is hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, or ##STR137##with the proviso that R.sub.24 is not hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, or ##STR138##when R.sub.27 is hydrogen and n is 0; or when R.sub.27 is hydrogen and R.sub.23 is hydrogen, (C.sub.1 -C.sub.18)linear alkyl, phenyl, or ##STR139##or when R.sub.1 is --CHR.sub.24 --CH.dbd.CH--CHR.sub.24 -- or --CHR.sub.24 --C.ident.C--CHR.sub.24 --;R is hydrogen, lower alkyl, lower alkoxy, hydroxyl, carboxyl, chlorine, fluorine, bromine, iodine, amino, lower mono or dialkylamino, nitro, lower alkyl thio, trifluoromethoxy, cyano, acylamino, trifluoromethyl, trifluoroacetyl, aminocarbonyl, monoalkylaminocarbonyl, dialkylaminocarbonyl, formyl,--C(.dbd.O)-alkyl,--C(.dbd.O)--O-alkyl,--C(.dbd.O)-aryl,--C(.dbd.O)-heteroaryl,--CH(OR.sub.7)-alkyl,--C(.dbd.W)-alkyl,--C(.dbd.W)-aryl, or--C(.dbd.W)-heteroaryl;where alkyl is (C.sub.1 -C.sub.18)alkyl;aryl is phenyl or ##STR140##where R.sub.5 is hydrogen, lower alkyl, lower alkoxy, hydroxy, chlorine, fluorine, bromine, iodine, lower monoalkylamino, lower dialkylamino, nitro, cyano, trifluoromethyl, or trifluoromethoxy;heteroaryl is ##STR141##where Q.sub.3 is --O--, --S--, --NH--, or --CH.dbd.N--;W is CH.sub.2 or CHR.sub.8 or N--R.sub.9 ;R.sub.7 is hydrogen, lower alkyl, or alkanoyl;R.sub.8 is lower alkyl;R.sub.9 is hydroxy, lower alkoxy, or --NHR.sub.10 ; andR.sub.10 is hydrogen, lower alkyl, C.sub.1 -C.sub.3 acyl, aryl, --C(.dbd.O)-aryl or --C(.dbd.O)-heteroaryl, where aryl and heteroaryl are as defined above; andm is 1, 2, or 3; and,any hydroxyl group attached to an aliphatic or aromatic carbon atom, or any primary or secondary nitrogen atom may be acylated with a (C.sub.4 -C.sub.18)alkanoyl group; in addition, any nitrogen atom may alternatively be acylated with a (C.sub.4 -C.sub.18)alkoxycarbonyl group;all geometric, optical and stereoisomers thereof, or a pharmaceutically acceptable acid addition salt thereof.