Patent ID: 6054591
Filing Date: 2000-04-25
Classification: A61K,C07D

Abstract:
A compound of the formula (I): ##STR7## wherein X and Y each is independently hydrogen, lower aikyl, halogen or nitro;Z is S, SO, SO.sub.2 or CH.sub.2 ; andR is a group of the formula: ##STR8## wherein R.sup.1 is lower alkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio;R.sup.2 is lower alkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, lower alkenyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, cycloalkylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, lower aroylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aralkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, heteroarylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or carbamoyloxyalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio;A is lower alkylene which is uninterrupted or is interrupted by a hetero atom; andR.sup.3 is 1) C.sub.11 -C.sub.20 alkyl,2) acyloxyalkyl,3) --CR.sup.4 R.sup.5 (OR.sup.6)wherein R.sup.4 and R.sup.5 each is independently hydrogen, alkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aryl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aralkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or taken together form cyclic alkyl unsubstituted or substituted with allyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or o-biphenylenemethane when taken together with the adjacent carbon atom; and R.sup.6 is alkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio,4) --C(.dbd.CR.sup.7 R.sup.8)R.sup.9wherein R.sup.7, R.sup.8 and R.sup.9 each is independently hydrogen, alkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or R.sup.7 and R.sup.9 form cyclic alkenyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, when taken together with the adjacent carbon atom,5) --COR.sup.10wherein R.sup.10 is C.sub.6 -C.sub.20 alkyl, cycloalkyl, aralkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or --B--COOR.sup.11,wherein B is alkylene or alkenylene; andR.sup.11 is hydrogen, alkyl, alkanoyloxymethyl, alkoxycarbonylmethyl, --CH(CH.sub.2 OCOR.sup.12).sub.2 wherein R.sup.12 is hydrogen or alkyl, or heteroarylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio,6) --COOR.sup.13wherein R.sup.13 is C.sub.6 -C.sub.20 alkyl, aryl substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aralkyl, unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloasl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or heteroarylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio,7) --CONHCOR.sup.14wherein R.sup.14 is hydrogen, alkyl, alkenyl, cycloalkylalkyl, aryl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aralkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or heteroarylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio,8) --CONHCOOR.sup.15wherein R.sup.15 is alkyl, alkenyl, cycloalkylalkyl, aryl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aralkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or heteroarylalkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or9) --CONHCH.sub.2 NR.sup.16 R.sup.17wherein R.sup.16 and R.sup.17 each is independently alkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, aralkyl unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoalkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, or form a heterocyclic ring when taken together with the adjacent nitrogen atom, unsubstituted or substituted with alkyl, alkenyl, cycloalkyl, haloalkyl, oxoaLkyl, aryl, aralkyl, heteroarylalkyl, aroylalkyl, substituted or unsubstituted amino, acyl, halogen, hydroxy, oxo, alkoxy, acyloxy, cyano, carboxy, alkoxycarbonyl, or phenylthio, salt thereof, or hydrate thereof.