Patent ID: 6136817
Filing Date: 2000-10-24
Classification: A61P,C07D

Abstract:
A compound according to formula (I) ##STR23## wherein R.sub.1 represents C.sub.2 -C.sub.10 alkenyl; C.sub.4 -C.sub.10 cycloalkylalkyl wherein the cycloalkyl is C.sub.3 -C.sub.6 cycloalkyl and the alkyl is C.sub.1 -C.sub.4 alkyl; C.sub.4 -C.sub.10 cykloalkenylalkyl wherein the cycloalkenyl is C.sub.3 -C.sub.6 cykloalkenyl and the alkyl is C.sub.1 -C.sub.4 alkyl; C.sub.7 -C.sub.16 arylalkyl wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkyl is C.sub.1 -C.sub.6 alkyl; C.sub.8 -C.sub.16 arylalkenyl wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkenyl is C.sub.2 -C.sub.6 alkenyl;R.sub.2 represents hydrogen, hydroxy, C.sub.1 -C.sub.6 alkoxy; C.sub.2 -C.sub.6 alkenyloxy; C.sub.7 -C.sub.16 arylakyloxy wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkyloxy is C.sub.1 -C.sub.6 alkyloxy; C.sub.7 -C.sub.16 arylalkenyloxy wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkenyloxy is C.sub.2 -C.sub.6 alkenyloxy; C.sub.1 -C.sub.6 alkanoyloxy; C.sub.7 -C.sub.16 arylalkanoyloxy wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkanoyloxy is C.sub.1 -C.sub.6 alkanoyloxy;R.sub.3 represents hydrogen, C.sub.1 -C.sub.6 alkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.7 -C.sub.16 arylalkyl wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkyl is C.sub.1 -C.sub.6 alkyl; C.sub.7 -C.sub.16 arylalkenyl wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkenyl is C.sub.2 -C.sub.6 alkenyl; hydroxy(C.sub.1 -C.sub.6)alkyl; alkoxyalkyl wherein the alkoxy is C.sub.1 -C.sub.6 alkoxy and the alkyl is C.sub.1 -C.sub.6 alkyl; CO.sub.2 H; CO.sub.2 (C.sub.1 -C.sub.6 alkyl);R.sub.4 is hydrogen; hydroxy; C.sub.1 -C.sub.6 alkoxy; C.sub.7 -C.sub.16 arylalkyloxy wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkyloxy is C.sub.1 -C.sub.6 akyloxy; C.sub.2 -C.sub.6 alkenyloxy; C.sub.1 -C.sub.6 alkanoyloxy; C.sub.7 -C.sub.16 arylalkanoyloxy wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkanoyloxy is C.sub.1 -C.sub.6 alkanoyloxy; C.sub.2 -C.sub.10 alkyloxyalkoxy wherein alkyloxy is C.sub.1 -C.sub.4 alkyloxy and alkoxy is C.sub.1 -C.sub.6 alkoxy;R.sub.5 and R.sub.6 each independently represent hydrogen; OH; C.sub.1 -C.sub.6 alkoxy; C.sub.1 -C.sub.6 alkyl; hydroxyalkyl wherein the alkyl is C.sub.1 -C.sub.6 alkyl; halo; nitro; cyano; SCN trifluoromethyl; CO.sub.2 H; CO.sub.2 (C.sub.1 -C.sub.6 alkyl); CONH.sub.2 ; CONH(C.sub.1 -C.sub.6 alkyl); CON(C.sub.1 -C.sub.6 alkyl).sub.2 ; amino; C.sub.1 -C.sub.6 monoalkyl amino; C.sub.1 -C.sub.6 dialkyl amino; C.sub.5 -C.sub.6 cycloalkyl amino; SH; SO.sub.3 H; SO.sub.3 (C.sub.1 -C.sub.6 alkyl); SO.sub.2 (C.sub.1 -C.sub.6 alkyl); SO.sub.2 NH.sub.2 ; SO.sub.2 NH(C.sub.1 -C.sub.6 alkyl); SO.sub.2 NH (C.sub.7 -C.sub.20 arylalkyl); SO(C.sub.1 .sup.14 C.sub.6 alkyl); or R.sub.5 and R.sub.6 together form a phenyl ring which may be unsubstituted or substituted by halo, nitro, cyano, thiocyanato; C.sub.1 -C.sub.6 alkyl; trifluoromethyl; C.sub.1 -C.sub.6 alkoxy, CO.sub.2 H, CO(C.sub.1 -C.sub.6 alkyl), amino, C.sub.1 -C.sub.6 monoalkylamino, C.sub.1 -C.sub.6 dialkylamino, SH; SO.sub.3 H; H; SO.sub.3 (C.sub.1 -C.sub.6 alkyl), SO.sub.2 (C.sub.1 -C.sub.6 alkyl), SO(C.sub.1 -C.sub.6 alkyl), andX represents oxygen; sulfur; CH.dbd.CH or NR.sub.9 wherein R.sub.9 is H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.7 -C.sub.16 arylalkyl wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkyl is C.sub.1 -C.sub.6 alkyl, C.sub.7 -C.sub.16 arylkenyl wherein the aryl is C.sub.6 -C.sub.10 aryl and the alkenyl is C.sub.2 -C.sub.6 alkenyl; C.sub.1 -C.sub.6 alkanoyl;and whereinaryl is unsubstituted or mono- or di- or trisubstituted independently with hydroxy, halo, nitro, cyano, SCN trifluoromethyl, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, CO.sub.2 H, CO.sub.2 (C.sub.1 -C.sub.3)alkyl, CONH.sub.2, CONH(C.sub.1 -C.sub.3 alkyl), CON(C.sub.1 -C.sub.3 alkyl), CO(C.sub.1 -C.sub.3 alkyl), amino, (C.sub.1 -C.sub.3 monoalkyl)amino, (C.sub.1 -C.sub.3 dialkyl)amino, C.sub.5 -C.sub.6 cycloalkylamino (C.sub.1 -C.sub.3 alkanoyl)amino, SH, SO.sub.3 H, SO.sub.3 (C.sub.1 -C.sub.3 alkyl), SO.sub.2 (C.sub.1 -C.sub.3 alkyl), SO(C.sub.1 -C.sub.3 alkyl), C.sub.1 -C.sub.3 alkylthio or C.sub.1 -C.sub.3 alkanoylthio; andwith the following provisos:(i) when R.sub.2 is hydroxy, R.sub.3 is not hydrogen unless R.sub.4 is hydrogen, OCH.sub.2 OCH3, OCH.sub.2 OC.sub.2 H.sub.5 or OC(Ph).sub.3 ; or(ii) R.sub.3 is not hydrogen unless R.sub.4 is C.sub.2 -C.sub.10 alkyloxyalkoxy, or R.sub.2 is C.sub.7 -C.sub.16 arylalkenyloxy or C.sub.2 -C.sub.6 alkenyloxy;or a pharmaceutically acceptable salt thereof.