Patent ID: 6313135
Filing Date: 2001-11-06
Classification: C07D

Abstract:
A compound of the formula (II), ##STR23##in racemic form, enantiomer or any combination of these forms, in whichR.sub.1 is selected from the group consisting of alkyl, alkenyl of up to 6 carbon atoms, alkynyl of up to 6 carbon atoms, haloalkyl of up to 6 carbon atoms, alkoxy lower alkyl of up to 12 carbon atoms alkylthio lower alkyl of up to 12 carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, halogen, halo alkyl of up to 6 carbon atoms, alkyl of up to 6 carbon atoms, alkenyl of up to 6 carbon atoms, cyano, cyano alkyl of up to 6 carbon atoms, nitro, nitro alkyl of up to 6 carbon atoms, amido, lower amido alkyl, hydrazino, lower hydrazino alkyl, azido, lower azido alkyl, (CH.sub.2).sub.m NR.sub.6 R.sub.7, (CH.sub.2).sub.m OR.sub.6, (CH.sub.2).sub.m SR.sub.6, (CH.sub.2).sub.m CO.sub.2 R.sub.6, (CH.sub.2).sub.m NR.sub.6 C(O)R.sub.8, (CH.sub.2).sub.m C(O)R.sub.8, (CH.sub.2).sub.m OC(O)R.sub.8, O(CH.sub.2).sub.m NR.sub.6 R.sub.7, OC(O)NR.sub.6 R.sub.7, OC(O)(CH.sub.2).sub.m CO.sub.2 R.sub.6, or (CH.sub.2).sub.n (N.dbd.X), OC(O)(N.dbd.X), (CH.sub.2).sub.m OC(O)(N.dbd.X), aryl or lower aryl alkyl substituted or not substituted with at least one member of the group consisting of alkyl, halo, nitro, amino, lower alkylamino, lower haloalkyl, lower hydroxy alkyl, lower alkoxy, and lower alkoxy lower alkyl or R.sub.2 and R.sub.3 form together a chain of 3 or 4 links, in which the elements of the chain are selected from the group consisting of CH, CH.sub.2, O, S, N, or NR.sub.9 ;R.sub.5 is selected from the group consisting of a) hydrogen, halo, lower halo alkyl, lower alkyl, lower alkoxy, lower alkoxy lower alkyl, lower alkylthio lower alkyl, cycloalkyl, lower cycloalkyl alkyl, cyano, cyano alkyl, lower alkyl lower sulphonyl alkyl, lower hydroxy alkyl, nitro, (CH.sub.2).sub.m C(O)R.sub.8, (CH.sub.2).sub.m NR.sub.6 C(O)R.sub.8, (CH.sub.2).sub.m NR.sub.6 R.sub.7, (CH.sub.2).sub.m N(CH.sub.3)(CH.sub.2).sub.n NR.sub.6 R.sub.7, (CH.sub.2).sub.m OC(O)R.sub.8, (CH.sub.2).sub.m OC(O)NR.sub.6 R.sub.7, (CH.sub.2).sub.m S(O).sub.q R.sub.11, (CH.sub.2).sub.m P(O)R.sub.12 R.sub.13, (CH.sub.2).sub.2 P(S)R.sub.12 R.sub.13, b) (CH.sub.2).sub.n (N.dbd.X), OC(O)(N.dbd.X), (CH.sub.2).sub.m OC(O)(N.dbd.X), aryl and lower aryl alkyl, each substituted or not substituted with at least one member of the group consisting of lower alkyl, halo, nitro, amino, lower alkyl amino, lower halo alkyl, lower hydroxy alkyl, lower alkoxy and lower alkoxy lower alkyl;R.sub.6 and R.sub.7 are independently selected from the group consisting of a) hydrogen, lower alkyl, lower hydroxy alkyl, lower alkyl lower amino alkyl, lower amino alkyl, cycloalkyl, lower cycloalkyl alkyl, lower alkenyl, lower alkoxy lower alkyl, lower halo alkyl, b) aryl and lower aryl alkyl, each substituted or non-substituted with at least one member of the group consisting of lower alkyl, halo, nitro, amino, lower alkyl amino, lower halo alkyl, lower hydroxy alkyl, lower alkoxy, and lower alkoxy lower alkyl;R.sub.8 is selected from the group consisting of hydrogen, lower alkyl, lower hydroxy alkyl, amino, lower alkyl amino, lower alkyl amino lower alkyl, lower amino alkyl, cycloalkyl, lower cycloalkyl alkyl, lower alkenyl, lower alkoxy, lower alkoxy lower alkyl, lower halo alkyl, or aryl or lower aryl alkyl substituted or non-substituted, in which the substituent is a lower alkyl, halo, nitro, amino, lower alkyl amino, lower halo alkyl, lower hydroxy alkyl, lower alkoxy, or lower alkoxy lower alkyl;R.sub.9 is selected from the group consisting of hydrogen, lower alkyl, lower halo alkyl, aryl and substituted aryl with at least one member of the group consisting of lower alkyl, halo, nitro, amino, lower alkyl amino, lower halo alkyl, lower hydroxy alkyl, lower alkoxy, or lower alkoxy lower alkyl;R.sub.10 is selected from the group consisting of hydrogen, lower alkyl, lower halo alkyl, lower alkoxy, aryl and aryl substituted with at least one member of the group consisting of lower alkyl, lower halo alkyl, lower hydroxy alkyl, and lower alkoxy lower alkyl;R.sub.11 is selected from the croup consisting of lower alkyl, aryl, (CH.sub.2).sub.m OR.sub.14, (CH.sub.2).sub.m SR.sub.14, (CH.sub.2)NR.sub.14 R.sub.15 and (CH.sub.2).sub.m (N.dbd.X)R.sub.12 and R.sub.13 are individually selected from the group consisting of lower alkyl, aryl, lower alkoxy, aryloxy and amino;R.sub.14 and R.sub.15 are individually selected from the group consisting of hydrogen, lower alkyl and aryl;R.sub.16 is H or OR.sub.21 ;R.sub.17 is OR.sub.6 or NR.sub.6 R.sub.7 ;R.sub.18 and R.sub.19 are individually selected from the group consisting of hydrogen, halo, lower alkyl, lower alkoxy and hydroxy;R.sub.20 is H or halo;R.sub.21 is selected from the group consisting of hydrogen, a lower alkyl, CHO or C(O)(CH.sub.2).sub.m CH.sub.3 ;m is an integer between 0 and 6;n is 1 or 2; andq is an integer from 0 to 2; and (N.dbd.X) is a heterocyclic group with 4 to 7 ring members, X is the necessary chain to complete said heterocyclic group and is selected from the group consisting of O, S, CH.sub.2, CH, N, NR.sub.9 and COR.sub.9 ; or a pharmaceutically acceptable salt thereof.