Patent ID: 6339091
Filing Date: 2002-01-15
Classification: C07D

Abstract:
A compound selected from the group consisting of racemic or enantiomeric forms or mixtures thereof of a compound of the formula wherein R1 is selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, lower haloalkyl, lower alkoxy lower alkyl and lower alkylthio lower alkyl, R2, R3 and R4 are independently selected from the group consisting of hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkenyl, â€”CN, lower cyanoalkyl, â€”NO2, lower nitroalkyl, amido, lower amidoalkyl, hydrazino, lower hydrazinoalkyl, azido, lower azidoalkyl, [N&boxH;X] is a heterocyclic of 4 to 7 ring members with N and X are the remaining ring members selected from the group consisting of oxygen, sulfur, â€”CH2, â€”CH&boxH;, &boxH;Nâ€”, â€”NR9â€”, â€”COR10â€”, unsubstituted or substituted aryl and unsubstituted or substituted aralkyl with 1 to 4 substituents on the aryl selected from the group consisting of lower alkyl, halogen, â€”NO2, â€”NH2, lower alkylamino, lower haloalkyl, lower hydroxyalkyl, lower alkoxy and lower alkoxy lower alkyl or R2 and R3 or R3 and R4 together form a chain of 3 to 4 members selected from the group consisting of â€”CH&boxH;, â€”CH2â€”, â€”Oâ€”, â€”Sâ€”, &boxH;Nâ€” and â€”NR9â€”, R5 is selected from the group consisting of hydrogen,halogen, lower haloalkyl, lower alkyl, lower alkoxy, lower alkoxy lower alkyl, lower alkylthio lower alkyl, cycloalkyl of 3 to 6 carbon atoms, cycloalkyl lower alkyl, â€”CN, lower cyanoalkyl, lower alkyl lower sulfonylalkyl, lower hydroxyalkyl, â€”NO2, â€”(CH2)mâ€”S(O)qâ€”R11, â€”(CH2)mâ€”P(O)â€”R12 R13, â€”(CH2)2â€”P(S)â€”R12 R13, unsubstituted or substituted â€”(CH2)nâ€”[N&boxH;X], unsubstituted or substituted aryl and unsubstituted or substituted lower aralkyl with 1 to 4 substituents on the aryl selected from the group consisting of lower alkyl, halogen, â€”OH, â€”NO2, â€”NH2, lower alkylamino, lower haloalkyl, lower hydroxyalkyl, lower alkoxy and lower alkoxy lower alkyl, R6 and R7 are individually selected from the group consisting of hydrogen, lower alkyl, lower hydroxyalkyl, lower alkyl lower aminoalkyl, lower aminoalkyl, cycloalkyl of 3 to 6 carbon atoms, cycloalkyl lower alkyl, lower alkenyl, lower haloalkyl, lower alkoxy lower alkyl, unsubstituted or substituted aryl and unsubstituted or substituted aryl lower alkyl with 1 to 4 substituents on the aryl selected from the group consisting of lower alkyl, halogen, â€”NO2, â€”NH2, lower alkylamino, lower haloalkyl, lower hydroxyalkyl, lower alkoxy and lower alkoxy lower alkyl, R8 is selected from the group consisting of hydrogen, lower alkyl, lower hydroxyalkyl, â€”NH2, lower alkylamino, lower alkyl lower aminoalkyl, lower aminoalkyl, cycloalkyl of 3 to 6 carbon atoms, cycloalkyl lower alkyl, lower alkenyl, lower alkoxy, lower alkoxy lower alkyl, lower haloalkyl, unsubstituted or substituted aryl and unsubstituted or substituted aryl lower alkyl with 1 to 4 substituents on the aryl selected from the group consisting of lower alkyl, halogen, â€”NO2, â€”NH2, lower alkylamino, lower haloalkyl, lower hydroxyalkyl, lower alkoxy and lower alkoxy lower alkyl, R9 is selected from the group consisting of hydrogen, lower alkyl, lower haloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted lower aralkyl where the aryl has at least one substituent on the aryl selected from the group consisting of lower alkyl, halogen, â€”NO2, â€”NH2, lower alkylamino, lower haloalkyl, lower hydroxyalkyl, lower alkoxy and lower alkoxy lower alkyl, R10 is selected from the group consisting of hydrogen, lower alkyl, lower haloalkyl, lower alkoxy, aryl and aryl substituted with 1 to 4 members of the group consisting of lower alkyl, lower haloalkyl, lower hydroxyalkyl and lower alkoxy lower alkyl, R11 is selected from the group consisting of lower alkyl, aryl, â€”(CH2)mâ€”, â€”OR14, â€”(CH2)mâ€”Sâ€”R14, â€”(CH2)mâ€”[N&boxH;X], R12 and R13 are individually selected from the group consisting of lower alkyl, aryl, lower alkoxy, aryloxy and â€”NH2, R14 and R15 are individually selected from the group consisting of hydrogen, lower alkyl and arylR18 and R19 are individually selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy and â€”OH, R20 is hydrogen or halogen, R21 is selected from the group consisting of hydrogen, lower alkyl, â€”CHO and m is an integer from 0 to 6, Rp is selected from the group consisting of hydrogen and an easily cleavable group of the formula A is alkylene unsubstituted or substituted with at least one member of the group consisting of â€”OH, salified â€”OH, acyloxy of an organic carboxylic acid of 1 to 6 carbon atoms, halogen, â€”COOH, â€”COOH esterified with an alkanol of 1 to 6 carbon atoms, salified carboxy, â€”NH2 and mono- and di -lower alkylamino, R22 and R23 are individually selected from the group consisting of hydrogen, lower alkyl, hydroxy lower alkyl, lower alkyl lower aminoalkyl, lower aminoalkyl, cycloalkyl of 3 to 6 carbon atoms, cycloalkyl lower alkyl, lower alkenyl, lower alkoxy lower alkyl, lower haloalkyl, unsubstituted or substituted aryl and lower aralkyl with 1 to 4 substituents on the aryl selected from the group consisting of lower alkyl, halogen, â€”NO2, â€”NH2, lower alkylamino, lower haloalkyl, lower hydroxylalkyl, lower alkoxy and lower alkoxy lower alkyl, n is 1 or 2, qis an integer from 0 to 2, â€”[N&boxH;X] is a heterocycle of 4 to 7 ring members with X being the chain remainder selected from the group consisting of â€”Oâ€”, â€”Sâ€”, â€”CH2, &boxH;CHâ€”, &boxH;Nâ€”, â€”NR9â€” and and its non-toxic, pharmaceutically acceptable salts.