Patent ID: 6436951
Filing Date: 2002-08-20
Classification: A61P,C07D

Abstract:
A compound selected from the group consisting of a compound of the formula in racemic or enantiomeric form or combinations thereof wherein R1 is selected from the group consisting of alkyl and haloalkyl of 1 to 6 carbon atoms, alkenyl and alkynyl of up to 6 carbon atoms, alkoxyalkyl and alkylthioalkyl, wherein each alkyl and alkoxy contains 1 to 6 carbon atoms, R2, R3 and R4 are individually selected from the group consisting of hydrogen, â€”OH, halogen, â€”NOH2, â€”CN, alkoxy and haloalkyl of 1 to 6 carbon atoms, arylalkoxy of 1 to 6 alkyl carbon atoms, alkyl and alkenyl of up to 6 carbon atoms, cyanoalkyl of 1 to 6 alkyl carbon atoms, nitroalkyl of 1 to 6 carbon atoms, amido, amidoalkyl of 1 to 6 alkyl carbon atoms, â€”OCOâ€”(CH2)mâ€”COOR6, aryl and arylalkyl of 1 to 6 alkyl carbon atoms, the aryl and aralkyl being unsubstituted or substituted on the aryl with 1 to 4 substituents selected from the group consisting of halogen, â€”NH2, alkylamino and haloalkyl of 1 to 6 carbon atoms, hydroxyalkyl and alkoxy of 1 to 6 carbon atoms and alkyl and alkoxyalkyl of up to 6 carbon atoms, or R2 and R3 or R3 and R4 or R4 and R5 independently form a chain of 3 to 4 links in which the links are selected from the group consisting of â€”CH2â€”, â€”CHâ€”, â€”Oâ€”, â€”Sâ€”, nitrogen and â€”Nâ€”R9, R5 is selected from the group consisting of hydrogen, halogen, alkyl and haloalkyl of 1 to 6 carbon atoms, alkoxy and alkoxyalkyl wherein the alkoxy and alkyl are up to 6 carbon atoms, alkylthioalkyl and cyanoalkyl wherein the alkyl have up to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl wherein the cycloalkyl has 3 to 7 carbon atoms and the alkyl has 1 to 6 carbon atoms, â€”CN, alkanesulfonylalkyl wherein the alkane and alkyl have of 1 to 6 alkyl carbon atoms, â€”NO2, hydroxyalkyl of 1 to 6 carbon atoms, aryl and aralkyl of 1 to 6 alkyl carbon atoms, aryl and aralkyl being unsubstituted or substituted on the aryl with 1 to 4 substituents selected from the group consisting of halogen, â€”NH2, alkyl and alkylamino of 1 to 6 carbon atoms, haloalkyl and hydroxyalkyl of 1 to 6 carbon atoms and alkoxy and alkoxyalkyl wherein the alkyl and alkoxy have up to 6 carbon atoms, R6 and R7 are individually selected from the group consisting of hydrogen, alkyl and hydroxyalkyl of 1 to 6 carbon atoms, alkylaminoalkyl and aminoalkyl wherein each alkyl has 1 to 6 alkyl carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 3 to 7 cycloalkyl carbon atoms and up to 6 alkyl carbon atoms, alkenyl of 2 to 6 carbon atoms, alkoxy and haloalkyl of 1 to 6 carbon atoms, aryl selected from the group consisting of phenyl, naphthyl, anthracyl, biphenyl and indenyl and aralkyl selected from the group consisting of phenylalkyl, naphthylalkyl, anthracylalkyl biphenylalkyl and indenylalkyl of 1 to 6 alkyl carbon atoms, the aryl and aralkyl being unsubstituted or substituted on the aryl with 1 to 4 members selected from the group consisting of halogen, â€”NH2, alkyl and alkylamino of 1 to 6 carbon atoms, haloalkyl and hydroxyalkyl of 1 to 6 carbon atoms, alkoxy and alkoxyalkyl wherein the alkoxy and alkyl have up to 6 carbon atoms or R6 and R7 together with the nitrogen to which they are attached form a non-aromatic heterocycle selected from the group consisting of morpholino, piperazine and piperidino, said non-aromatic heterocycle being unsubstituted or substituted by 1 to 4 members of the group consisting of halogen, â€”NH2, alkyl and alkylamino wherein each alkyl has 1 to 6 carbon atoms, haloalkyl and hydroxyalkyl of 1 to 6 carbon atoms, alkoxy and alkoxyalkyl wherein the alkoxy and alkyl have up to 6 carbon atoms and unsubstituted or substituted aryl and aralkyl of 1 to 6 alkyl carbon atoms, R8 is selected from the group consisting of hydrogen, alkyl and hydroxyalkyl of 1 to 6 carbon atoms, â€”NH2, alkyl and aminoalkyl of 1 to 6 carbon atoms, alkylaminoalkyl wherein each alkyl has up to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 3 to 7 cycloalkyl carbon atoms, and 1 to 6 alkyl carbon atoms, alkenyl of 2 to 6 carbon atoms, alkoxy and alkoxyalkyl wherein the alkoxy and alkyl have up to 6 carbon atoms, haloalkyl of 1 to 6 carbon atoms, aryl selected from the group consisting of phenyl, naphthyl, anthracyl, biphenyl and indenyl and aralkyl selected from the group consisting of phenylalkyl, naphthylalkyl, anthracylalkyl, biphenylalkyl and indenylalkyl of 1 to 6 alkyl carbon atoms, said aryl and aralkyl being unsubstituted or substituted on the aryl by 1 to 4 members selected from the group consisting of halogen, â€”NH2, alkyl and alkylamino of 1 to 6 carbon atoms, haloalkyl and hydroxyalkyl of 1 to 6 carbon atoms and alkoxy and alkoxyalkyl wherein the alkoxy and alkyl have up to 6 carbon atoms, R9 is selected from the group consisting of hydrogen, alkyl and haloalkyl of 1 to 6 carbon atoms and aryl and aralkyl of 1 to 6 alkyl carbon atoms, the aryl and aralkyl being unsubstituted or substituted on the aryl by 1 to 4 members selected from the group consisting of halogen, â€”NH2, alkyl and alkylamino of 1 to 6 carbon atoms, haloalkyl and hydroxyalkyl of 1 to 6 carbon atoms and alkoxy and alkoxyalkyl wherein the alkoxy and alkyl have up to 6 carbon atoms, R10 is selected from the group consisting of â€”CN, â€”COOR11, 1H-1,2,3,4-tetrazo-5-yl and 1-alkyl-1,2,3,4-tetrazo-5-yl, R11 is selected from the group consisting of hydrogen, alkyl and haloalkyl of 1 to 6 carbon atoms, hydroxyalkyl and alkylcarbonyloxyalkyl wherein each alkyl has up to 6 alkyl carbon atoms, and aryl and aralkyl of 1 to 6 alkyl carbon atoms, the aryl and aralkyl being unsubstituted or substituted on the aryl with at least one member of the group consisting of halogen, â€”NH2, alkyl and alkylamino of 1 to 6 carbon atoms, haloalkyl and hydroxyalkyl of 1 to 6 carbon atoms and alkoxy and alkoxyalkyl wherein the alkoxy and alkyl have up to 6 carbon atoms, m is an integer of 0 to 6, n is an integer of 1 to 4, p is an integer of 2 to 6 and its pharmaceutically acceptable salts.