Cinnoline compounds

C - Chemistry – Metallurgy – 07 – D

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C07D 237/28 (2006.01) C07D 401/06 (2006.01) C07D 403/06 (2006.01) C07D 413/06 (2006.01) C07D 417/04 (2006.01) C07F 7/18 (2006.01)

Patent

CA 1309406

ICI Am 1699-S Abstract Cinnoline Compounds The compounds of the invention are cinnolines of the following formula (I): Image wherein R3 is selected from a group consisting of an amide of formula CONRR9 and a ketone of formula COCRR10R11; R4 is selected from a group consisting of -NR12R13 and OH; R5, R6 and R7 are each independently select- ed from a group consisting of hydrogen, (1-5C)alkyl, chloro and methoxy; R8 is selected from a group consisting of (1-5C)alkyl, (2-4C)alkenyl, (2-5C)alkynyl, (3-6C)- cycloalkyl, (4-7C)cycloalkylalkyl, phenylmethyl, and (1-4C)hydroxyalkyl; R and R9 are each independently selected from a group consisting of hydrogen (provided that R and R9 cannot both be hydrogen at the same time), (1-4C)alkyl, (3-4C)alkenyl, (3-4C)alkynyl, (4-5C)- cycloalkylalkyl, (2-4C)fluoroalkyl having 1-4 fluoros (provided that no fluorine is on a carbon bonded to a nitrogen), 4,5-dihydrothiazol-2-yl, (2-4C)hydroxyalkyl, phenylmethyl, or R and R9, when taken together, form a (4-5C)alkylene in which one of the carbons may option- ally be replaced by an oxygen, or, when taken together, form a 4 carbon alkenylene; R10 and R11 are each hydrogen; R12 and R13 are each independently selected from a group consisting of hydrogen, (1-4C)alkyl, (4-6C)cycloalkylalkyl and (2-4C)acyl; and pharmaceutically acceptable salts thereof. The compounds of the invention are useful as central nervous system (CNS) depressants.

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