Certain cycloalka-[b]-pyrazolo[3,4-d]-pyridin-3-one derivatives

C - Chemistry – Metallurgy – 07 – D

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167/211, 260/259

C07D 471/04 (2006.01) A61K 31/435 (2006.01) C07D 471/10 (2006.01)

Patent

CA 1306258

4-16191/+/CGC 1237 CERTAIN CYCLOALKA-[b]-PYRAZOLO[3,4-d]-PYRIDIN-3-ONE DERIVATIVES Abstract of the Disclosure Compounts of the formula IA or IB Image Image (IA) (IB) wherein A represents an optionally substituted saturated divalent grouping which together with the two carbon atoms to which it is attached represents a fused 8, 9, 10, 11 or 12 membered carbocyclic ring selected from cycloocteno, cyclononeno, cyclodeceno, cyclo- undeceno and cyclododeceno; each unsubstituted or mono-, di-, tri- or tetra-substituted on carbon atoms within A by lower alkyl, lower alkylidene, C3-C7-cycloalkyl, hydroxy, acyloxy, oxo, lower alkoxy, aryl or aryl-lower alkoxy; snd when disubstituted on the same carbon atom within A, said carbon atom in each ring is substituted by two lower alkyl or two aryl-lower alkyl groups, or by one lower alkyl or aryl-lower alkyl group and one group selected from hydroxy, lower alkoxy, aryl-lower alkoxy and acyloxy groups; or each disubstituted on the same carbon atom within A by straight chain alkylene of 2 to 6 carbon atoms forming with the carbon to which the alkylene chain is attached a spiro-fused 3 to 7 membered ring; or each ring ring; R1 represents lower alkyl, phenyl, or phenyl substituted by one or two radicals selected from lower alkyl, lower alkoxy, halogen and trifluoromethyl; or R1 represents a five-membered unsaturated heterocyclic radical containing one hetero atom selected from sulfur, oxygen, and unsubstituted or lower alkyl substituted amino nitrogen, or a said radical containing two hetero atoms consisting of one imino nitrogen and one member selected from unsubstituted or lower alkyl substituted amino nitrogen, sulfur and oxygen; or R1 represents an unsaturated six membered heterocyclic radical con- taining one or two nitrogen atoms; or R1 represents a bicyclic benzo-fused five membered unsaturated heterocyclic radical con- taining one hetero atom selected from sulfur, oxygen and unsub- stituted or lower alkyl substituted amino nitrogen; or R1 represents a bicyclic benzo-fused five membered unsatutated heterocyclic radical containing two hetero atoms consisting of one imino nitrogen and one member selected from unsubstituted or lower alkyl substi- tuted amino nitrogen, oxygen and sulfur; or R1 represents a bicyclic benzo-fused 6-membered unsaturated heterocyclic radical containing one or two nitrogen atoms; or R1 represents any of said heterocyclic radicals mono- or di-substituted on carbon by lower alkoxy, lower alkyl or halogen; R2, R3 and R3' independently represent hydrogen or lower alkyl; or tautomers thereof; or a pharmaceutically acceptable salt thereof; are useful as benzodizepine receptor modulators for the treatment of nervous system disorders. Pharmaceutical compo- sitions, methods of preparation and certain intermediates useful as benzodiazepine receptor modulators are also disclosed. They can be; prepared for example by reacting a pyridin-4-one- 3-carboxylate compound (III) with a compound of formula R3-NH-NH-R1(IV).

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