C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 237/18 (2006.01) A61K 31/50 (2006.01) A61P 3/10 (2006.01) C07D 237/04 (2006.01)
Patent
CA 2373395
This invention relates to novel sulfonyl pyridazinone compounds having formula I (see formula I) or a pharmaceutically acceptable salt of said compound or said prodrug, wherein, R1 and R2 are independently hydrogen or methyl, X is a covalent bond, NR3 or CHR4, wherein, R3 is (C1-C3)alkyl or a phenyl that is optionally substituted with one or more substituents selected from OH, FP Cl, Br, I, CN, CF3, (C1-C6) alkyl, O- (C1-C6) alkyl, S (O) n- (C1-C6) alkyl and SO2-NR6R7, and R4 is hydrogen or methyl, and Y is a phenyl or naphthyl ring optionally substituted with one or more substituents selected from Ar, OH, F, Cl, Br, I, CN, CF3, (C1-C6) alkyl, O- (C1-C6) alkyl, S (O) n- (C1-C6) alkyl and SO2-NR6R7, or X and Y together are CH2-CH(OH)-Ar or CH2-C(O)-Ar, wherein, Ar is a phenyl or naphthyl ring optionally substituted with one or more substituents selected from F, Cl, Br, I, CN, CF3, (C1-C6) alkyl, O- (C1-C6) alkyl, S (O) n- (C1-C6) alkyl and SO2-NR6R7, n is independently for each occurrence 0, 1 or 2, R6 is independently for each occurrence H, (C1-C6) alkyl, phenyl or naphthyl, and R7 is independently for each occurrence (C1-C6)alkyl, phenyl or naphthyl, with provisos that: when X is a covalent bond, R1 is hydrogen and R2 is hydrogen, then Y is not an unsubstituted phenyl ring and Y is not a phenyl ring that is mono-substituted at the 4 position with methyl; and when X is CHR4, R4 is H, R1 is hydrogen and R2 is hydrogen, then Y is not an unsubstituted phenyl ring. These compounds are useful as aldose reductase inhibitors in the treatment or prevention of certain complications arising from diabetes mellitus, pharmaceutical compositions comprising the sulfonyl pyridazinone, pharmaceutical compositions comprising a combination of the sulfonyl pyridazinone together with a second pharmaceutical agent, therapeutic methods comprising the administration of the sulfonyl pyridazinone compounds, therapeutic methods comprising the administration of the sulfonyl pyridazinone compounds in combination with a second pharmaceutical agent and compounds useful as intermediates for preparing the sulfonyl pyridazinone compounds of this invention.
Martin William Holt
Mylari Banavara Lakshman
Pfizer Products Inc.
Smart & Biggar
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