Halogen substituted benzopyran-and...

C - Chemistry – Metallurgy – 07 – D

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C07D 311/58 (2006.01) C07D 311/04 (2006.01) C07D 311/22 (2006.01) C07D 311/92 (2006.01) C07D 335/06 (2006.01) C07F 7/18 (2006.01)

Patent

CA 1132584

Abstract Novel halogen-substituted benzopyran-4-carboxylic acids, benzothyopyran-4-carboxylic acids and derivatives thereof useful as aldose reductase inhibitors and as therapeutic agents for the treatment of chronic diabetic complications are disclosed. Specific compounds dis- closed include 6-phenyl-8-chloro-3,4-dihydro-2H-1- benzopyran-4-carboxylic acid, 6,7-dichloro-3,4-dihydro- benzothiopyran-4-carboxylic acid, 6-chloro-8-methyl-3,4- dihydro-2H-1-benzopyran-4-carboxylic acid, 6,8-dichloro- 3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-fluoro- 3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-chloro- 3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-chloro- dihydro-2H-naphtho[1,2-b]pyran-4-carboxylic acid, 6-chloro- 3,4-dihydro-2H-1-benzothiopyran-4-carboxylic acid and 6-chloro-3,4-dihydro-2H-1-benzopyran-4-acetic acid. Also disclosed are pharmaceutical compositions containing the novel compounds and a method of using the novel compounds for the treatment of chronic diabetic complications.

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