Benzothiazine dioxide derivatives

C - Chemistry – Metallurgy – 07 – D

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167/212, 260/243

C07D 417/12 (2006.01) A61K 31/54 (2006.01) C07D 513/04 (2006.01)

Patent

CA 1267896

BENZOTHIAZINE DIOXIDE DERIVATIVES Abstract Certain novel 2-acetoxybenzoyl and ring- substituted? -arylpropionyl derivatives of 4-hydroxy-2- methyl-N-(2-pyridinyl)-2H-1,2-benzothiazine-3- carboxamide 1,1-dioxide and several other closely- related known oxicams have been prepared. These particular comounds are useful in therapy as non- steroidal anti-arthritic agents. Typical member compounds include 4-(2-acetoxybenzoyloxy)-2-methyl-N- (2-pyridinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1- dioxide, 4-[? -(4-isobutylphenyl)propionyloxy]-2-methyl- N-(2-pyridinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide, 4-[?-(3-benzoylphenyl)propionyloxy]-2- methyl-N-(2-pyridinyl)-2H-1,2-benzothiazine-3- carboxamide 1,1-dioxide, d-4-[?-(6-methoxynaphth-2-yl)- propionyloxy]-2-methyl-N-(2-pyridinyl)-2H-1,2- benzothiazine-3-carboxamide 1,1-dioxide, 2-methyl-4- [? -(3-phonoxyphenyl)propionyloxy]-N-(2-pyridinyl)- 2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide and 4-?- (2-fluoro-4-biphenylyl)propionyloxy]-2-methyl-N-(2-pyri- dinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide. Methods for preparing these compounds from known starting materials are provided.

510428

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