Catechol carboxylic acid derivatives

Details Catechol carboxylic acid derivatives Catechol carboxylic acid derivatives

C - Chemistry, Metallurgy

07

C

167/246, 260/474

C07C 49/84 (2006.01) A61K 31/19 (2006.01) C07C 45/46 (2006.01) C07C 45/67 (2006.01) C07C 45/71 (2006.01) C07C 65/24 (2006.01) C07C 65/40 (2006.01) C07C 229/64 (2006.01)

Patent

CA 1328279

Abstract The invention relates to catechol carboxylic acid derivatives of the formula Image I wherein, R1 is -C(O)OR, acetyl, hydrogen, hydroxy or alkanoyloxy, R2 is -C(O)OR, hydroxy, hydrogen or alkanoyloxy, wherein R is hydrogen, lower alkyl or -(CH2)n-N-(lower alkyl)2, R3 is hydrogen, lower alkyl or amino, R4 is hydrogen, lower alkyl, halogen or amino A is Image A' wherein, R5 is hydrogen or acyl, R6 is hydrogen, halogen, lower alkyl, aryl or cycloalkyl, and R7 and R8, independently, are hydrogen, lower alkyl or halogen, or A is Image A" wherein, R5 is hydrogen or acyl, R9 is hydrogen, lower alkyl, R10 is hydrogen, lower alkyl or halogen, R11 is hydrogen, lower alkyl, cycloalkyl or halogen, m is 0 or 1, n is an integer of 2-10, provided, that no more than one of R1 or R2 can be -C(O)OR, and when R is hydrogen, salts thereof with pharmaceutically acceptable bases or when R is -(CH2)n-N-(lower alkyl)2, salts thereof with pharmaceutically acceptable acids. The compounds of formula I are useful as agents for the treatment of inflammatory diseases such as arthritis, inflammatory bowel disease such as colitis, cardiovascular diseases such as myocardial ischemia, skin diseases such as psoriasis by topical administration, and bronchpulmonary diseases such as asthma.

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