Alkoxy-substituted dihydrobenzopyran-2-carboxylate derivatives

Details Alkoxy-substituted dihydrobenzopyran-2-carboxylate derivatives Alkoxy-substituted dihydrobenzopyran-2-carboxylate derivatives

C - Chemistry, Metallurgy

07

C

167/244, 167/246

C07C 69/757 (2006.01) A61K 31/35 (2006.01) C07D 311/22 (2006.01) C07D 311/24 (2006.01) C07D 311/58 (2006.01) C07D 311/66 (2006.01)

Patent

CA 1337660

This invention encompasses compounds of Formula 1 and the pharmaceutically acceptable salts thereof Image I wherein R1 represents alkyl having 2-6 carbon atoms; R2 represents methyl or ethyl; R3 represents alkyl having 1 to 5 carbon atoms; W represents (CH2)x where x is 2 to 7, alkylene having 2 to 7 carbon atoms, alkenylene having 3 to 7 carbon atoms, alkynylene having 3 to 7 carbon atoms, or cyclopentyl; R4 represents hydrogen, alkyl having 2-5 carbon atoms, alkenyl having 2 to 5 carbon atoms, or alkynyl having 2 to 5 carbon atoms; Q represents oxygen or CH2; B represents CH2, C=O or CH-OH; R5 represents hydrogen, alkyl having 1 to 6 carbon atoms, or R5 and R6 together optionally represent a carbon to carbon bond; or R5 represents alkanoyl having 2 to 4 carbon atoms, carboxy, alkoxycarbonyl, or (CH2)y-CO2R8 wherein y is 0 to 4 and R8 is hydrogen or alkyl having 1 to 6 carbon atoms; and A represents -Z-CO2R7 or -Z-COR9R10 wherein R7 represents hydrogen or alkyl having 1 to 6 carbon atoms, R9, R10, represent hydrogen, alkyl having 1 to 6 carbon atoms, or cycloalkyl having 3 to 6 carbon atoms or NR9R10 form a heterocyclic ring, and wherein Z is absent or represents straight or branched chain alkylene or alkenylene having up to 6 carbon atoms. These compounds are selective antagonists of leukotriene B4(LTB4) with little or no antagonism of leukotriene D4(LTD4) and are useful anti-inflammatory agents for treating inflammatory bowel disease, rheumatoid arthritis, gout and psoriasis.

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