7-oxabicyclo(2.2.1)heptane-based derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 493/08 (2006.01) A61K 31/34 (2006.01)

Patent

CA 1294972

Abstract 7-OXABICYCLO(2.2.1)HEPTANE-BASED DERIVATIVES 7-Oxabicyclo(2.2.1)heptane-based N-hydroxy- N-alkyl (or aryl) ureas, carbamic acids and carbamothioic acids are disclosed having the general formula Image wherein R1 is hydrogen, lower alkyl, alkenyl, aryl or aralkyl; R2 is hydrogen, lower alkyl, aralkyl, alkanoyl or aroyl; R3 is lower alkyl, alkenyl or alkynyl; A is -CH2-C=CH- or a single bond; X is oxygen, sulfur or NH; n is an integer from 1 to 8; and all stereoisomers thereof. These new compounds have been found to simultaneously inhibit the enzymes arachidonic acid cyclooxygenase and arachidonic acid 5-lipoxygenase and are therefore useful as antiinflammatory, antiasthma and antipsoriatic agents.

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