Bicyclic carboxylic acid derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 311/22 (2006.01) A61K 31/19 (2006.01) A61K 31/35 (2006.01) A61K 31/38 (2006.01) A61K 31/41 (2006.01) C07C 57/50 (2006.01) C07C 65/40 (2006.01) C07D 307/83 (2006.01) C07D 311/24 (2006.01) C07D 311/76 (2006.01) C07D 405/12 (2006.01) C07D 407/12 (2006.01) C07D 409/12 (2006.01)

Patent

CA 2077213

RAN 4050/38 Compounds of the formula Image wherein X is -O- or CH2-; Y is -O-,-CH2-CH2-,-CH=CH-,-C?C- or -OCH2C6H4-; Z is -CH2-CH2-,-CH=CH-or-C?C-; R1 is hydrogen, lower alkyl, lower alkenyl cycloalkyl or aralky; A is-B or -O-B; B is a mono, di- or tricyclic aromatic or heteroaromatic moiety substituted by the group -COR2, -(O)t-(W)s-COR2or-(CH=CH)pCOR2 and which may also contain up to 4 additional substituents selected, independently, from the group consisting of halogen,cyano,loweralkyl,lower alkoxy, sulfonamido, alkanoyl, aroyl, -(Q)k-(W)5-E or -(Q)k- (W)S- C6H4-(W)S"'-E, provided that no more than one of said substituents is -(Q)k-(W)S'-Eor-(Q)k-(W)S"'-C6H4-(W)S"'-C6H4-(W)5"'-E; E is-COR2 or R2; W is -CR3R4-; Q is -O- or carbonyl; R2 is hydroxy, lower alkoxy or -NR3R4; R3 and R4,each occurence, independently, are hydrogen or lower alkyl; f, h, k, m and t, independently, are 0 or l; n, s and s', independently, are an integer from 1 to 12; p is an integer from 1 to 2; s" and s"', independently, are an integer from 0 to 12; and C6H4 is a 1,2-, 1,3- or 1,4-phenylene moiety, their geometric and optical isomers and, when R2 hydroxy, pharmaceutically acceptable salts thereof with bases are potent leukotriene B4 antagonists and are therefore useful in the treatment of inflammatory diseases, such as psoriasis, inflammatory bowel diseases, asthma, allergy, arthritis, dermatitis, gout, pulmonaly disease, ischemia/reperfusion injury, and trauma induced inflammation, such as spinal cord injury.

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