Substituted phenylethenyl compounds having retinoid-like...

C - Chemistry – Metallurgy – 07 – C

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C07C 323/62 (2006.01) C07C 65/28 (2006.01) C07C 69/94 (2006.01)

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CA 2129830

2129830 9316029 PCTABS00025 Compounds of formula (1) wherein R1, R2, R3 and R4 independently are hydrogen, lower alkyl of 1 to 6 carbons, halogen or lower alkoxy of 1 to 6 carbons; R5 and R5' independently are hydrogen or lower alkyl of 1 to 6 carbons; Y is oxygen or sulfur; Z is n-alkyl having 2 to 10 carbons, cyclo or branch-chained alkyl of 3 to 10 carbons, and straight chain alkenyl having 2 to 10 carbons, or cyclo or branch-chained alkenyl of 3 to 10 carbons, and the Z-Y substituent is in a 1,2 (o^_r^_t^_h^_o^_) or 1,3 (m^_e^_t^_a^_) position on the phenyl ring relative to the ethene moiety; A is (CH2)n where n is 0-5, lower branch-chained alkyl having 3 to 6 carbons, cycloalkyl having 3 to 6 carbons, alkenyl having 2 to 6 carbons and 1 or 2 double bonds, alkynyl having 2 to 6 carbons and 1 or 2 triple bonds; B is COOH or a pharmaceutically acceptable salt thereof, COOR8, CONR9R10, -CH2OH, CH2OR11, CH2OCOR11, CHO, CH(OR12)2, CHOR13O, -COR7, CR7(OR12)2, or CR7OR13O, where R7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons , R8 is an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R8 is phenyl or lower alkylphenyl, R9 and R10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or phenyl or lower alkylphenyl, R11 is alkyl of 1 to 10 carbons, phenyl or lower alkylphenyl, R12 is lower alkyl, and R13 is divalent alkyl radical of 2 - 5 carbons, have retinoid like biological activity.

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