Bicyclic benzo fused compounds

C - Chemistry – Metallurgy – 07 – C

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C07C 69/76 (2006.01) C07C 43/23 (2006.01) C07C 61/39 (2006.01) C07D 215/22 (2006.01) C07D 311/22 (2006.01) C07D 311/58 (2006.01) C07D 405/12 (2006.01) C07D 407/12 (2006.01) C07D 417/12 (2006.01) C07D 491/10 (2006.01) C07D 493/06 (2006.01) C07D 493/10 (2006.01)

Patent

CA 1215984

BICYCLIC BENZO FUSED COMPOUNDS Abstract Process for preparation of certain bicyclic fused benzenoid analgesic, antidiarrheal and antiemetic agents of the formula Image ---(I') and pharmaceutically acceptable cationic and acid addition salts thereof, where M is O, CH2 or NR6; R6 is hydrogen, formyl, carbobenzyloxy or certain carbo- alkoxyalkyl, alkanoyl, alkyl, aralkyl or aralkyl- carbonyl groups; A' is: (1) A where one of A and B is hydrogen such that when A is hydrogen, B is C(R2R3)(CH2)fQ and f is 1 or 2; when B is hydrogen, A is C(R2R3)(CH2)fQ and f is 0 or 1, when taken together A and OR1 form a lactone or certain derivatives thereof; (2) HO??CH2CONR12R13 and B is hydrogen; or (3) Q3 and B is hydrogen; Q is CO2R7, COR8, C(OH)R8R9, CN, CONR12R13, CH2NR12R13, CH2NHCOR14, CH2NHSO2R17 or 5-tetrazoyl; Q3 is spiro Image , 5-tetrazolyl, CH2CONHCOR7, COOH or certain ester, amide, carboximido or sulfon- imido derivatives thereof, CONHOH, CONHCONH2, or COCH2Q4 where Q4 is CN or COOH or certain esters thereof; R1 is hydrogen, benzyl or certain acyl groups; R4 is hydrogen, certain alkyl or certain aralkyl groups; R5 is hydrogen or certain alkyl groups; Z is (C1-C9)alkylene, optionally interrupted by O, S, SO or SO2; and W is hydrogen, methyl, certain aryl or cycloalkyl groups; and intermediates therefore.

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