Catecholamine surrogates useful as .beta.3 agonists

Details Catecholamine surrogates useful as .beta.3 agonists Catecholamine surrogates useful as .beta.3 agonists

C - Chemistry, Metallurgy

07

C

C07C 311/08 (2006.01) A61K 31/18 (2006.01) A61K 31/195 (2006.01) A61K 31/215 (2006.01) A61K 31/381 (2006.01) C07C 311/13 (2006.01) C07C 311/21 (2006.01) C07C 323/67 (2006.01) C07D 213/38 (2006.01) C07D 213/42 (2006.01) C07D 213/62 (2006.01) C07D 213/64 (2006.01) C07D 213/69 (2006.01) C07D 295/185 (2006.01) C07D 317/48 (2006.01) C07D 317/58 (2006.01) C07D 317/66 (2006.01) C07D 333/20 (2006.01) C07D 333/58 (2006.01)

Patent

CA 2138675

Compounds of the formula (see formula I) or pharmaceutically acceptable salts thereof wherein: A is a bond, -(CH2)n- or -CH(B)-, where n is an integer of 1 to 3 and B is -CN, -CON(R9)R9' or -CO2R7: R1 is lower alkyl, aryl or arylalkyl; R2 is hydrogen, hydroxy, alkoxy, -CH2OH, cyano, -C(O)OR7 , -CO2H, -CONH2, tetrazole, -CH2NH2 or halogen; R3 is hydrogen, alkyl, heterocycle or (see formula II) R4 is hydrogen, alkyl or B; R5, R5', R8, R8' or R8" are independently hydrogen, alkoxy, lower alkyl, halogen, -OH, -CN, -(CH2)n NR6COR7, -CON(R6)R6', -CON(R6)OR6', -CO2R6, -SR7, -SOR7, -SO2R7, -N(R6)SO2R1, -N(R6)R6', -NR6COR7, -OCH2CON(R6)R6', -OCH2CO2R7 or aryl; or R5 and R5' or R8 and R8' may together with the carbon atoms to which they are attached form an aryl or heterocycle; R6 and R6' are independently hydrogen or lower alkyl; and R7 is lower alkyl; R9 is hydrogen, lower alkyl, alkyl, cycloalkyl, arylalkyl, aryl, heteroaryl; or R9 and R9' may together with the nitrogen atom to which they are attached form a hetocycle; with the proviso that when A is a bond or -(CH2)n and R3 is hydrogen or unsubstituted alkyl, then R4 is B or substituted alkyl. These compounds are beta3 adrenergic receptor agonists and are useful, therefore for example, in the treatment of diabetes, obesity and gastrointestinal diseases.

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