Substd. salicylic aldehyde derivs. for treating type II diabetes - inhibit the prodn. of glucose in the liver

摘要

Substd. salicyladehyde derivs. of formula (I) can be used as inhibitors of glucose prodn. in the liver. In (I), R1 = NO2, CN, COO (1-4C) alkyl, CONH2, CONH (1-4C) alkyl, CONH-Ph, CON(1-4C alkyl)2, CON(4-7C) alkylene, morpholinocarbonyl, piperazinocarbonyl, homopiperazino carbonyl (in which the second N of the heterocycles are opt. substd) 1-4C alkanoyl, 2-4C perfluoroalkanoyl, benzoyl, SO2 (1-4C) alkyl, (in which the alkyl gp. is opt. substd.) SO2 (2-4C) alkenyl, SO2Ph, SO2NH2, SO(1-4C) alkyl, SOPh, PO(OH)O(1-4C)alkyl, PO(O(1-4C)alkyl)2, 1-10C alkyl, 1-10C alkoxy, H, F, Cl or Br, (each Ph ring being opt. substd.) R2 = as R1, provided that R1 and R2 are not bot 1-10C alkyl, 1-10C alkoxy, H, F, Cl or Br. R3 and R4 = each H, 1-4C alkyl, 1-4C alkoxy, F, Cl or Br; R5 = H, 1-4C alkanoyl, 3-4C alkenoyl, benzoyl (opt. substd.), 1-4C alkoxycarbony 2-4C alkenyloxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl (in which the Ph rings are opt. substd.). CONH(1-4C)alkyl, CON(1-4C alkyl)2, (in which both alkyl together with the N to which they are attached can form a 4-8 membered ring in which one of the C atoms can be replaced with O, S or N) or PO(O1-4C)alkoxy). R6 = CHO, CH(O(1-4C)alkanoyl)2, CH(O(1-4C)alkyl)2, CH(X-(2-5C)alkylene-7), CN=NOH, CH=NO(1-4C)alkyl CH = NO(1-4C) alkanoyl, CH=N (1-4C) alkyl, CH=N (2-4C alkylene)-N=CH, CH=N-NHCONH2, CH=NNH2, CH=N-NH(1-4C) alkyl, CH=N-N(1-4C alkyl)2, or CH=N-NHPh (in which the Ph gp. is opt. substd.) X and Y = each O, S, NH or N(1-4C) alkyl; and the alkylene chain by which they are connected is opt. substd. with 1 or 2 gps. chosen from 1-4C alkyl, Ph, phenyl (1-4C) alkyl, COOH, COO(1-4C)alkyl or CONH2; provided that if R5 = H, R6 is not CHO. USE/ADVANTAGE - (I) can be used to treat diseases associated with increased glucose prodn. in the liver, esp. type II diabetes (not insulin-dependent or old-age diabetes). Suitable unit doses for oral application contain 500 (esp. 10-200) mg (I).