INDOLE ACETIC ACID ANALOGS AND DERIVATIVES

摘要

1291657 Indole derivatives MERCK SHARP & DOHME (IA) CORP 2 Dec 1970 [3 Feb 1970] 57292/70 Heading C2C Novel compounds I where R signifies: (a) -CONHSO 2 X, where X is optionally halo- or phenyl-substituted-alkyl, phenyl which can be substituted by alkyl, dialkylamino, halo, NO 2 , alkoxy and CF 3 , or NR4R5, where R4 and R5 are H, alkyl, Ph or phenalkyl or NR4R2 signifies a 5- or 6-membered saturated heterocycle; (b) -SO 2 NHR6, where R6 is H, alkyl or COR7, where R7 is optionally halo-substituted alkyl, phenalkyl, Ph or NR8R9, where R8 and R9 are H, alkyl or phenalkyl; (c) sulphoxyimino, -S(O)(: NH)R10, where R10 is alkyl; or (d) -CONHCOR11, where R11 is alkyl, which may be substituted by alkoxy and/ or halo-, alkyl- or alkoxy-substituted phenyl, or phenyl which may be substituted by alkyl, alkoxy and/or halo; R1 is H, alkyl or alkenyl; R2 is alkyl optionally substituted with alkoxy, alkylthio and/or halo; and R3 is H or is alkyl, haloalkyl, halo or alkoxy-alkyl attached to either the 5- or 6-position of the indole nucleus, are made by standard methods utilizing compounds II, III, VI, VII, VIIa, VIIb, VIIc, VIII, VIIIa, IX, XI, XII, XV, XVII, XVIII and XX (including, e.g. the methyl ester of VIIIa; X is Cl or Br and n is an integer) many of which are themselves prepared and described; compounds I can, in certain cases be converted one into the other. Pharmaceutical preparations having utility as muscle stimulants contain I as active ingredient; administration is orally or parenterally.