Indole derivative and method of production thereof

Details Indole derivative and method of production thereof Indole derivative and method of production thereof

C - Chemistry, Metallurgy

07

D

C07D 209/30 (2006.01) A61K 31/40 (2006.01) A61K 31/44 (2006.01) A61K 31/535 (2006.01) C07D 209/90 (2006.01) C07D 401/12 (2006.01) C07D 471/04 (2006.01) C07D 491/04 (2006.01) C07D 491/056 (2006.01) C07D 498/06 (2006.01) C07D 505/00 (2006.01)

Patent

CA 2016664

An indole derivative represented by the general formula (I) (see formula I) wherein R is hydrogen, lower alkyl having 1 to 6 carbons, carboxymethyl, or substituted or unsubstituted aralkyl; R1, R2, R3, and R4 may be the same with or different from each other and are hydrogen, halogen, lower alkyl having 1 to 6 carbons, lower alkoxy having 1 to 6 carbons, aryl, substituted or unsubstituted amino, vitro, hydroxy, acyloxy, substituted or unsubstituted aralkyl, substituted or unsubstituted aryloxy, or substituted or unsubstituted aralkyloxy, or a combination of R2 and R3 may be methylenedioxy; R5 is hydrogen, lower alkyl having 1 to 6 carbons, or substituted or unsubstituted aralkyl; R and R4, or R1 and R5 may form together a six-membered ring constituted of methylene chains which may contain a heteroatom; R6 and R7 may be the same with or different from each other and are hydrogen, lower alkyl having 1 to 6 carbons, or substituted or unsubstituted aryl or a five- or six-membered heterocyclic ring; A is -COOR8 (wherein R8 is hydrogen, lower alkyl having 1 to 6 carbons, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl), or -CH2OR9 (wherein R9 is hydrogen, lower alkyl having 1 to 6 carbons, lower alkenyl having 2 to 6 carbons, acyl or substituted or unsubstituted aralkyl); and the pharmaceutically acceptable salts and the hydrates thereof, and the method of producing the same, which comprises reacting, in the presence of a base, a compound of the general formula (III) (see formula II) wherein R, R1, R2, R3, R4, and R5 are as defined above; with a compound of the general formula (IV) (see formula III) wherein R6 and R7 are as defined above; and X is halogen, and R10 is lower alkyl having 1 to 6 carbons, substituted or unsubstituted aralkyl, or substituted or unsubstituted aryl; and hydrolyzing, if necessary, the resulting carboxylic ester.

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