PROCEDIMIENTO PARA LA PREPARACION DE CINAMILPIPERACINAS, U-TILIZABLES EN PARTICULAR COMO MEDICAMENTOS.

摘要

1,139,934. Cinnamylpiperazines. DELALANDE S.A. 10 Aug., 1967 [18 Aug., 1966], No. 36963/66. Heading C2C. Novel compounds (and salts thereof) of the general formula wherein R 1 , R 2 and R 3 , which may be the same or different, each represent a hydrogen or halogen atom, a C 1-4 alkyl group, a hydroxyl or alkoxy group, or an amino or nitro group, R represents an alkyl chain comprising 1 to 6 carbon atoms carrying functional groups and is represented by: -(CH 2 ) n .OH, -(CH 2 ) n . CH(OH) . CH 3 , -(CH 2 ) n . C(R1)(R11)OH, -(CH 2 ) n . COOR1, -(CH 2 ) n . COR1, -(CH 2 ) n . CH(OH).CH 2 OH, -(CH 2 ) n . CH(OR)CR 2 OR1, -(CR 2 ) n .CN, -(CH 2 ) n .CONR1R11, -CH 2 . CO.NH.NH 2 or -COOR1, wherein n is an integer of from 1 to 4 and R1 and R11 each represent a hydrogen atom, a C 1-4 aliphatic radical or an aromatic radical, e.g. phenyl or benzyl and when R is -(CH 2 ) n .CONR1R11, R1 and R11 may together with the N-atom constitute a heterocyclic radical, are prepared: (a) by reacting the appropriate cinnamyl halide with a piperazine monosubstituted by the radical R, (b) by the interaction of a substituted or unsubstituted cinnamyl chloride and excess piperazine followed by reaction with a halogenated derivative, R.Halogen, or with an epoxide of the general formula (c) by converting the above novel esters or ketones in which R represents -(CH 2 ) n . COOR1 or -(CH 2 ) n .CO.R1 into corresponding derivatives in which R carries a tertiary alcohol group, -(CH 2 ) n .C(R1)(R11).OH, utilizing an organo-magnesium compound, R11Mg.Halogen and (d) by the interaction of a chlorocarbonate Cl.COOR1 and the appropriate cinnamylpiperazine. Pharmaceutical preparations suitable for improving the blood circulation and the nutrition of the myocardium contain as active ingredient the above novel compounds and administration may be orally, e.g. in the form of a pill, or by injection.