GB893437A - Therapeutic compositions comprising substituted triazenes - Google Patents

Abstract

The preparation is described of substituted triazenes of general formula <FORM:0893437/IV (b)/1> wherein R is phenyl or halo-phenyl, R1 is hydrogen, C1-6 alkyl, phenyl or halo-phenyl, R2 is phenyl or halo-phenyl, and n is 0 and m is 1 or n is 1 and m is 0 or n and m are both 0. Compounds of the above formula and which may be represented also by the formula <FORM:0893437/IV (b)/2> wherein R and R1 are phenyl or p-chlorophenyl radicals and R2 is a phenyl or halo-phenyl radical are prepared by reacting a 1,3-diphenyltriazene or 1,3-di-(p-chlorophenyl)-triazene with a phenyl or halophenyl isocyanate. Specified compounds produced in this way are 1,3-diphenyl-3-phenylcarbamoyltriazene; the 1,3-diphenyl-3-(o, m and p-chlorophenylcarbamoyl)-triazenes and the corresponding p-bromo derivative and 1,3-di-(p-chlorophenyl)-3-phenylcarbamoyltriazene. Compounds of the formula I above which may be represented also by the formula <FORM:0893437/IV (b)/3> wherein R is a C1-6 alkyl radical or a phenyl radical are prepared by the acylation of a 1,3-substituted triazene with, e.g. acetic anhydride, butyric anhydride, acetyl chloride or benzoyl chloride. Specified compounds thus prepared are: 1,3-diphenyl-3-butyryltriazene and the corresponding benzoyl derivative. The acetyl and propionyl derivatives are also mentioned. Compounds which may be represented by the formula <FORM:0893437/IV (b)/4> wherein R is hydrogen or a nitro group or halogen atom and R1 is hydrogen or an azophenyl group or halogen atom, are prepared by reacting a primary or secondary amine with a diazotized aromatic amine in neutral or alkaline solution. The preparation of 1,3-bis-(p-chlorophenyl)-triazene by this method is described.ALSO:Orally and parenterally administrable compositions in unit dosage form for the treatment of malignant growths comprise a solid or liquid carrier and a compound of general formula <FORM:0893437/VI/1> wherein R is phenyl or halophenyl, R1 is hydrogen, C1-6 alkyl, phenyl or halophenyl, R2 is phenyl or p halophenyl, n is 0 and m is 1, or n is 1 and m is 0 or both n and m are 0 or of the general formula <FORM:0893437/VI/2> wherein R is hydrogen or a nitro or halo radical and R1 is hydrogen or an azophenyl or halo radical. The compositions may be in the form of a tablet, capsule, pill, solution, powder, or an aqueous or oily injection solution.