Issue 0, 1984

Triazines and related products. Part 26. Synthesis and chemistry of bicyclic analogues of the antitumour drug 2,4,6-tris(dimethylamino)-1,3,5-triazine (hexamethylmelamine)

Abstract

Interaction of 2,4-bis(dimethylamino)-6-hydrazino-1,3,5-triazine (1c) with aryl aldehydes yields a series of aryl hydrazones (4) which cyclise to 3-aryl-5,7-bis(dimethylamino)-1,2,4-triazolo[4,3-a]-[1,3,5]triazines (6) with lead(IV) acetate in dichloromethane. Rearrangement of these bicycles in methanolic sodium hydroxide affords stable isomeric 2-aryl-5,7-bis(dimethylamino)[1,2,4]triazolo-[1,5-a][1,3,5]triazines (7). Selected examples from both series of triazolotriazines were screened against the mouse M5076 reticulum cell sarcoma and P388 leukaemia in vivo but proved to have no antitumour activity.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 993-998

Triazines and related products. Part 26. Synthesis and chemistry of bicyclic analogues of the antitumour drug 2,4,6-tris(dimethylamino)-1,3,5-triazine (hexamethylmelamine)

S. P. Langdon, R. J. Simmonds and M. F. G. Stevens, J. Chem. Soc., Perkin Trans. 1, 1984, 993 DOI: 10.1039/P19840000993

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