33949-42-7Relevant articles and documents
Triazines and Related Products. Part 30. Cationic Analogues of the Antitumour Drug 2,4,6-Tris(dimethylamino)-1,3,5-triatine(Hexamethylmelamine)
Rushton, Philip,Stevens, Malcolm F. G.
, p. 1533 - 1540 (2007/10/02)
Chloro-1,3,5-triazines react with trimethylamine in ether to afford water-soluble quaternary salts. 2,4,6-Tris(dimethylamino)-1,3,5-oxadiazinium chloride (10) is formed when dimethylcyanamide and dimethylcarbamoyl chloride are heated at 170 deg.C.The oxadiazinium chloride reacts with ammonia to afford 2,4-bis(dimethylamino)-1,3,5-triazin-6(1H)-one by an ANRORC reaction, with primary amines to afford amine-adducts (15) of the 1,3,5-oxadiazine or, under forcing conditions, 1,2,4-trisubstituted-l,3,5-triazin-6(1H)-ones (20), (21) or (22).None of the cationic salts displayed antitumour activity in vivo in tumour-bearing mice and they were p oor substrates for oxidative metabolism in vitro.