Journal of Medicinal Chemistry p. 196 - 201 (1984)
Update date:2022-07-30
Topics:
Stevens, Malcolm F. G.
Hickman, John A.
Stone, Robert
Gibson, Neil W.
Baig, Ghouse Unissa
et al.
Interaction of 5-diazoimidazole-4-carboxamide and alkyl and aryl isocyanates in the dark affords 8-carbamoyl-3-substituted-imidazo<5,1-d>-1,2,3,5-tetrazin-4(3H)-ones.In cold methanol or ethanol, the 3-(2-chloroethyl) derivative 7a decomposes to afford 2-azahypoxanthine (14) and methyl and ethyl N-(2-chloroethyl)carbamates, respectively.Compound 7a has curative activity against L-1210 and P388 leukemia and may act as a prodrug modification of the acyclic triazene 5-<3-(2-chloroethyl)triazen-1-yl>imidazole-4-carboxamide (MCTIC), since it ring opens to form the triazene in aqueous sodium carbonate.
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