Synthesis of 4‐alkyl‐4H‐benzo[e]‐ and 4H‐pyrido[2,3‐e]‐1,2,4‐triazin‐3‐one 1‐oxides for potential anticancer activity

Alkylation of the sodium salt of 4 H ‐benzo[ e ]‐1,2,4‐triazin‐3‐one 1‐oxide and its 7‐methyl homolog with benzyl bromide and chloromethoxyethyl acetate gave the 4‐substituted products. Alkylation with aceto‐bromoglucose formed the 3‐ether. Alkylation of 4 H ‐pyrido[2,3‐ e ]‐1,2,4‐triazin‐3‐one 1‐oxide gave the 4‐substi‐tuted products with both benzyl bromide and acetobromoglucose. Deacetylation of both the tetra‐ O ‐acetyl‐glucosyl and acetoxyethoxymethyl derivatives was accompolished was accompolished. Antileukemia tests for several of the 4‐alkyl derivatives showed no activity.