1-(4-AMYLHYDROXY-3-NITROBENZYL)-2-METHYL-4-NITRO-5-[BIS-(2- CHLOROETHYL)-AMINOETHYL]-THIOIMIDAZOLE HYDROCHLORIDE SHOWING ANTITUMOR ACTIVITY Russian patent published in 1996 - IPC

FIELD: organic chemistry. SUBSTANCE: synthesis of new compound is carried out by benzylation of 2-methyl-4(5)-nitroimidazole with 4-amylhydroxy-3-nitrobenzyl chloride in the presence of equimolar concentration of potassium ethylate and conversion to ammonium salt of 1-(4-amylhydroxy-3-nitrobenzyl)-2-methyl-4-nitro-5-thioimidazole. The latter is treated with fresh distilled tris-(2-chloroethyl)-amine in the presence of ethanol followed by separation of NH₄Cl precipitate by filtrate washing and its saturation with HCl. The yield of the end compound is 51.4%; m. p. is 86-88 C. Product inhibits tumor growth at equal degree with analog - 1-(4-methoxy-3-nitrobenzyl)-2-bis-(2-chloroethyl) dihydrochloride by 81 and 83% but effectiveness of product exceeds that of sarcolysine by 32%. Toxicity value I(LD₅₀) of product is 750 mg/kg as compared with 60 mg/kg for sarcolysine. EFFECT: enhanced activity of the new compound. 2 tbl