The compound ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylindol-3-carboxylate hydrochloride monohydrate, method of preparation thereof, and pharmaceutical compositions containing this with antiviral, interferon-inducing, and immunomodulating effect

摘要

PCT No. PCT/SU89/00272 Sec. 371 Date Nov. 12, 1991 Sec. 102(e) Date Nov. 12, 1991 PCT Filed Jan. 12, 1989 PCT Pub. No. WO90/08135 PCT Pub. Date Jul. 26, 1990.A novel compound-ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylind ole-3- carboxylate hydrochloride monohydrate having the following formula: IMAGE A process for preparing the compound according to the invention, characterized in that it comprises treating ethyl 5-acetoxy-1,2-dimethylindole-3-carboxylate with a brominating agent in an inert organic solvent under reflux, reacting the resultant ethyl 5-acetoxy-6-bromo-2-bromomethyl-1-methylindole-3-carboxylate with thiophenol in the presence of an alkali metal hydroxide or its alcoholate in an organic solvent, reacting the resultant ethyl 6-bromo-5-hydroxy-1-methyl-2-phenylthiomethylindole-3-carboxylate with an aminomethylating agent in an organic solvent at a temperature of from 65 DEG C. to a temperature of refluxing the reaction mixture. The end product is then isolated from the resultant base-ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylind ole-3- carboxylate. The compound according to the invention is an active principle of a pharmaceutical preparation having the antiviral, interferon-inducing and immunomodulatory effects.