ETHYL 6-BROMO-5-HYDROXY-4-DIMETHYLAMINOMETHYL-1-METHYL-2-PHENYLTHIOMETHYLINDOLE-3-CARBOXYLATE HYDROCHLORIDE MONOHYDRATE, PROCESS FOR & COMPOSITIONS THEREOF

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 hav...

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Hauptverfasser: SAVINA ELENA PETROVNA, PERSHINA ELLINA GRIGORIEVNA, SAFONOVA LJUDMILA SERGEEVNA, KUTCHAK SVETLANA NIKOLAEVNA, ZOTOVA SVETLANA ALEXEEVNA, KARPOVA NINA ALEXEEVNA, TROFIMOV FEDOR ALEXANDROVICH, TSYSHKOVA NINA GAVRILOVNA, YADROVSKAYA VERA ALEXANDROVNA, SVIRINA EVGENIA ALEXANDROVNA, SURINOV BORIS PAVLOVICH, GRINEVA GALINA VASILIEVNA, FOMINA ALLA NIKOLAEVNA, BOGDANOVA NADEZHDA SERGEEVNA, SHVETSOVA EVGENIA GEORGIEVNA, NIKOLAEVA IRINA SERGEEVNA, KUBAR OLGA IOSIFOVNA, ZLYDNIKOV DMITRY MIKHAILOVICH, PADEISKAYA ELENA NIKOLAEVNA, SAKHASCHIK ZINAIDA MIKHAILOVNA, SAVINOVA LJUDMILA ALEXEEVNA, KONOPLYANNIKOV ANATOLY GEORGIEVICH, BRYANTSEVA ELENA ALEXEEVNA, PETERS VALENTINA VASILIEVNA
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Sprache:eng
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Zusammenfassung: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: 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.