CH678726

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: NIKOLAEVA, IRINA SERGEEVNA, ZOTOVA, SVETLANA ALEXEEVNA, BRYANTSEVA, ELENA ALEXEEVNA, SAFONOVA, LJUDMILA SERGEEVNA, PETERS, VALENTINA VASILIEVNA, SHVETSOVA, EVGENIA GEORGIEVNA, SAKHASCHIK, ZINAIDA MIKHAILOVNA, SVIRINA, EVGENIA ALEXANDROVNA, KUBAR, OLGA IOSIFOVNA, BOGDANOVA, NADEZHDA SERGEEVNA, YADROVSKAYA, VERA ALEXANDROVNA, PERSHIN, GRIGORY NIKOLAEVICH, ZLYDNIKOV, DMITRY MIKHAILOVICH, KUTCHAK, SVETLANA NIKOLAEVNA, TROFIMOV, FEDOR ALEXANDROVICH, KONOPLYANNIKOV, ANATOLY GEORGIEVICH, PADEISKAYA, ELENA NIKOLAEVNA, FOMINA, ALLA NIKOLAEVNA, GRINEV, ALEXEI NIKOLAEVICH, SURINOV, BORIS PAVLOVICH, SAVINOVA, LJUDMILA ALEXEEVNA, KARPOVA, NINA ALEXEEVNA, TSYSHKOVA, NINA GAVRILOVNA, SAVINA, ELENA PETROVNA
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creator NIKOLAEVA, IRINA SERGEEVNA
ZOTOVA, SVETLANA ALEXEEVNA
BRYANTSEVA, ELENA ALEXEEVNA
SAFONOVA, LJUDMILA SERGEEVNA
PETERS, VALENTINA VASILIEVNA
SHVETSOVA, EVGENIA GEORGIEVNA
SAKHASCHIK, ZINAIDA MIKHAILOVNA
SVIRINA, EVGENIA ALEXANDROVNA
KUBAR, OLGA IOSIFOVNA
BOGDANOVA, NADEZHDA SERGEEVNA
YADROVSKAYA, VERA ALEXANDROVNA
PERSHIN, GRIGORY NIKOLAEVICH
ZLYDNIKOV, DMITRY MIKHAILOVICH
KUTCHAK, SVETLANA NIKOLAEVNA
TROFIMOV, FEDOR ALEXANDROVICH
KONOPLYANNIKOV, ANATOLY GEORGIEVICH
PADEISKAYA, ELENA NIKOLAEVNA
FOMINA, ALLA NIKOLAEVNA
GRINEV, ALEXEI NIKOLAEVICH
SURINOV, BORIS PAVLOVICH
SAVINOVA, LJUDMILA ALEXEEVNA
KARPOVA, NINA ALEXEEVNA
TSYSHKOVA, NINA GAVRILOVNA
SAVINA, ELENA PETROVNA
description 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.
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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.</description><language>ger</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>1991</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19911031&amp;DB=EPODOC&amp;CC=CH&amp;NR=678726A5$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25543,76293</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19911031&amp;DB=EPODOC&amp;CC=CH&amp;NR=678726A5$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>NIKOLAEVA, IRINA SERGEEVNA</creatorcontrib><creatorcontrib>ZOTOVA, SVETLANA ALEXEEVNA</creatorcontrib><creatorcontrib>BRYANTSEVA, ELENA ALEXEEVNA</creatorcontrib><creatorcontrib>SAFONOVA, LJUDMILA SERGEEVNA</creatorcontrib><creatorcontrib>PETERS, VALENTINA VASILIEVNA</creatorcontrib><creatorcontrib>SHVETSOVA, EVGENIA GEORGIEVNA</creatorcontrib><creatorcontrib>SAKHASCHIK, ZINAIDA MIKHAILOVNA</creatorcontrib><creatorcontrib>SVIRINA, EVGENIA ALEXANDROVNA</creatorcontrib><creatorcontrib>KUBAR, OLGA IOSIFOVNA</creatorcontrib><creatorcontrib>BOGDANOVA, NADEZHDA SERGEEVNA</creatorcontrib><creatorcontrib>YADROVSKAYA, VERA ALEXANDROVNA</creatorcontrib><creatorcontrib>PERSHIN, GRIGORY NIKOLAEVICH</creatorcontrib><creatorcontrib>ZLYDNIKOV, DMITRY MIKHAILOVICH</creatorcontrib><creatorcontrib>KUTCHAK, SVETLANA NIKOLAEVNA</creatorcontrib><creatorcontrib>TROFIMOV, FEDOR ALEXANDROVICH</creatorcontrib><creatorcontrib>KONOPLYANNIKOV, ANATOLY GEORGIEVICH</creatorcontrib><creatorcontrib>PADEISKAYA, ELENA NIKOLAEVNA</creatorcontrib><creatorcontrib>FOMINA, ALLA NIKOLAEVNA</creatorcontrib><creatorcontrib>GRINEV, ALEXEI NIKOLAEVICH</creatorcontrib><creatorcontrib>SURINOV, BORIS PAVLOVICH</creatorcontrib><creatorcontrib>SAVINOVA, LJUDMILA ALEXEEVNA</creatorcontrib><creatorcontrib>KARPOVA, NINA ALEXEEVNA</creatorcontrib><creatorcontrib>TSYSHKOVA, NINA GAVRILOVNA</creatorcontrib><creatorcontrib>SAVINA, ELENA PETROVNA</creatorcontrib><title>CH678726</title><description>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.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1991</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZOBw9jAztzA3MuNhYE1LzClO5YXS3Azybq4hzh66qQX58anFBYnJqXmpJfEw5Y6mxoRVAACPZhoA</recordid><startdate>19911031</startdate><enddate>19911031</enddate><creator>NIKOLAEVA, IRINA SERGEEVNA</creator><creator>ZOTOVA, SVETLANA ALEXEEVNA</creator><creator>BRYANTSEVA, ELENA ALEXEEVNA</creator><creator>SAFONOVA, LJUDMILA SERGEEVNA</creator><creator>PETERS, VALENTINA VASILIEVNA</creator><creator>SHVETSOVA, EVGENIA GEORGIEVNA</creator><creator>SAKHASCHIK, ZINAIDA MIKHAILOVNA</creator><creator>SVIRINA, EVGENIA ALEXANDROVNA</creator><creator>KUBAR, OLGA IOSIFOVNA</creator><creator>BOGDANOVA, NADEZHDA SERGEEVNA</creator><creator>YADROVSKAYA, VERA ALEXANDROVNA</creator><creator>PERSHIN, GRIGORY NIKOLAEVICH</creator><creator>ZLYDNIKOV, DMITRY MIKHAILOVICH</creator><creator>KUTCHAK, SVETLANA NIKOLAEVNA</creator><creator>TROFIMOV, FEDOR ALEXANDROVICH</creator><creator>KONOPLYANNIKOV, ANATOLY GEORGIEVICH</creator><creator>PADEISKAYA, ELENA NIKOLAEVNA</creator><creator>FOMINA, ALLA NIKOLAEVNA</creator><creator>GRINEV, ALEXEI NIKOLAEVICH</creator><creator>SURINOV, BORIS PAVLOVICH</creator><creator>SAVINOVA, LJUDMILA ALEXEEVNA</creator><creator>KARPOVA, NINA ALEXEEVNA</creator><creator>TSYSHKOVA, NINA GAVRILOVNA</creator><creator>SAVINA, ELENA PETROVNA</creator><scope>EVB</scope></search><sort><creationdate>19911031</creationdate><title>CH678726</title><author>NIKOLAEVA, IRINA SERGEEVNA ; ZOTOVA, SVETLANA ALEXEEVNA ; BRYANTSEVA, ELENA ALEXEEVNA ; SAFONOVA, LJUDMILA SERGEEVNA ; PETERS, VALENTINA VASILIEVNA ; SHVETSOVA, EVGENIA GEORGIEVNA ; SAKHASCHIK, ZINAIDA MIKHAILOVNA ; SVIRINA, EVGENIA ALEXANDROVNA ; KUBAR, OLGA IOSIFOVNA ; BOGDANOVA, NADEZHDA SERGEEVNA ; YADROVSKAYA, VERA ALEXANDROVNA ; PERSHIN, GRIGORY NIKOLAEVICH ; ZLYDNIKOV, DMITRY MIKHAILOVICH ; KUTCHAK, SVETLANA NIKOLAEVNA ; TROFIMOV, FEDOR ALEXANDROVICH ; KONOPLYANNIKOV, ANATOLY GEORGIEVICH ; PADEISKAYA, ELENA NIKOLAEVNA ; FOMINA, ALLA NIKOLAEVNA ; GRINEV, ALEXEI NIKOLAEVICH ; SURINOV, BORIS PAVLOVICH ; SAVINOVA, LJUDMILA ALEXEEVNA ; KARPOVA, NINA ALEXEEVNA ; TSYSHKOVA, NINA GAVRILOVNA ; SAVINA, ELENA PETROVNA</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_CH678726A53</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>ger</language><creationdate>1991</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><toplevel>online_resources</toplevel><creatorcontrib>NIKOLAEVA, IRINA SERGEEVNA</creatorcontrib><creatorcontrib>ZOTOVA, SVETLANA ALEXEEVNA</creatorcontrib><creatorcontrib>BRYANTSEVA, ELENA ALEXEEVNA</creatorcontrib><creatorcontrib>SAFONOVA, LJUDMILA SERGEEVNA</creatorcontrib><creatorcontrib>PETERS, VALENTINA VASILIEVNA</creatorcontrib><creatorcontrib>SHVETSOVA, EVGENIA GEORGIEVNA</creatorcontrib><creatorcontrib>SAKHASCHIK, ZINAIDA MIKHAILOVNA</creatorcontrib><creatorcontrib>SVIRINA, EVGENIA ALEXANDROVNA</creatorcontrib><creatorcontrib>KUBAR, OLGA IOSIFOVNA</creatorcontrib><creatorcontrib>BOGDANOVA, NADEZHDA SERGEEVNA</creatorcontrib><creatorcontrib>YADROVSKAYA, VERA ALEXANDROVNA</creatorcontrib><creatorcontrib>PERSHIN, GRIGORY NIKOLAEVICH</creatorcontrib><creatorcontrib>ZLYDNIKOV, DMITRY MIKHAILOVICH</creatorcontrib><creatorcontrib>KUTCHAK, SVETLANA NIKOLAEVNA</creatorcontrib><creatorcontrib>TROFIMOV, FEDOR ALEXANDROVICH</creatorcontrib><creatorcontrib>KONOPLYANNIKOV, ANATOLY GEORGIEVICH</creatorcontrib><creatorcontrib>PADEISKAYA, ELENA NIKOLAEVNA</creatorcontrib><creatorcontrib>FOMINA, ALLA NIKOLAEVNA</creatorcontrib><creatorcontrib>GRINEV, ALEXEI NIKOLAEVICH</creatorcontrib><creatorcontrib>SURINOV, BORIS PAVLOVICH</creatorcontrib><creatorcontrib>SAVINOVA, LJUDMILA ALEXEEVNA</creatorcontrib><creatorcontrib>KARPOVA, NINA ALEXEEVNA</creatorcontrib><creatorcontrib>TSYSHKOVA, NINA GAVRILOVNA</creatorcontrib><creatorcontrib>SAVINA, ELENA PETROVNA</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>NIKOLAEVA, IRINA SERGEEVNA</au><au>ZOTOVA, SVETLANA ALEXEEVNA</au><au>BRYANTSEVA, ELENA ALEXEEVNA</au><au>SAFONOVA, LJUDMILA SERGEEVNA</au><au>PETERS, VALENTINA VASILIEVNA</au><au>SHVETSOVA, EVGENIA GEORGIEVNA</au><au>SAKHASCHIK, ZINAIDA MIKHAILOVNA</au><au>SVIRINA, EVGENIA ALEXANDROVNA</au><au>KUBAR, OLGA IOSIFOVNA</au><au>BOGDANOVA, NADEZHDA SERGEEVNA</au><au>YADROVSKAYA, VERA ALEXANDROVNA</au><au>PERSHIN, GRIGORY NIKOLAEVICH</au><au>ZLYDNIKOV, DMITRY MIKHAILOVICH</au><au>KUTCHAK, SVETLANA NIKOLAEVNA</au><au>TROFIMOV, FEDOR ALEXANDROVICH</au><au>KONOPLYANNIKOV, ANATOLY GEORGIEVICH</au><au>PADEISKAYA, ELENA NIKOLAEVNA</au><au>FOMINA, ALLA NIKOLAEVNA</au><au>GRINEV, ALEXEI NIKOLAEVICH</au><au>SURINOV, BORIS PAVLOVICH</au><au>SAVINOVA, LJUDMILA ALEXEEVNA</au><au>KARPOVA, NINA ALEXEEVNA</au><au>TSYSHKOVA, NINA GAVRILOVNA</au><au>SAVINA, ELENA PETROVNA</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>CH678726</title><date>1991-10-31</date><risdate>1991</risdate><abstract>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.</abstract><oa>free_for_read</oa></addata></record>
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subjects CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
title CH678726
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