Studies on Thiophene Derivatives. I. Syntheses of 2-Amino-1, 1-di (2-thienyl) alkanols
It was found that 3-piperidino-1, 1-di (2-thienyl) butene prepared by Adamson possessed an antitussive action. The compound has one amino group at the 3-position, and one double bond between 1 and 2. However, ephedrine used as an antitussive for a long time has one amino group at 2-position and a hy...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1958/04/20, Vol.6(2), pp.159-163 |
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creator | Kimura, Ryuichi Yabuuchi, Takahiro Tamura, Yasutaka |
description | It was found that 3-piperidino-1, 1-di (2-thienyl) butene prepared by Adamson possessed an antitussive action. The compound has one amino group at the 3-position, and one double bond between 1 and 2. However, ephedrine used as an antitussive for a long time has one amino group at 2-position and a hydroxyl group at 1-position. Therefore, 2-amino-1, 1-di (2-thienyl) propanols and 2-amino-1, 1-di (2-thienyl)-ethanols which have one amino group at 2-position and hydroxyl group at 1-position were synthesized, in order to investigate the structure-activity relationship of the antitussive. The compounds were synthesized by the condensation of 1-aminoalkane-1-carboxylic acid esters and thiophene (the lithium method). |
doi_str_mv | 10.1248/cpb.6.159 |
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Therefore, 2-amino-1, 1-di (2-thienyl) propanols and 2-amino-1, 1-di (2-thienyl)-ethanols which have one amino group at 2-position and hydroxyl group at 1-position were synthesized, in order to investigate the structure-activity relationship of the antitussive. 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The compounds were synthesized by the condensation of 1-aminoalkane-1-carboxylic acid esters and thiophene (the lithium method).</description><subject>Humans</subject><subject>Old Medline</subject><subject>Thiophenes</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1958</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkE2LFDEQhoMo7jh68A9IQBAXTJvP7uQ4rF8LCx529RrS6Wo7Y096NulemH9vxhlc8FDUoZ56qngRes1oxbjUH_2-reqKKfMErZiQDVGci6doRSk1hItaXKAXOW8p5Yo24jm6YEKJhjX1Cv28nZcuQMZTxHdDmPYDRMCfIIUHN4cHyBW-rvDtIc4D5CPWY042uxAnwj5gRrqA33MyDwHiYbzEbvzt4jTml-hZ78YMr859jX58-Xx39Y3cfP96fbW5IV5SZgiTHWjTQ2tAN5oK72qptGCeeqpqB1pSoyTUsuuFhN4IrmnrvGTSeNV2jVijdyfvPk33C-TZ7kL2MI4uwrRkqzk1piwV8O1_4HZaUiy_WSaVUZrRcniNLk-UT1POCXq7T2Hn0sEyao9R2xK1rW2JurBvzsal3UH3SJ6zLcDmBGzz7H7BP8ClOfgRjipWDhcd_1tF-jgbXLIQxR9bko1Y</recordid><startdate>1958</startdate><enddate>1958</enddate><creator>Kimura, Ryuichi</creator><creator>Yabuuchi, Takahiro</creator><creator>Tamura, Yasutaka</creator><general>The Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>1958</creationdate><title>Studies on Thiophene Derivatives. I. 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I. Syntheses of 2-Amino-1, 1-di (2-thienyl) alkanols</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1958</date><risdate>1958</risdate><volume>6</volume><issue>2</issue><spage>159</spage><epage>163</epage><pages>159-163</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>It was found that 3-piperidino-1, 1-di (2-thienyl) butene prepared by Adamson possessed an antitussive action. The compound has one amino group at the 3-position, and one double bond between 1 and 2. However, ephedrine used as an antitussive for a long time has one amino group at 2-position and a hydroxyl group at 1-position. Therefore, 2-amino-1, 1-di (2-thienyl) propanols and 2-amino-1, 1-di (2-thienyl)-ethanols which have one amino group at 2-position and hydroxyl group at 1-position were synthesized, in order to investigate the structure-activity relationship of the antitussive. 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subjects | Humans Old Medline Thiophenes |
title | Studies on Thiophene Derivatives. I. Syntheses of 2-Amino-1, 1-di (2-thienyl) alkanols |
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