Studies on the Kinetics and Mechanism of Drug Degradation. I
The kinetics and mechanism of the degradation of chlorphenesin carbamate (α-CPC) in strongly alkaline aqueous solutions were studied at 0 to 20°C. The degradation did not obey pseudo-first order kinetics, but was shoun to involve a complex reaction accompanied by consecutive, parallel and reverse re...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1986-04, Vol.34 (4), p.1764 |
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creator | HARA, MATSUJI HAYASHI, HIDEHUMI YOSHIDA, TSUGUCHIKA MURAYAMA, HIROSHI |
description | The kinetics and mechanism of the degradation of chlorphenesin carbamate (α-CPC) in strongly alkaline aqueous solutions were studied at 0 to 20°C. The degradation did not obey pseudo-first order kinetics, but was shoun to involve a complex reaction accompanied by consecutive, parallel and reverse reactions. The rate law of degradation could be approximated in terms of specific base-catalyzed hydrolysis, that is k=kOH αOH, from the rate constant-pH profile. The Arrhenius plots of the degradation were approximately linear. Chlorphenesin-2-carbamate (β-CPC) and chlorphenesin (CP) were detected as alkaline degradation products of α-CPC.The mechanism proposed for the degradation of α-CPC involves migration of the carbamoyl group to the adjacent OH group and removal of the carbamoyl group in the presence of hydroxide ions. |
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Chlorphenesin-2-carbamate (β-CPC) and chlorphenesin (CP) were detected as alkaline degradation products of α-CPC.The mechanism proposed for the degradation of α-CPC involves migration of the carbamoyl group to the adjacent OH group and removal of the carbamoyl group in the presence of hydroxide ions.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><language>eng</language><publisher>Tokyo: Japan Science and Technology Agency</publisher><ispartof>Chemical & pharmaceutical bulletin, 1986-04, Vol.34 (4), p.1764</ispartof><rights>Copyright Japan Science and Technology Agency 1986</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784</link.rule.ids></links><search><creatorcontrib>HARA, MATSUJI</creatorcontrib><creatorcontrib>HAYASHI, HIDEHUMI</creatorcontrib><creatorcontrib>YOSHIDA, TSUGUCHIKA</creatorcontrib><creatorcontrib>MURAYAMA, HIROSHI</creatorcontrib><title>Studies on the Kinetics and Mechanism of Drug Degradation. I</title><title>Chemical & pharmaceutical bulletin</title><description>The kinetics and mechanism of the degradation of chlorphenesin carbamate (α-CPC) in strongly alkaline aqueous solutions were studied at 0 to 20°C. The degradation did not obey pseudo-first order kinetics, but was shoun to involve a complex reaction accompanied by consecutive, parallel and reverse reactions. The rate law of degradation could be approximated in terms of specific base-catalyzed hydrolysis, that is k=kOH αOH, from the rate constant-pH profile. The Arrhenius plots of the degradation were approximately linear. Chlorphenesin-2-carbamate (β-CPC) and chlorphenesin (CP) were detected as alkaline degradation products of α-CPC.The mechanism proposed for the degradation of α-CPC involves migration of the carbamoyl group to the adjacent OH group and removal of the carbamoyl group in the presence of hydroxide ions.</description><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1986</creationdate><recordtype>article</recordtype><recordid>eNqNiksKwjAUAIMoWD93eOC68pr0g-DOKoq40n0JbdqmaKJ5yf3twgO4mVnMTFiUiLSIM87FlEWIuIu5yMWcLYgGRJ5hISK2v_vQaEVgDfhewVUb5XVNIE0DN1X30mh6gW2hdKGDUnVONtJra7ZwWbFZK5-k1j8v2eZ0fBzO8dvZT1Dkq8EGZ8ZUJWmOyYgCxX_XF6CXN5E</recordid><startdate>19860401</startdate><enddate>19860401</enddate><creator>HARA, MATSUJI</creator><creator>HAYASHI, HIDEHUMI</creator><creator>YOSHIDA, TSUGUCHIKA</creator><creator>MURAYAMA, HIROSHI</creator><general>Japan Science and Technology Agency</general><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>19860401</creationdate><title>Studies on the Kinetics and Mechanism of Drug Degradation. 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I</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><date>1986-04-01</date><risdate>1986</risdate><volume>34</volume><issue>4</issue><spage>1764</spage><pages>1764-</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>The kinetics and mechanism of the degradation of chlorphenesin carbamate (α-CPC) in strongly alkaline aqueous solutions were studied at 0 to 20°C. The degradation did not obey pseudo-first order kinetics, but was shoun to involve a complex reaction accompanied by consecutive, parallel and reverse reactions. The rate law of degradation could be approximated in terms of specific base-catalyzed hydrolysis, that is k=kOH αOH, from the rate constant-pH profile. The Arrhenius plots of the degradation were approximately linear. Chlorphenesin-2-carbamate (β-CPC) and chlorphenesin (CP) were detected as alkaline degradation products of α-CPC.The mechanism proposed for the degradation of α-CPC involves migration of the carbamoyl group to the adjacent OH group and removal of the carbamoyl group in the presence of hydroxide ions.</abstract><cop>Tokyo</cop><pub>Japan Science and Technology Agency</pub></addata></record> |
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title | Studies on the Kinetics and Mechanism of Drug Degradation. I |
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