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
Hauptverfasser: HARA, MATSUJI, HAYASHI, HIDEHUMI, YOSHIDA, TSUGUCHIKA, MURAYAMA, HIROSHI
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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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title Studies on the Kinetics and Mechanism of Drug Degradation. I
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