Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Isomerization Kinetics of Panipenem in Aqueous Solution
Nobuya ItoMasahiko SuzukiAkira KusaiKozo Takayama
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2005 年 53 巻 5 号 p. 537-540

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The isomerization kinetics of panipenem (INN: (+)-(5R,6S)-3-[(S)-1-(acetimidoylpyrrolidin-3-yl)thio]-6-[(R)-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, CAS No. 87726-17-8) in aqueous solution were investigated. An equilibrium between the Z-form and E-form was observed, and it was found that the isomerization rates were affected by the pH of the solution. Under acidic conditions, the isomerization rates were small. However, the isomerization rates were increased with the pH value. This phenomenon resulted from the extent of proton dissociation from the acetimidoyl group.
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© 2005 The Pharmaceutical Society of Japan
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