Stability and Degradation Pattern of Cefpirome (HR 810) in Aqueous Solution
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概要
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The stability and degradation pathways of a new semi-synthetic cephalosporin, 1-[[(6R, 7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-6,7-dihydro-5H-1-pyrindinium hydroxide, inner salt, 7^2-(Z)-(O-methyloxime) sulfate (cefpirome sulfate, HR 810), were studied.Cefpirome in various buffer solutions was allowed to stand at 40℃ and its degradation patterns were investigated by high performance liquid chromatography. Cefpirome was stable in the region of pH 4-7 and slightly unstable beyond this range.In aqueous solution from the neutral to alkaline regions, the produced degradation products were : 1-[[(6R, 7S)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-6,7-dihydro-5H-1-pyrindinium hydroxide, inner salt, 7^2-(Z)-(O-methyloxime)(epi-cefpirome); 1-[[(6R, 7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-en-3-hy]methyl]-6,7-dihydro-5H-1-pyrindinium hydroxide, inner salt, 7^2-(Z)-(O-methyloxime)(Δ_2-cefpirome); 2-[[(2-amino-4-thiazolyl)((Z)-methoxyimino)acetyl]amino]acetaldehyde; and 6,7-dihydro-5H-1-pyrindine. On the other hand, 1-[[(6R, 7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-6,7-dihydro-5H-1-pyrindinium hydroxide, inner salt, 7^2-(E)-(O-methyloxime) (anti-cefpirome), 2-[[(2-amino-4-thiazolyl)-((Z)-methoxyimino)-acetyl]aminomethyl]-1,2,5,7-tetrahydro-7-oxo-4H-furo[3,4-d]-[1,3]thiazine, and 6,7-dihydro-5H-1-pyrindine were produced in strongly acidic solution or under irradiation by artificial sunlight.
- 社団法人日本薬学会の論文
- 1990-07-25
著者
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鈴木 恵美
Laboratory For Chemistry Hoechst Japan Limited
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力石 祐次
Hoechst Japan, Ltd., Pharma Research and Development Division, Development Laboratories
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力石 祐次
Hoechst Japan Ltd. Pharma Research And Development Division Development Laboratories
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佐野 昭光
Pharma Research & Development Division Hoechst Japan Ltd.
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力石 祐次
Pharma Research & Development Division, Hoechst Japan Ltd.,
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杉岡 龍夫
Pharma Research Laboratories, Hoechst Japan Limited
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浅野 俊一
Pharma Research Laboratories, Hoechst Japan Limited
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鈴木 恵美
Pharma Research Laboratories, Hoechst Japan Limited
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栗木 武男
Pharma Research Laboratories, Hoechst Japan Limited
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城塚 美喜雄
Laboratory Shirakawa Site, Nippon Roussel K.K.
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斉藤 健二
Laboratory Shirakawa Site, Nippon Roussel K.K.
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栗木 武男
ヘキストジャパン(株)
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斉藤 健二
Laboratory Shirakawa Site Nippon Roussel K.k.
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栗木 武男
Laboratory For Chemistry Hoechst Japan Limited
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栗木 武男
Pharma Research And Development Division Hoechst Japan Limited
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杉岡 龍夫
Pharma Research Laboratories Hoechst Japan Limited
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Chikaraishi Y
Nippon Hoechst Marion Roussel Ltd. Research And Development Division Preclinical Development Laborat
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浅野 俊一
Pharma Research Laboratories Hoechst Japan Limited
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城塚 美喜雄
Laboratory Shirakawa Site Nippon Roussel K.k.
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