62893-19-0

• 常用中文名：头孢哌酮
• 常用英文名：Cefoperazone
• CAS号：62893-19-0
• 分子式：C₂₅H₂₇N₉O₈S₂
• 分子量：645.667
• 相关类别： 原料药 抗生素类药物 头孢菌素类药
• 发布时间：2018-08-16 09:49:44
• 更新时间：2026-06-30 19:52:37
• Cefoperazone是头孢菌素类抗生素。

名称

• 中文名: 头孢哌酮
• 英文名: cefoperazone
• 中文别名: 化合物:Cefoperazone; CEFOPERAZONE 头孢哌酮; 先锋哌酮; 先锋哌唑酮; 化合物：Cefoperazone; 头孢哌酮酸; 坎地沙坦; 头孢氧哌唑; 头孢哌酮/头孢哌酮酸; 先锋必素; 头孢哌酮(标准品); N-[2-氯-4-[(6; 氧哌嗪头孢; 7-二甲氧基-4-喹唑啉基)氧基]苯基]-N'-丙基脲; 头孢哌酮/A1A; 羟哌唑头孢菌素; 头孢哌酮杂质对照品; 先锋必; 头孢派酮二水合物; 头孢哌酮酸粗品; 头孢呱酮; 氧哌羟苯唑头孢菌素; 头孢哌酮原料; 头孢氧哌羟苯唑; (6R,7R)-7-((R)-2-(4-乙基-2,3-二氧代哌嗪-1-甲酰胺基)-2-(4-羟基苯基)乙酰胺基)-3-(((1-甲基-1H-四唑-5-基)硫基)甲基)-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛烷-2-烯-2-羧酸; 头孢哌酮双盐酸盐; 头孢哌酮单体; (6R,7R)-3-[[(1-甲基-1H-四唑-5-基)硫]甲基]-7-[(R)-2-(4-乙基-2,3-二氧代-1-哌嗪甲酰氨基)-2-对羟基苯基-乙酰氨基]-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-甲酸; 头孢派酮; 头孢哌酮钠杂质B; 头孢哌酮二水合物; 原料药头孢哌酮; 头孢哌酮,10 MM DMSO 溶液; 头孢哌酮二水合物 标准品
• 英文别名: acide (6R,7R)-7-{[(2R)-2-{[(4-éthyl-2,3-dioxopipérazin-1-yl)carbonyl]amino}-2-(4-hydroxyphényl)acétyl]amino}-3-{[(1-méthyl-1H-tétrazol-5-yl)sulfanyl]méthyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ène-2; Cefoperazone (Cefobid); Cefobis; (6R,7R)-7-{[(2S)-2-{[(4-ETHYL-2,3-DIOXO-1-PIPERAZINYL)carbonyl]AMINO}-2-(4-HYDROXYPHENYL)ACETYL]AMINO}-3-{[(1-METHYL-1H-TETRAZOL-5-YL)SULFANYL]METHYL}-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CBO XYLIC ACID; Cefoperazone dihydrate; Prestwick_735; [6R-[6alpha,7beta(R*)]]-7-[[[[(4-Ethyl-2,3-dioxo-1- piperazinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; Perocef：Tomabef; Cefoperazone 1000 μg/mL in Acetonitrile; Cefoperazone, 10 mM in DMSO; (6R,7R)-7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; Cefoperazone acid, Phma; (6R,7R)-7-{[(2R)-2-{[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Chaperazon; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylicacid,7-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]Methyl]-8-oxo-,(6R,7R); Cefob; Cefoperazone Dihydrate; l~rdum; CEFOBID; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid, 7-[[(2R)-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R); MFCD00865067; Cefoperazone SodiuM IMp. B; (6S,7S)-7-[[2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)-oxomethyl]amino]-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic; (6R,7R)-7-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)thio]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; CEFOPERAZONE ACID; (6R,7R)-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid dihydrate; EINECS 263-749-4; Cefobis：Cefoam; CEFOPERAZONE; 1-piperazinyl)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3-(((1-methyl-1h; (6r-(6-alpha,7-beta(r*)))-tetrazol-5-yl)thio)methyl)-8-oxo; Trolamine Impurity 5; Cefoperazone //BP; Cefoperazoner; Cefoperazone free acid; HMS1569A15; Cefoperazone dihydrate CRS; HMS2096A15; CP 52640-2; Cefoperazone in methanol; Cephaperazon; Medocef; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid, 7-[[[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-[6α,7β(R*)]]; (6R,7R)-7-((R)-2-(4-ethyl-2,3-dioxopiperazine-1-cboxamido)-2-(4-hydroxyphenyl)acetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; 7-[D-(-)-a-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)-a-(4-hydroxyphenyl)acetamido]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-3-cephem-4-carboxylic Acid; (6R,7R)-7-{[(2R)-2-{[(4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Cefoperazone (base and/or unspecified salts); (6R,7R)-7-{[(2R)-2-{[(4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carbon; cefoperazine; Cefoperazone RS

物化性质

• 密度: 1.8±0.1 g/cm3
• 熔点: 169-171ºC
• 分子式: C₂₅H₂₇N₉O₈S₂
• 分子量: 645.667
• 精确质量: 645.142395
• PSA: 270.86000
• LogP: 1.43
• 外观性状: 白色结晶粉末
• 折射率: 1.819
• 储存条件: 0-10°C;避免加热
• 稳定性:

  在PH＝4.0～7.0时稳定，碱性时不稳定。

• 分子结构:

  1、 摩尔折射率：158.18

  2、 摩尔体积（cm³/mol）：363.6

  3、 等张比容（90.2K）：1110.2

  4、 表面张力（dyne/cm）：86.8

  5、 极化率（10-24cm3）：62.70

• 更多:

  1.性状：白色或类白色结晶性粉末，无臭，味微苦。

  2.溶解性：有引湿性。溶于丙酮或二甲亚砜，微溶于甲醇或乙醇，极微溶于水。

生物活性

• 描述: Cefoperazone是头孢菌素类抗生素。
• 相关类别:
  信号通路 >> 抗感染 >> 细菌
  研究领域 >> 感染
• 参考文献:

  [1]. Kato, Y., et al., Involvement of multidrug resistance-associated protein 2 (Abcc2) in molecular weight-dependent biliary excretion of beta-lactam antibiotics. Drug Metab Dispos, 2008. 36(6): p. 1088-96.

  [2]. Craig, W.A. and A.U. Gerber, Pharmacokinetics of cefoperazone: a review. Drugs, 1981. 22 Suppl 1: p. 35-45.

安全

• 危害码 (欧洲): Xn
• 风险声明 (欧洲): R20/21/22
• 安全声明 (欧洲): S26-S36
• WGK德国: 3
• 海关编码: 2941905600

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62893-20-3

制备

以7-ACA为原料，先与5-巯基-1-甲基-四氮唑反应生成3位取代的7-ATCA中间体，然后和α-(对羟基苯基)-α-[(4-乙基-2，3-二氧代-1-吡嗪基)甲酰胺基]乙酰氯缩合，经酸化调节Ph值使成头孢哌酮游离酸结晶，用碳酸氢钠溶解，可得头孢哌酮的钠盐。

海关

海关编码	2941905600