56187-47-4

• 常用中文名：头孢西酮
• 常用英文名：Cefazedone
• CAS号：56187-47-4
• 分子式：C₁₈H₁₅Cl₂N₅O₅S₃
• 分子量：548.443
• 相关类别： 原料药 抗生素类药物 头孢菌素类药
• 发布时间：2018-06-12 13:46:30
• 更新时间：2026-07-01 00:17:28
• Cefazedone (Refosporen) 是第一代具有抗革兰氏阳性和革兰氏阴性菌的活性头孢菌素,可有效治疗敏感细菌引起的感染。Cefazedone 是一种时间依赖性抗生素,超过最小抑制浓度 (MIC) 的时间是杀灭病原体相关的关键药代动力学-药效学 (PK-PD) 的变量。

名称

• 中文名: 头孢西酮
• 英文名: (6R,7R)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 中文别名: 双氯酚酸树脂盐; 原料头孢西酮; 头孢酉酮酸; 氯氮环酮头孢菌素; 头孢唑酮; (6R,7R)-7-(2-(3,5-二氯-4-氧代吡啶-1(4H)-基)乙酰氨基)-3-(((5-甲基-1,3,4-噻二唑-2 -基)硫代)甲基)-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸 (头孢西酮杂质); 头孢西酮原料; 头孢氯氮环酮; 头孢西酮中间体,头孢西酮酸; 头孢西酮酸; 头孢西酮,10 MM DMSO 溶液; 国内唯一头孢西酮酸; 头孢西酮杂质; (6R,7R)-7-(2-(3,5-二氯-4-氧代-1(4H)-吡啶基)乙酰氨基)-3-(((5-甲基-1,3,4-硫二唑-2-基)硫)甲基)-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-甲酸; 头孢西酮对照品; (6R,7R)-7-(2-(3,5-二氯-4-氧代吡啶-1(4H)-基)乙酰氨基)-3-(((5-甲基-1,3,4-噻二唑-2-基)硫基)甲基)-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸; 头孢扎酮
• 英文别名: Ceftazidone; cefazedone; 7-(((3,5-dichloro-4-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-cboxylicaci; Cefazedone //BP; Cefazedonum; Cefazedonum [INN-Latin]; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid, 7-[[2-(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, (6R,7R); Cefazedone acid; (6R-trans)-Cefazedone; CEFAZEDONE SODIUM; (6R,7R)-7-(2-(3,5-Dichloro-4-oxo-1(4H)-pyridyl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; 3,5-Dichloro-4-hydroxypyridine，Cefazedone; Cefazedone, 10 mM in DMSO; (6R,7R)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; (6R,7R)-7-[[2-(3,5-Dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-Methyl-1,3,4- thiadiazol-2-yl)thio]Methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic Acid; Cefoxidone control; 1(4h)-pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl); (6r-trans)-8-oxo; (6R,7R)-7-[(3,5-Dichloro-4-oxo-1(4H)-pyridyl)acetylamino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-2-ene-2-cboxylic acid; REFOSPORIN; Refosporen; SODIUM-7-[3,5-DICHLORO-4-DIHYDROPYRIDYLACETYLAMINO]-3-[[(5-METHYL-1,3,4-THIADIAZOLYL)-THIO]METHYL]-3-CHEM-4-CBOXYLATE; Cefoxitone; Cefazedone [INN:BAN]; 3-(5-Methyl-1,3,4-thiadiazolyl-2-mercaptomethyl)-7-(3,5-dichloro-4-pyridon-1-ylacetamido)-3-cephem-4-carboxylic Acid; (6R,7R)-7-{[(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetyl]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; REFOSPORIN[SODIUM-7-[3,5-DICHLORO-4-DIHYDROPYRIDYLACETYLAMINO]-3-[[(5-METHYL-1,3,4-THIADIAZOLYL)-THIO]METHYL]-3-CHEM-4-CBOXYLATE]; (6R,7R)-7-{[(3,5-Dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[2-(3,5-Dichloro-4-oxo-1(4H)-pyridyl)acetylamino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; (6R)-7t-[2-(3,5-dichloro-4-oxo-4H-pyridin-1-yl)-acetylamino]-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Cefotaxine acid; (6R,7R)-7-(2-(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid; MFCD01682029; (6R,7R)-7-(2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid (Cefazedone Impurity); Cefazedona; Refosporene; Cefazedona [INN-Spanish]

物化性质

• 密度: 1.8±0.1 g/cm3
• 分子式: C₁₈H₁₅Cl₂N₅O₅S₃
• 分子量: 548.443
• 精确质量: 546.961243
• PSA: 213.33000
• LogP: 0.92
• 外观性状: 白色至淡黄色粉末
• 折射率: 1.761
• 储存条件: 室温，干燥

生物活性

• 描述: Cefazedone (Refosporen) 是第一代具有抗革兰氏阳性和革兰氏阴性菌的活性头孢菌素,可有效治疗敏感细菌引起的感染。Cefazedone 是一种时间依赖性抗生素,超过最小抑制浓度 (MIC) 的时间是杀灭病原体相关的关键药代动力学-药效学 (PK-PD) 的变量。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 参考文献:

  [1]. Gao L, et al. A Pharmacokinetic and Pharmacodynamic Study on Intravenous Cefazedone Sodium in Patients with Community-acquired Pneumonia. Chin Med J (Engl). 2015 May 5;128(9):1160-4.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : XI0372700 CHEMICAL NAME : 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((3,5-dichloro-4-oxo-1(4H)- pyridinyl)acetyl)amino)-3-(((5-methyl-1,3,4-thiadiazo l-2-yl)thio)methyl)-8 -oxo-, (6R-trans)- CAS REGISTRY NUMBER : 56187-47-4 LAST UPDATED : 199612 DATA ITEMS CITED : 1 MOLECULAR FORMULA : C18-H15-Cl2-N5-O5-S3 MOLECULAR WEIGHT : 548.46 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 88 mg/kg/17W-I TOXIC EFFECTS : Blood - normocytic anemia Blood - thrombocytopenia REFERENCE : TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 90,135,1987

合成路线

56187-37-2 30246-33-4 ~% 56187-47-4

文献：Arzneimittel-Forschung/Drug Research, , vol. 29, # 2 A p. 362 - 369

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