642-78-4

• 常用中文名：氯唑西林钠
• 常用英文名：Cloxacillin Sodium
• CAS号：642-78-4
• 分子式：C₁₉H₁₇ClN₃NaO₅S
• 分子量：475.878
• 相关类别： 有机原料 无机酸酯
• 发布时间：2018-03-05 08:00:00
• 更新时间：2024-01-03 17:13:21
• Cloxacillin sodium 具有有效的抗菌活性,对Staphylococcus aureus 25923 的最小抑菌浓度为256 mg/L。

名称

• 中文名: 氯唑西林钠
• 英文名: cloxacillin sodium
• 中文别名: 氯洒西林; 6R)-3,3-二甲基-6-[5-甲基-3-(2-氯苯基)-4-异恶唑甲酰氨基]-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-甲酸钠盐
• 英文别名: Tegopen; 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, sodium salt, (2S,5R,6R)-, hydrate (1:1:1); Staphybiotic; Sodium cloxacillin; cloxacillin sodium hydrate; Ankerbin; Cloxapen; Austrastaph; (2S,5R,6R)-6-[[[3-(2-Chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium Salt Monohydrate; Prevencilina P; Cloxacillin sodium salt hydrate; Sodium cloxacillin monohydrate; cloxacillin sodium monohydrate; Orbenin; Sodium (2S,5R,6R)-6-({[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate (1:1:1); MFCD00150735; Prostaphilin A; Ekvacillin; [(2S,5R,6R)-6-({[3-(2-Chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylato-κO]sodium hydrate (1:1); sodium, [(2S,5R,6R)-6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylato-κO]-, hydrate (1:1); Cloxacillin Sodium Salt; EINECS 211-390-9; Gelstaph; Monosodium (2S,5R,6R)-6-(3-(o-Chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Monohydrate; Cloxacillin Sodium

物化性质

• 熔点: 170ºC
• 分子式: C₁₉H₁₇ClN₃NaO₅S
• 分子量: 475.878
• 精确质量: 475.058075
• PSA: 140.87000
• LogP: 1.54280
• 外观性状: 白色粉末
• 储存条件: 2-8°C
• 稳定性: Stable. Incompatible with strong oxidizing agents. Refrigerate.
• 水溶解性: H2O: 50 mg/mL, clear, colorless

生物活性

• 描述: Cloxacillin sodium 具有有效的抗菌活性,对Staphylococcus aureus 25923 的最小抑菌浓度为256 mg/L。
• 相关类别:
  研究领域 >> 感染
  研究领域 >> 炎症/免疫
  信号通路 >> 抗感染 >> 细菌
• 体外研究: 氯唑西林是一种抗生素,用于研究许多细菌感染[1]。细胞活力测定[1]细胞系：株M12和M60。浓度：0.5μg/mL,培养时间：4-24h。结果：细菌数量明显减少。
• 体内研究: 氯唑西林钠(50mg/kg,皮下注射)对金黄色葡萄球菌有显著的抗菌作用[3]动物模型：小鼠[2]。剂量：10mg/kg(药理分析)。给药：皮下注射。结果：10min时血浆浓度达到最大值8.4μg/mL,半衰期约15min。动物模型：用0.1ml生理盐水注射约2×106cfu细菌的小鼠右大腿肌肉无菌注射[3]。剂量：0-500 mg/kg。给药：感染后1小时在颈部皮下注射。结果：18小时后测得的存活金黄色葡萄球菌数量显著减少。
• 参考文献:

  [1]. J C Anderson, et al. The Effect of Incorporation of Cloxacillin in Liposomes on Treatment of Experimental Staphylococcal Mastitis in Mice. J Vet Pharmacol Ther. 1986 Sep;9(3):303-9.

  [2]. W Calame, et al. Influence of Etoposide and Cyclophosphamide on the Efficacy of Cloxacillin and Erythromycin in an Experimental Staphylococcal Infection. Antimicrob Agents Chemother. 1989 Jun;33(6):980-2.

  [3]. Peter H Nibbering, et al. 99mTc-Labeled UBI 29-41 Peptide for Monitoring the Efficacy of Antibacterial Agents in Mice Infected With Staphylococcus Aureus. J Nucl Med. 2004 Feb;45(2):321-6.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : XH8750000 CHEMICAL NAME : 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(o-chlorophenyl)-5-methyl- 4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt CAS REGISTRY NUMBER : 642-78-4 LAST UPDATED : 199806 DATA ITEMS CITED : 10 MOLECULAR FORMULA : C19-H17-C1-N3-O5-S.Na MOLECULAR WEIGHT : 434.45 WISWESSER LINE NOTATION : T45 ANV ESTJ F1 F1 GVQ CMV- DT5NOJ C1 ER BG &-NA- HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,232,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1350 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 15,322,1965 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 4200 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,232,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1660 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,232,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,232,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1170 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,232,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,232,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 916 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea REFERENCE : FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 31,232,1968 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1117 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,401,1995 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4495 No. of Facilities: 203 (estimated) No. of Industries: 2 No. of Occupations: 8 No. of Employees: 4409 (estimated) No. of Female Employees: 2017 (estimated)

安全

• 危害码 (欧洲): Xn
• 风险声明 (欧洲): 36/37/38-42/43
• 安全声明 (欧洲): S22
• WGK德国: 2
• RTECS号: XH8920000
• 海关编码: 2941109900

合成路线

551-16-6 25629-50-9 ~% 642-78-4

文献：WO2012/164355 A1, ; Page/Page column 9-10 ;

89-98-5 ~% 642-78-4

文献：WO2012/164355 A1, ;

23598-72-3 ~% 642-78-4

文献：WO2012/164355 A1, ;

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