66-79-5

• 常用中文名：苯唑西林
• 常用英文名：OXACILLIN
• CAS号：66-79-5
• 分子式：C₁₉H₁₉N₃O₅S
• 分子量：401.43600
• 相关类别： 原料药 抗生素类药物 青霉素类药
• 发布时间：2018-07-05 19:57:32
• 更新时间：2024-01-02 21:02:35
• 苯唑西林是一种口服活性合成青霉素,对葡萄球菌和其他革兰氏阳性病原体具有良好的杀菌活性[1]。

名称

• 中文名: 苯唑西林
• 英文名: oxacillin
• 中文别名: 新青霉素II; 苯甲异恶唑青霉素
• 英文别名: OXACILLIN; [2S-(2,5,6)]-3,3-dimethyl-6-(methyl-3-phenylisoxaz-4-ole-carboxamide-7-oxy-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Oxazina; (2S,5R,6R)-3,3-Dimethyl-6-[(5-methyl-3-phenylisoxazol-4-yl)carbonylamino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Penstapho; (5-methyl-3-phenyl-isoxazol-4-yl)-penicillin; Bactocil; oxazocillin

物化性质

• 熔点: 188ºC
• 分子式: C₁₉H₁₉N₃O₅S
• 分子量: 401.43600
• 精确质量: 401.10500
• PSA: 138.04000
• LogP: 2.22410
• 外观性状: 白色至灰白色自由流动结晶粉末

生物活性

• 描述: 苯唑西林是一种口服活性合成青霉素,对葡萄球菌和其他革兰氏阳性病原体具有良好的杀菌活性[1]。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 体外研究: 苯唑西林抑制革兰氏阳性病原体,对A组链球菌、肺炎链球菌、敏感葡萄球菌和青霉素耐药葡萄球菌的MIC分别为0.05、0.09、0.32和0.80μg/mL[1]。耐苯唑西林菌株对其他青霉素具有高度抗性[1]。
• 体内研究: 苯唑西林(50-800 mg/kg；皮下注射；一次)在感染金黄色葡萄球菌埃文斯的小鼠中显示出253.3 mg/kg的治疗剂量(CD50)。苯唑西林的口服CD50为187.2 mg/kg[2]。动物模型：感染金黄色葡萄球菌埃文斯的CD-1株雄性白化小鼠[2]剂量：50、100、200、400和800 mg/kg给药：皮下注射,一次结果：显示CD50为253.3 mg/kg的治疗活性。

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : XH9000000 CHEMICAL NAME : 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4- isoxazolecarboxamide)-7-oxo- CAS REGISTRY NUMBER : 66-79-5 LAST UPDATED : 199606 DATA ITEMS CITED : 12 MOLECULAR FORMULA : C19-H19-N3-O5-S MOLECULAR WEIGHT : 401.47 WISWESSER LINE NOTATION : T45 ANV ESTJ F1 F1 GVQ CMV- DT5NOJ C1 FR HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human - woman DOSE/DURATION : 200 mg/kg/10D-I TOXIC EFFECTS : Gastrointestinal - other changes TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - man DOSE/DURATION : 3800 mg/kg/19D-I TOXIC EFFECTS : Blood - agranulocytosis TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - child DOSE/DURATION : 2550 mg/kg/17D-I TOXIC EFFECTS : Blood - agranulocytosis TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - infant DOSE/DURATION : 3800 mg/kg/19D-I TOXIC EFFECTS : Blood - agranulocytosis TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - woman DOSE/DURATION : 5560 mg/kg/20D-I TOXIC EFFECTS : Blood - agranulocytosis TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 10 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 6500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1490 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 28 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 120 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value MUTATION DATA TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Microorganism - not otherwise specified DOSE/DURATION : 4 mg/L REFERENCE : JOBAAY Journal of Bacteriology. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1916- Volume(issue)/page/year: 170,1831,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3709 No. of Facilities: 231 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 11502 (estimated) No. of Female Employees: 9533 (estimated)

合成路线

551-16-6 ~% 66-79-5

文献：Justus Liebigs Annalen der Chemie, , vol. 673, p. 166 - 170

1025-55-4 16883-16-2 ~% 66-79-5

文献：Justus Liebigs Annalen der Chemie, , vol. 673, p. 166 - 170

上下游产品

上游产品  3
551-16-6 1025-55-4 16883-16-2
下游产品  1
4340-44-7