(6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase编号: 126462
• 分子式: C14H14N8O4S3
• 平均质量: 454.50716
• 单一同位素质量: 454.03001397
• SMILES: O=C1N2C(=C(CS[C@@H]2[C@@H]1NC(=O)Cn1nnnc1)CSc1nnc(s1)C)C(=O)O
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnc(s1)C)Cn1cnnn1
• InChI: InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1
• InChIKey: MLYYVTUWGNIJIB-BXKDBHETSA-N

名称和登记号

名称

• IUPAC标准名: (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC传统名: cefazolin; (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 商标名: Ancef, Kefzol
• 别名: Cefazolin; Cephamezine; Cefazolin

登记号

• CAS号: 25953-19-9
• PubChem SID: 162220796
• PubChem CID: 33255
• CHEBI ID: 474053
• ATC码: J01DB04; QJ51DB04
• CHEMBL: 1435
• Chemspider ID: 30723
• DrugBank ID: DB01327
• KEGG ID: D02299
• 美国药典/FDA物质标识码: IHS69L0Y4T
• 维基百科标题: Cefazolin

理论计算性质

• Acid pKa: 3.0265586
• 质子受体: 9
• 质子供体: 2
• LogD (pH = 5.5): -3.9590034
• LogD (pH = 7.4): -4.991068
• Log P: -1.5194101
• 摩尔折射率: 119.8562 cm^3
• 极化性: 39.86288 Å^3
• 极化表面积: 156.09 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

药理学性质

• 给药途径: Intravenous, intramuscular
• 生物利用度: NA
• 排泄: Renal, unchanged
• 半衰期: 1.8 hours (given IV); 2 hours (given IM)
• 法定药品分级: Rx-only
• 妊娠期药物分类: B (US); B1 (Australia)
• 生物活性机理: Mucopeptide synthesis inhibitor

产品相关信息

• 应用领域: Antibiotic

参考文献

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