1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium hydrate

• ChemBase编号: 163904
• 分子式: C19H26N6O6S2
• 平均质量: 498.57634
• 单一同位素质量: 498.13552458
• SMILES: S1[C@H]2N(C(=C(C1)C[N+]1(CCCC1)C)C(=O)[O-])C(=O)[C@H]2NC(=O)/C(=N\OC)/c1csc(n1)N.O
• Canonical SMILES: CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[N+]1(C)CCCC1.O
• InChI: InChI=1S/C19H24N6O5S2.H2O/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11;/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29);1H2/b23-12-;/t13-,17-;/m1./s1
• InChIKey: AYEVWJLUTMOIKX-LSGRDSQZSA-N

名称和登记号

名称

• IUPAC标准名: 1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium hydrate
• IUPAC传统名: cefepime hydrate
• 别名: 1-[[(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium Inner Salt Dihydrochloride Monohydrate; Axepim; Cepimex; Maxipime; Cefepime Dihydrochloride Monohydrate

登记号

• CAS号: 123171-59-5
• PubChem SID: 162258039
• PubChem CID: 71314605

理论计算性质

• Acid pKa: 3.2528262
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -3.4631
• LogD (pH = 7.4): -3.4483533
• Log P: -3.8011866
• 摩尔折射率: 141.9753 cm^3
• 极化性: 45.275974 Å^3
• 极化表面积: 150.04 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White to Off-White Solid
• 熔点: >175°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - C242750

Semisynthetic, fourth generation cephalosporin antibiotic. Antibacterial.

参考文献

• Khan, N.J., et al.: Antimicrob. Agents Chemother., 26, 585 (1984)
• Naito, T., et al.: J. Antibiot., 39, 1092 (1984)
• Okamoto, M.P., et al.: Clin. Pharmacokinet., 25, 88 (1984)