1-{[(propan-2-yloxy)carbonyl]oxy}ethyl (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase编号: 163928
• 分子式: C21H27N5O9S2
• 平均质量: 557.59718
• 单一同位素质量: 557.12501947
• SMILES: S1[C@H]2N(C(=C(C1)COC)C(=O)OC(OC(=O)OC(C)C)C)C(=O)[C@H]2NC(=O)/C(=N\OC)/c1nc(sc1)N
• Canonical SMILES: COCC1=C(C(=O)OC(OC(=O)OC(C)C)C)N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=N\OC)/c1csc(n1)N
• InChI: InChI=1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10?,14-,18-/m1/s1
• InChIKey: LTINZAODLRIQIX-FBXRGJNPSA-N

名称和登记号

名称

• IUPAC标准名: 1-{[(propan-2-yloxy)carbonyl]oxy}ethyl (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC传统名: cefpodoxime proxetil
• 别名: (6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid 1-[[(1-Methylethoxy)carbonyl]oxy]ethyl Ester; Antibiotic CS 807; Banan; CS 807; Cefodox; Cefoprox; Cephpodoxime Proxetil; Cepodem; Orelox; Otreon; RU 51807; U 76252; Vantin; Cefpodoxime Proxetil

登记号

• CAS号: 87239-81-4
• PubChem SID: 162258063
• PubChem CID: 6526396

理论计算性质

• Acid pKa: 10.987236
• 质子受体: 10
• 质子供体: 2
• LogD (pH = 5.5): 1.3192035
• LogD (pH = 7.4): 1.3345513
• Log P: 1.3348523
• 摩尔折射率: 131.3637 cm^3
• 极化性: 50.901962 Å^3
• 极化表面积: 180.97 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Pale Yellow Solid
• 熔点: 111-113°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - C243860

An antibacterial. A broad spectrum, orally absorbed third generation cephalosporin, ester prodrug of the active free acid metabolite, Cefpodoxime.

参考文献

• Fujimoto, K., et al.: J. Antibiot., 40, 370 (1987)
• Utsui, Y., et al.: Antimicrob. Agents Chemother., 31, 1085 (1987)