(6R,7S)-7-{4-[carbamoyl(carboxy)methylidene]-1,3-dithietane-2-amido}-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid

• ChemBase编号: 163920
• 分子式: C17H17N7O8S4
• 平均质量: 575.61898
• 单一同位素质量: 575.00214454
• SMILES: C\1(=C(/C(=O)N)\C(=O)O)/SC(S1)C(=O)N[C@@]1(C(=O)N2[C@@H]1SC=C(C2C(=O)O)CSc1n(nnn1)C)OC
• Canonical SMILES: CO[C@@]1(NC(=O)C2S/C(=C(\C(=O)O)/C(=O)N)/S2)C(=O)N2[C@@H]1SC=C(C2C(=O)O)CSc1nnnn1C
• InChI: InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h3,7,13,15H,4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/b12-6-/t7?,13?,15-,17+/m1/s1
• InChIKey: DBSPFHNCVUTGLP-APKJNDLBSA-N

名称和登记号

名称

• IUPAC标准名: (6R,7S)-7-{4-[carbamoyl(carboxy)methylidene]-1,3-dithietane-2-amido}-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid
• IUPAC传统名: (6R,7S)-7-{4-[carbamoyl(carboxy)methylidene]-1,3-dithietane-2-amido}-7-methoxy-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid
• 别名: Δ2-Cefotetan

登记号

• CAS号: 1332499-75-8
• PubChem SID: 162258055
• PubChem CID: 56847127

理论计算性质

• Acid pKa: 2.9741657
• 质子受体: 11
• 质子供体: 4
• LogD (pH = 5.5): -4.459365
• LogD (pH = 7.4): -7.1222024
• Log P: -0.4682159
• 摩尔折射率: 152.2687 cm^3
• 极化性: 50.310135 Å^3
• 极化表面积: 219.93 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Light Tan Solid
• 熔点: 178-180°C

安全信息

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

详细说明

Toronto Research Chemicals - C242965

The Δ2-isomer of Cefotean (C242970). It is useful as intermediate in the preparation of cephalesorin compounds.

参考文献

• Sugioka, T., et al.: Chem. Pharm. Bull., 38, 1998 (1990)