4-[(2S,3S,4R,5R,6R)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-12-chloro-9-(2-fluorophenyl)-3-methyl-2,4λ5,8-triazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-4-ylium

• ChemBase编号: 174621
• 分子式: C24H21ClFN3O6
• 平均质量: 501.8914432
• 单一同位素质量: 501.11029131
• SMILES: c1(c(cccc1)F)C1=NCc2n(c3c1cc(cc3)Cl)c([n+](c2)[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)[O-])C
• Canonical SMILES: [O-]C(=O)[C@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)[n+]1cc2n(c1C)c1ccc(cc1C(=NC2)c1ccccc1F)Cl
• InChI: InChI=1S/C24H21ClFN3O6/c1-11-28(23-21(32)19(30)20(31)22(35-23)24(33)34)10-13-9-27-18(14-4-2-3-5-16(14)26)15-8-12(25)6-7-17(15)29(11)13/h2-8,10,19-23,30-32H,9H2,1H3/t19-,20-,21+,22-,23+/m1/s1
• InChIKey: ULVPQZCKSQYJQR-ZQGJOIPISA-N

名称和登记号

名称

• IUPAC标准名: 4-[(2S,3S,4R,5R,6R)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-12-chloro-9-(2-fluorophenyl)-3-methyl-2,4λ^5,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-4-ylium
• IUPAC传统名: 4-[(2S,3S,4R,5R,6R)-6-carboxylato-3,4,5-trihydroxyoxan-2-yl]-12-chloro-9-(2-fluorophenyl)-3-methyl-2,4λ^5,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-4-ylium
• 别名: 8-Chloro-6-(2-fluorophenyl)-2-β-D-glucopyranuronosyl-1-methyl-4H-ιmidazo[1,5-a][1,4]benzodiazepinium Inner Salt; Midazolam N-β-D-Glucuronide

登记号

• CAS号: 1033824-50-8
• PubChem SID: 164230531
• PubChem CID: 71750734

理论计算性质

• Acid pKa: 2.663917
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): -3.173684
• LogD (pH = 7.4): -3.1736977
• Log P: -3.2916617
• 摩尔折射率: 153.5052 cm^3
• 极化性: 47.625046 Å^3
• 极化表面积: 131.22 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Pale Orange Solid
• 熔点: 177-1780°C

安全信息

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

详细说明

Toronto Research Chemicals - M343010

Α glucuronide metabolite of Midazolam (M343000).

参考文献

• Dundee, J., et al.: Drugs, 28, 519 (1984)
• Fabre, G., et al.: Biochem. Pharmacol., 37, 4389 (1984)
• Chung, E., et al.: Clin. Pharmacol. Ther., 79, 350 (1984)
• Zhu, B., et al.: Drug Metab. Dispos., 36, 331 (1984)