(2R,3R,4R,5S,6R)-6-{[7-chloro-5-(2-chlorophenyl)-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 172393
• 分子式: C21H18Cl2N2O8
• 平均质量: 497.28222
• 单一同位素质量: 496.04402091
• SMILES: c1cc(cc2c1NC(=O)C(N=C2c1ccccc1Cl)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)O)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(C(=O)N2)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O)c1ccccc1Cl
• InChI: InChI=1S/C21H18Cl2N2O8/c22-8-5-6-12-10(7-8)13(9-3-1-2-4-11(9)23)25-19(18(29)24-12)33-21-16(28)14(26)15(27)17(32-21)20(30)31/h1-7,14-17,19,21,26-28H,(H,24,29)(H,30,31)/t14-,15-,16+,17-,19?,21-/m1/s1
• InChIKey: IWOJSSFCRQKNKN-PBXWZENZSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6R)-6-{[7-chloro-5-(2-chlorophenyl)-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2R,3R,4R,5S,6R)-6-{[7-chloro-5-(2-chlorophenyl)-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 7-Chloro-5-(2-chlorophenyl)-2,3-dihydro-2-oxo-1H-1,4-benzodiazepin-3-yl β-D-Glucopyranosiduronic Acid; Lorazepam Glucuronide; Lorazepam β-D-Glucuronide, Mixture of Diastereomers. DISCONTINUED See L469865 Alternative Product

登记号

• CAS号: 32781-79-6
• PubChem SID: 164228303
• PubChem CID: 71749839

理论计算性质

• Acid pKa: 2.8558145
• 质子受体: 9
• 质子供体: 5
• LogD (pH = 5.5): -0.5152418
• LogD (pH = 7.4): -1.4126904
• Log P: 2.0767643
• 摩尔折射率: 114.9799 cm^3
• 极化性: 44.765125 Å^3
• 极化表面积: 157.91 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - L469860

A metabolite of Lorazepam.

参考文献

• ,,8) Greenblatt, D; J Pharmac Sci 1979, 68, 57,,,11) Greenblatt, D; Clin Pharmacol Ther 1988, 44, 326,,,2) Barr, J; Anesthesiology 2001, 95, 286,,,1) Blin, O; Clin Neuropharmacol 2001, 24, 71,,,