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

• ChemBase编号: 178131
• 分子式: C22H21ClN2O8
• 平均质量: 476.86374
• 单一同位素质量: 476.09864332
• SMILES: c1ccccc1C1=NC(C(=O)N(c2c1cc(cc2)Cl)C)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)O
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(C(=O)N2C)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O)c1ccccc1
• InChI: InChI=1S/C22H21ClN2O8/c1-25-13-8-7-11(23)9-12(13)14(10-5-3-2-4-6-10)24-19(20(25)29)33-22-17(28)15(26)16(27)18(32-22)21(30)31/h2-9,15-19,22,26-28H,1H3,(H,30,31)/t15-,16-,17+,18-,19?,22-/m1/s1
• InChIKey: KFYGTOURBGCWNQ-PVTOYSEVSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6R)-6-[(7-chloro-1-methyl-2-oxo-5-phenyl-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-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 7-Chloro-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-ylβ-D-Glucopyranosiduronic Acid; 3-Hydroxydiazepam Glucuronide; BA 2826; Temazepam Glucuronide; Temazepam β-D-Glucuronide, Mixture of Diastereomers

登记号

• CAS号: 3703-53-5
• PubChem SID: 164234041
• PubChem CID: 10027983

理论计算性质

• Acid pKa: 3.0008886
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -1.1249914
• LogD (pH = 7.4): -2.1377084
• Log P: 1.3367858
• 摩尔折射率: 113.291 cm^3
• 极化性: 44.622498 Å^3
• 极化表面积: 149.12 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: White to Off-White Solid
• 熔点: >218°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - T017210

A glucuronide metabolite of Diazepam.Controlled substance (depressant). Sedative, hypnotic.

参考文献

• Sarteschi, P., et al.: Arzneim.-Forsch., 22, 93 (1972)
• Schwandt, H.J., et al.: Xenobiotica, 4, 733 (1972)
• Curry, S.H., et al.: Br. J. Pharmacol., 57, 427 (1972)
• Heel, R.C., et al.: Drugs, 21, 321 (1972)