2-{4-[(1S)-1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl]phenyl}-2-methylpropanoic acid

• ChemBase编号: 168953
• 分子式: C32H39NO4
• 平均质量: 501.65636
• 单一同位素质量: 501.28790873
• SMILES: c1c(ccc(c1)[C@@H](O)CCCN1CCC(CC1)C(O)(c1ccccc1)c1ccccc1)C(C)(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc(cc1)[C@H](CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O)O)(C)C
• InChI: InChI=1S/C32H39NO4/c1-31(2,30(35)36)25-17-15-24(16-18-25)29(34)14-9-21-33-22-19-28(20-23-33)32(37,26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8,10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36)/t29-/m0/s1
• InChIKey: RWTNPBWLLIMQHL-LJAQVGFWSA-N

名称和登记号

名称

• IUPAC标准名: 2-{4-[(1S)-1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl]phenyl}-2-methylpropanoic acid
• IUPAC传统名: 2-{4-[(1S)-1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl]phenyl}-2-methylpropanoic acid
• 别名: (S)-Fexofenadine; 4-[(1S)-1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-α,α-dimethyl-benzeneacetic Acid; S-Carboxyterfenadine; S-Terfenadinecarboxylate

登记号

• CAS号: 139965-11-0
• PubChem SID: 162263085
• PubChem CID: 6603853

理论计算性质

• Acid pKa: 4.040438
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 2.9300497
• LogD (pH = 7.4): 2.9334483
• Log P: 2.938501
• 摩尔折射率: 147.9846 cm^3
• 极化性: 57.84285 Å^3
• 极化表面积: 81.0 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: 200-205°C

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - F322465

The active metabolite of Terfenadine (T114500), a H1-histamine receptor antagonist.

参考文献

• Garteiz, D.A., et al.: Arzneim.-Forsch., 32, 1185 (1982)
• Rampe, D., et al.: Mol. Pharmacol., 44, 1240 (1982)
• Obradovic, T., et al.: Pharm. Res., 24, 318 (1982)