(3R)-3-(aminomethyl)-5-methylhexanoic acid

• ChemBase编号: 176887
• 分子式: C8H17NO2
• 平均质量: 159.22608
• 单一同位素质量: 159.12592879
• SMILES: C(C[C@H](CC(=O)O)CN)(C)C
• Canonical SMILES: NC[C@@H](CC(=O)O)CC(C)C
• InChI: InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m1/s1
• InChIKey: AYXYPKUFHZROOJ-SSDOTTSWSA-N

名称和登记号

名称

• IUPAC标准名: (3R)-3-(aminomethyl)-5-methylhexanoic acid
• IUPAC传统名: (3R)-3-(aminomethyl)-5-methylhexanoic acid
• 别名: (3R)-3-(Aminomethyl)-5-methylhexanoic acid; (R)-3-(Aminomethyl)-5-methylhexanoic acid; PD 144550; ent-Pregabalin; (R)-Pregabalin

登记号

• CAS号: 148553-51-9
• PubChem SID: 164232797
• PubChem CID: 125889

理论计算性质

• Acid pKa: 4.8009205
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -1.4076396
• LogD (pH = 7.4): -1.3444575
• Log P: -1.3455846
• 摩尔折射率: 43.68 cm^3
• 极化性: 17.506392 Å^3
• 极化表面积: 63.32 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White Solid
• 熔点: 162-167°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - P704785

R-Enantiomer of Pregabalin. A GABA analogue used as an anticonvulsant. Anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia (less potent than the S-Enantiomer).

参考文献

• Field, M.J. et al.: Br. J. Pharmacol., 132, 1 (2001)
• Taylor, C.P., at al.: Epilepsy Res., 14, 11 (2001)