(2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetic acid

• ChemBase编号: 177561
• 分子式: C13H17NO2
• 平均质量: 219.27958
• 单一同位素质量: 219.12592879
• SMILES: C1CC[C@@H](NC1)[C@@H](C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)[C@@H](c1ccccc1)[C@H]1CCCCN1
• InChI: InChI=1S/C13H17NO2/c15-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-14-11/h1-3,6-7,11-12,14H,4-5,8-9H2,(H,15,16)/t11-,12+/m1/s1
• InChIKey: INGSNVSERUZOAK-NEPJUHHUSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetic acid
• IUPAC传统名: (S)-phenyl(2R)-piperidin-2-ylacetic acid
• 别名: (αR,2S)-rel-Phenyl-2-piperidineacetic Acid; (R*,S*)-2-Phenyl-2-(2-piperidyl)acetic Acid; DL-erythro Ritalinic Acid; (αS,2R)-α-Phenyl-2-piperidineacetic Acid; D-erythro-Ritalinic Acid

登记号

• CAS号: 783256-74-6; 744954-37-8
• PubChem SID: 164233471
• PubChem CID: 11053160

理论计算性质

• Acid pKa: 3.734133
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -0.3683553
• LogD (pH = 7.4): -0.3631216
• Log P: -0.36274523
• 摩尔折射率: 61.9591 cm^3
• 极化性: 24.522444 Å^3
• 极化表面积: 49.33 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol (Sparingly)
• 外观: Off-White to Pale Yellow Solid
• 熔点: 213-215°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - R533100

A major metabolite of Methylphenidate.

Toronto Research Chemicals - R533990

A single enantiomer of erythro Ritalinic acid (R533100).

参考文献

• Redalieu, E., et al.: Drug Metab. Dispos., 10, 708 (1982)
• Brewer, E., et al.: J. Pharm. Sci., 87, 395 (1982)
• Shah, V., et al.: Pharm. Res., 17, 1551 (1982)
• Tanaka, N., et al.: Anal. Chem., 73, 420 (1982)
• Hoffmann, C., et al.: Anal. Chem., 80, 8780 (2008)