(2S)-N-benzyl-2-acetamido-3-hydroxypropanamide

• ChemBase编号: 166451
• 分子式: C12H16N2O3
• 平均质量: 236.26704
• 单一同位素质量: 236.11609238
• SMILES: c1(CNC(=O)[C@H](CO)NC(=O)C)ccccc1
• Canonical SMILES: OC[C@@H](C(=O)NCc1ccccc1)NC(=O)C
• InChI: InChI=1S/C12H16N2O3/c1-9(16)14-11(8-15)12(17)13-7-10-5-3-2-4-6-10/h2-6,11,15H,7-8H2,1H3,(H,13,17)(H,14,16)/t11-/m0/s1
• InChIKey: XRKSCJLQKGLSKU-NSHDSACASA-N

名称和登记号

名称

• IUPAC标准名: (2S)-N-benzyl-2-acetamido-3-hydroxypropanamide
• IUPAC传统名: (2S)-N-benzyl-2-acetamido-3-hydroxypropanamide
• 别名: (2R)-2-(Acetylamino)-3-hydroxy-N-(phenylmethyl)propanamide; N-Acetyl-D-Serine Benzyl Amide; Desmethyl Lacosamide

登记号

• CAS号: 175481-38-6
• PubChem SID: 162260584
• PubChem CID: 10537771

理论计算性质

• Acid pKa: 12.407985
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -0.6655682
• LogD (pH = 7.4): -0.66557187
• Log P: -0.6655681
• 摩尔折射率: 62.8163 cm^3
• 极化性: 24.434578 Å^3
• 极化表面积: 78.43 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: DMSO; Methanol
• 外观: White Solid
• 熔点: 138-140°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - D291835

Lacosamide is a mediication developed as and adjunctive treatment of partial-onset seizures and diabetic neuropthic pain.Lacosamide is a potent anticonvulsant.

参考文献

• Choi, D., et al.: J. Med. Chem., 39, 1907 (1996)
• Morieux, P., et al.: Bioorg. Med. Chem., 16, 8968 (1996)