(2R)-N-benzyl-2-acetamido-3-methoxypropanamide

• ChemBase编号: 72595
• 分子式: C13H18N2O3
• 平均质量: 250.29362
• 单一同位素质量: 250.13174245
• SMILES: C(=O)([C@@H](COC)NC(=O)C)NCc1ccccc1
• Canonical SMILES: COC[C@H](C(=O)NCc1ccccc1)NC(=O)C
• InChI: InChI=1S/C13H18N2O3/c1-10(16)15-12(9-18-2)13(17)14-8-11-6-4-3-5-7-11/h3-7,12H,8-9H2,1-2H3,(H,14,17)(H,15,16)/t12-/m1/s1
• InChIKey: VPPJLAIAVCUEMN-GFCCVEGCSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-N-benzyl-2-acetamido-3-methoxypropanamide
• IUPAC传统名: lacosamide
• 别名: (2R)-N-benzyl-2-acetamido-3-methoxypropanamide; (R)-2-Acetamido-N-benzyl-3-methoxypropanamide; Erlosamide; Vimpat; Lacosamide

登记号

• CAS号: 175481-36-4
• MDL号: MFCD08272557
• PubChem SID: 162037520
• PubChem CID: 219078

理论计算性质

• Acid pKa: 12.468967
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -0.022441661
• LogD (pH = 7.4): -0.022444889
• Log P: -0.022441605
• 摩尔折射率: 67.5675 cm^3
• 极化性: 26.340395 Å^3
• 极化表面积: 67.43 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 疏水性(logP): 0.392

安全信息

• 保存条件: -20°C

药理学性质

• 作用靶点: Sodium channel

产品相关信息

• 纯度: 95%; 95+%
• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1253

Research Area: Epilepsy, Fibromyalgia
Biological Activity:
Lacosamide is a medication developed for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain. [1]Lacosamide is a functionalized amino acid that has activity in the maximal electroshock seizure test, like antiepileptic drugs that are believed to act through voltage-gated sodium channels. However, lacosamide does not act in a conventional way to stabilize fast sodium channel inactivation. Rather, it enhances slow inactivation.[1]Lacosamide does not affect AMPA, kainate, NMDA, GABAA, GABAB or a variety of dopaminergic, serotonergic, adrenergic, muscarinic or cannabinoid receptors and does not block potassium or calcium currents. [1]

参考文献

• http://en.wikipedia.org/wiki/Lacosamide