(9S)-2-carbamoyl-2-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl acetate

• ChemBase编号: 155793
• 分子式: C17H16N2O3
• 平均质量: 296.32054
• 单一同位素质量: 296.11609238
• SMILES: CC(=O)O[C@H]1Cc2ccccc2N(c2c1cccc2)C(=O)N
• Canonical SMILES: CC(=O)O[C@H]1Cc2ccccc2N(c2c1cccc2)C(=O)N
• InChI: InChI=1S/C17H16N2O3/c1-11(20)22-16-10-12-6-2-4-8-14(12)19(17(18)21)15-9-5-3-7-13(15)16/h2-9,16H,10H2,1H3,(H2,18,21)/t16-/m0/s1
• InChIKey: QIALRBLEEWJACW-INIZCTEOSA-N

名称和登记号

名称

• IUPAC标准名: (9S)-2-carbamoyl-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl acetate; (9S)-2-carbamoyl-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-yl acetate
• IUPAC传统名: (9S)-2-carbamoyl-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-yl acetate; eslicarbazepine acetate
• 别名: S-(-)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide; BIA 2-093; (10S)-10-(Acetyloxy)-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide; (S)-(-)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide; BIA 2-093; Sep 0002093; Eslicarbazepine Acetate

登记号

• CAS号: 236395-14-5
• MDL号: MFCD06798333
• PubChem SID: 162249931; 24891837
• PubChem CID: 179344

理论计算性质

• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.1728663
• LogD (pH = 7.4): 2.1728663
• Log P: 2.1728663
• 摩尔折射率: 81.4384 cm^3
• 极化性: 31.473017 Å^3
• 极化表面积: 72.63 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true
• Acid pKa: 15.959561

分子性质

理化性质

• 溶解度: Chloroform; DMSO: ~21 mg/mL; H2O: insoluble
• 外观: white solid; White to Off-White Solid
• 熔点: 183-185°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: rat ... Scnn1g(24768)

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16N2O3

详细说明

Sigma Aldrich - B5435

Biochem/physiol Actions
Blocker of voltage-gated sodium channels; significantly blocks excitatory amino acid (glutamate and aspartate) release.

Toronto Research Chemicals - E659000

Eslicarbazepine acetate, (BIA 2-093), is a promising antiepileptic drug structurally related to Carbamazepine and Oxcarbazepine.

参考文献

• Benes, J., et al.: J. Med. Chem., 42, 2582 (1999)
• Tong, X., et al.: Br. J. Pharmacol., 133, 867 (1999)
• Almeida, L., et al.: J. Clin. Pharmacol., 45, 1062 (1999)
• Elger, C., et al.: Epilepsia, 48, 497 (1999)