N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide

• ChemBase编号: 72589
• 分子式: C15H17NO2
• 平均质量: 243.30098
• 单一同位素质量: 243.12592879
• SMILES: C(=O)(C)NCCc1cccc2ccc(cc12)OC
• Canonical SMILES: COc1ccc2c(c1)c(CCNC(=O)C)ccc2
• InChI: InChI=1S/C15H17NO2/c1-11(17)16-9-8-13-5-3-4-12-6-7-14(18-2)10-15(12)13/h3-7,10H,8-9H2,1-2H3,(H,16,17)
• InChIKey: YJYPHIXNFHFHND-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
• IUPAC传统名: agomelatine
• 别名: N-[2-(7-Methoxy-1-naphthalenyl)ethyl]-acetamide; S-20098; Agomelatine; N-(2-(7-methoxynaphthalen-1-yl)ethyl)acetamide; N-[2-(7-Methoxy-1-naphthalenyl)ethyl]acetamide; N-[2-(7-Methoxy-1-naphthyl)ethyl]acetamide; S 20098; Valdoxan; Melitor; Thymanax; Agomelatine

登记号

• CAS号: 138112-76-2
• MDL号: MFCD00916659
• PubChem SID: 162037514
• PubChem CID: 82148

理论计算性质

• Acid pKa: 15.964533
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.0383275
• LogD (pH = 7.4): 2.0383275
• Log P: 2.0383275
• 摩尔折射率: 71.6436 cm^3
• 极化性: 28.953741 Å^3
• 极化表面积: 38.33 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: >50 mg/mL; Methanol
• 外观: White Solid; white to off-white powder
• 熔点: 107-109°C

安全信息

• 保存条件: -20°C; -20°C Freezer
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 德国WGK号: 3
• 危险公开号: 50
• 安全公开号: 61
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H400
• GHS警示性声明: P273
• 保存温度: 2-8°C

药理学性质

• 作用靶点: 5-HT receptor

产品相关信息

• 纯度: ≥98% (HPLC); 95+%; 97%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C15H17NO2

详细说明

Selleck Chemicals - S1243

Research Area: Depressive disorders
Biological Activity:
Agomelatine is an antidepressant drug. It is classified as a norepinephrine-dopamine disinhibitor (NDDI) due to its antagonism of the 5-HT2C receptor. Activation of 5-HT2C receptors by serotonin inhibits dopamine and norepinephrine release. Antagonism of 5-HT2C results in an enhancement of DA and NE release and activity of frontocortical dopaminergic and adrenergic pathways. [1]Agomelatine is also a potent agonist at melatonin receptors which makes it the first melatonergic antidepressant. [2]References on Agomelatine[1] http://en.wikipedia.org/wiki/Agomelatine, , [2] Research Journal of Pharmaceutical, Biological and Chemical Sciences, ,

Sigma Aldrich - A1362

Biochem/physiol Actions
Agomelatine is an extremely potent agonist at both melatonin receptors (MT1 and MT2), with additional antagonism at 5HT2C. It is a novel antidepressant with many desired in vivo properties, including neuroprotection and neurogenesis in depression-sensitive brain areas. Agomelatine′s efficacy appears to be due to both melatonergic and serotonergic properties. In neurogenesis assays, both in vitro and in vivo, the compound effects were differentially affected by antagonists for MT1/MT2 and 5HT2C, demonstrating actions through all three receptors.

Toronto Research Chemicals - A430000

Agomelatine is a melatoninergic agonist and selective antagonist of 5-HT2C receptors, and has been shown to be active in several animal models of depression. Agomelatine (S20098) displayed pKi values of 6.4 and 6.2 at native (porcine) and cloned, human

参考文献

• http://en.wikipedia.org/wiki/Agomelatine
• Yous, S., et al.: J. Med. Chem., 35, 1484 (1992)
• Zhdanova, I., et al.: J. Clin. Endocrinol. Metab., 86, 4727 (1992)
• Cajochen, C., et al.: J. Pineal Res., 35, 149 (1992)