(S)-3-chloro-N-(2-((1-phenylethyl)amino)ethyl)benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-3-chloro-N-(2-((1-phenylethyl)amino)ethyl)benzamide
• 英文别名: 3-chloro-N-[2-[[(1S)-1-phenylethyl]amino]ethyl]benzamide
• 化学式: C₁₇H₁₉ClN₂O
• 分子量: 302.804
• InChiKey: AVCACUSFRFRYKZ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-tert-butyl (2-((1-phenylethyl)amino)ethyl)carbamate 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (S)-3-chloro-N-(2-((1-phenylethyl)amino)ethyl)benzamide
  参考文献：
  名称：

  Identification and SAR of Glycine Benzamides as Potent Agonists for the GPR139 Receptor

  摘要：

  A focused high throughput screening for GPR139 was completed for a select 100K compounds, and new agonist leads were identified. Subsequent analysis and structure-activity relationship studies identified (S)-3-chloro-N-(2-oxo-2-((1-phenylethyl)amino)ethyl)benzamide 7c as a potent and selective agonist of hGPR139 with an EC50 = 16 nM. The compound was found to cross the blood-brain barrier and have good drug-like properties amenable for oral dosing in rat.

  DOI：

  10.1021/acsmedchemlett.5b00247

文献信息

• Identification and SAR of Glycine Benzamides as Potent Agonists for the GPR139 Receptor
  作者：Curt A. Dvorak、Heather Coate、Diane Nepomuceno、Michelle Wennerholm、Chester Kuei、Brian Lord、David Woody、Pascal Bonaventure、Changlu Liu、Timothy Lovenberg、Nicholas I. Carruthers

  DOI：10.1021/acsmedchemlett.5b00247

  日期：2015.9.10

  A focused high throughput screening for GPR139 was completed for a select 100K compounds, and new agonist leads were identified. Subsequent analysis and structure-activity relationship studies identified (S)-3-chloro-N-(2-oxo-2-((1-phenylethyl)amino)ethyl)benzamide 7c as a potent and selective agonist of hGPR139 with an EC50 = 16 nM. The compound was found to cross the blood-brain barrier and have good drug-like properties amenable for oral dosing in rat.