2-(2-Bromo-phenyl)-2-(2-chloro-4-methyl-phenylamino)-N-(2-pyridin-4-yl-ethyl)-acetamide | 696601-64-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-Bromo-phenyl)-2-(2-chloro-4-methyl-phenylamino)-N-(2-pyridin-4-yl-ethyl)-acetamide
• 英文别名: 2-(2-bromophenyl)-2-(2-chloro-4-methylanilino)-N-(2-pyridin-4-ylethyl)acetamide
• CAS: 696601-64-6
• 化学式: C₂₂H₂₁BrClN₃O
• 分子量: 458.785
• InChiKey: MIEJKUSAFMYAGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.32
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  54.02
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(2-Bromo-phenyl)-2-(2-chloro-4-methyl-phenylamino)-N-(2-pyridin-4-yl-ethyl)-acetamide 生成 (R)-2-(2-Bromo-phenyl)-2-(2-chloro-4-methyl-phenylamino)-N-(2-pyridin-4-yl-ethyl)-acetamide 、 (S)-2-(2-Bromo-phenyl)-2-(2-chloro-4-methyl-phenylamino)-N-(2-pyridin-4-yl-ethyl)-acetamide
  参考文献：
  名称：

  N-Phenylphenylglycines as Novel Corticotropin Releasing Factor Receptor Antagonists

  摘要：

  Screening of a computationally designed synthetic library led to the discovery of the N-phenylphenylglycines (NPPGs) as a novel class of human corticotropin releasing factor (h-CRF1) antagonists. Several NPPGs with greater potency than the original hit 1 were rapidly identified, and resolution of the racemate demonstrated that only the R-enantiomer displays activity. This structural class represents the first example of a non-peptide CRF1 antagonist with a stereochemically distinct receptor binding affinity.

  DOI：

  10.1021/jm049974i
• 作为产物：
  描述：

  2-溴苯基硼酸 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 24.0h， 生成 2-(2-Bromo-phenyl)-2-(2-chloro-4-methyl-phenylamino)-N-(2-pyridin-4-yl-ethyl)-acetamide
  参考文献：
  名称：

  N-Phenylphenylglycines as Novel Corticotropin Releasing Factor Receptor Antagonists

  摘要：

  Screening of a computationally designed synthetic library led to the discovery of the N-phenylphenylglycines (NPPGs) as a novel class of human corticotropin releasing factor (h-CRF1) antagonists. Several NPPGs with greater potency than the original hit 1 were rapidly identified, and resolution of the racemate demonstrated that only the R-enantiomer displays activity. This structural class represents the first example of a non-peptide CRF1 antagonist with a stereochemically distinct receptor binding affinity.

  DOI：

  10.1021/jm049974i