2-[2-(2-bromophenyl)ethenyl]-5-phenylpyridine-3-carboxylic acid;hydrochloride | 612822-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[2-(2-bromophenyl)ethenyl]-5-phenylpyridine-3-carboxylic acid;hydrochloride
• CAS: 612822-18-1
• 化学式: C₂₀H₁₄BrNO₂*ClH
• 分子量: 416.702
• InChiKey: FGSZJZFIRWEILO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(2-bromophenyl)ethenyl]-5-phenylpyridine-3-carboxylic acid;hydrochloride 在 polyphosphoric acid 作用下， 以85%的产率得到9-bromo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one
  参考文献：
  名称：

  Synthesis and evaluation of novel tricyclic benzo[4.5]cyclohepta[1.2]pyridine derivatives as NMDA/NR2B antagonists

  摘要：

  A novel series of annulated tricyclic compounds was synthesized and evaluated as NMDA/NR2B antagonists. Structure-activity development was directed towards in vitro optimization of NR2B activity and selectivity over the hERG K+ channel. Preferred compounds were subsequently evaluated for selectivity in an alpha(1)-adrenergic receptor binding counter-screen and a cell-based assay of NR2B activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.028
• 作为产物：
  描述：

  2-methyl-5-phenylnicotinic acid methyl ester hydrochloride 、 邻溴苯甲醛 在 potassium tert-butylate 作用下， 以 正己烷 为溶剂， 反应 0.75h， 生成 2-[2-(2-bromophenyl)ethenyl]-5-phenylpyridine-3-carboxylic acid;hydrochloride
  参考文献：
  名称：

  Synthesis and evaluation of novel tricyclic benzo[4.5]cyclohepta[1.2]pyridine derivatives as NMDA/NR2B antagonists

  摘要：

  A novel series of annulated tricyclic compounds was synthesized and evaluated as NMDA/NR2B antagonists. Structure-activity development was directed towards in vitro optimization of NR2B activity and selectivity over the hERG K+ channel. Preferred compounds were subsequently evaluated for selectivity in an alpha(1)-adrenergic receptor binding counter-screen and a cell-based assay of NR2B activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.028