2-(6-Chloro-5-phenyl-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane | 766515-72-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 地棘蛙素类似物
• 英文名称: 2-(6-Chloro-5-phenyl-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
• 英文别名: 2-(6-chloro-5-phenylpyridin-3-yl)-7-azabicyclo[2.2.1]heptane
• CAS: 766515-72-4
• 化学式: C₁₇H₁₇ClN₂
• 分子量: 284.788
• InChiKey: CCCKJPGFLXNAOM-UHFFFAOYSA-N

物化性质

• 沸点：
  435.5±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(6-Chloro-5-phenyl-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane 、 聚合甲醛 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 以69%的产率得到2-(6-Chloro-5-phenylpyridin-3-yl)-7-methyl-7-azabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Epibatidine analogues as selective ligands for the αxβ2-containing subtypes of nicotinic acetylcholine receptors

  摘要：

  A series of epibatidine analogues was synthesized and characterized in vitro. These compounds are high affinity ligands for the nicotinic acetylcholine receptors (nAChR). They display binding selectivity for the alpha(x)beta(2) subtypes of nAChRs over the alpha(x)beta(4) subtypes, and especially for the alpha(4)beta(2) and alpha(2)beta(2) subtypes. Furthermore, most of these new nicotinic compounds display little, if any, agonist activities at alpha(3)beta(4) nAChR. As a result they might become lead structures for the design and synthesis of highly selective ligands for nAChR subtypes containing the beta 2 subunit. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.039
• 作为产物：
  描述：

  苯硼酸 在 盐酸 、 palladium diacetate 、 sodium carbonate 、 三(邻甲基苯基)磷 、 copper(l) chloride 、 sodium nitrite 作用下， 以 乙二醇二甲醚 为溶剂， 生成 2-(6-Chloro-5-phenyl-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
  参考文献：
  名称：

  Epibatidine analogues as selective ligands for the αxβ2-containing subtypes of nicotinic acetylcholine receptors

  摘要：

  A series of epibatidine analogues was synthesized and characterized in vitro. These compounds are high affinity ligands for the nicotinic acetylcholine receptors (nAChR). They display binding selectivity for the alpha(x)beta(2) subtypes of nAChRs over the alpha(x)beta(4) subtypes, and especially for the alpha(4)beta(2) and alpha(2)beta(2) subtypes. Furthermore, most of these new nicotinic compounds display little, if any, agonist activities at alpha(3)beta(4) nAChR. As a result they might become lead structures for the design and synthesis of highly selective ligands for nAChR subtypes containing the beta 2 subunit. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.039

文献信息

• Epibatidine analogues as selective ligands for the αxβ2-containing subtypes of nicotinic acetylcholine receptors
  作者：Yiyun Huang、Zhihong Zhu、Yingxian Xiao、Marc Laruelle

  DOI：10.1016/j.bmcl.2005.06.039

  日期：2005.10

  A series of epibatidine analogues was synthesized and characterized in vitro. These compounds are high affinity ligands for the nicotinic acetylcholine receptors (nAChR). They display binding selectivity for the alpha(x)beta(2) subtypes of nAChRs over the alpha(x)beta(4) subtypes, and especially for the alpha(4)beta(2) and alpha(2)beta(2) subtypes. Furthermore, most of these new nicotinic compounds display little, if any, agonist activities at alpha(3)beta(4) nAChR. As a result they might become lead structures for the design and synthesis of highly selective ligands for nAChR subtypes containing the beta 2 subunit. (c) 2005 Elsevier Ltd. All rights reserved.