[(7R,9aS)-2-(2,3-dichlorophenyl)octahydropyrido[1,2-a]pyrazin-7-yl]acetonitrile | 910127-51-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: [(7R,9aS)-2-(2,3-dichlorophenyl)octahydropyrido[1,2-a]pyrazin-7-yl]acetonitrile
• CAS: 910127-51-4
• 化学式: C₁₆H₁₉Cl₂N₃
• 分子量: 324.253
• InChiKey: LIXDAVXFQLHPSJ-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  30.27
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [(7R,9aS)-2-(2,3-dichlorophenyl)octahydropyrido[1,2-a]pyrazin-7-yl]acetonitrile 在 lithium aluminium tetrahydride 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 benzo[b]thiophene-2-carboxylic acid [(7R,9aS)-2-(2,3-dichlorophenyl)octahydropyrido[1,2-a]pyrazin-7-yl]ethyl amide
  参考文献：
  名称：

  CoMFA and CoMSIA investigations of dopamine D3 receptor ligands leading to the prediction, synthesis, and evaluation of rigidized FAUC 365 analogues

  摘要：

  Taking advantage of our in-house experimental data on dopamine D-3 receptor modulators, we have successfully estab lished highly significant CoMFA and CoMSIA models (q(cv)(2) = 0.82/0.76). These models were carefully investigated to assure their stability and predictivity (r(pred)(2) = 0.65/0.61) and subsequently applied to guide experimental investigations on the synthesis and receptor binding of three conformationally restricted D-3 ligands. Besides the high D-3 affinity, the test compound 45, incorporating a trans-1,4-cyclohexylene partial structure, exhibited improved (similar to 3200-fold) selectivity over the D-4 subtype. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.025
• 作为产物：
  描述：

  [(7S,9aS)-2-(2,3-dichlorophenyl)octahydropyrido[1,2-a]pyrazin-7-yl]methanol 在 三乙胺 作用下， 以 四氢呋喃 、 二甲基亚砜 、 甲苯 为溶剂， 反应 0.5h， 生成 [(7R,9aS)-2-(2,3-dichlorophenyl)octahydropyrido[1,2-a]pyrazin-7-yl]acetonitrile
  参考文献：
  名称：

  CoMFA and CoMSIA investigations of dopamine D3 receptor ligands leading to the prediction, synthesis, and evaluation of rigidized FAUC 365 analogues

  摘要：

  Taking advantage of our in-house experimental data on dopamine D-3 receptor modulators, we have successfully estab lished highly significant CoMFA and CoMSIA models (q(cv)(2) = 0.82/0.76). These models were carefully investigated to assure their stability and predictivity (r(pred)(2) = 0.65/0.61) and subsequently applied to guide experimental investigations on the synthesis and receptor binding of three conformationally restricted D-3 ligands. Besides the high D-3 affinity, the test compound 45, incorporating a trans-1,4-cyclohexylene partial structure, exhibited improved (similar to 3200-fold) selectivity over the D-4 subtype. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.025