cis-2-[4-(4-bromocyclohexyl)-piperazin-1-yl]pyrimidine | 549520-97-0

• 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: cis-2-[4-(4-bromocyclohexyl)-piperazin-1-yl]pyrimidine
• CAS: 549520-97-0
• 化学式: C₁₄H₂₁BrN₄
• 分子量: 325.252
• InChiKey: GQXCUDLCJXJOSH-BETUJISGSA-N

物化性质

• 熔点：
  119.5-120.9 °C(Solv: hexane (110-54-3))
• 沸点：
  443.7±55.0 °C(Predicted)
• 密度：
  1.391±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  32.26
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,3-四亚甲基戊二酰亚胺 、 cis-2-[4-(4-bromocyclohexyl)-piperazin-1-yl]pyrimidine 在 potassium carbonate 作用下， 以 xylene 为溶剂， 反应 3.0h， 以8%的产率得到
  参考文献：
  名称：

  Rigid analogues of buspirone and gepirone, 5-HT1A receptors partial agonists

  摘要：

  Rigid analogues of buspirone and gepirone, 5-HT1A receptors partial agonists, were obtained. The compounds exhibited very low affinity to the receptors. Their structural features resembled to a large extent the arrangement of the respective structural elements found in the solid state of buspirone and in the theoretical structure of NAN-190 (5-HT1A postsynaptic antagonist) rigid analogue exhibiting high affinity to the receptor. The obtained results would thus suggest that the bioactive conformation of buspirone might not be the extended one. That would additionally suggest that either both groups of compounds could occupy different areas at the receptor binding sites (or bind to different receptor states) or the constrained structure of 2 does not represent well 5-HT1A receptor binding site requirements. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01279-x
• 作为产物：
  描述：

  1,4-环己二醇 在 氢氧化钾 、 氢溴酸 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 cis-2-[4-(4-bromocyclohexyl)-piperazin-1-yl]pyrimidine
  参考文献：
  名称：

  Rigid analogues of buspirone and gepirone, 5-HT1A receptors partial agonists

  摘要：

  Rigid analogues of buspirone and gepirone, 5-HT1A receptors partial agonists, were obtained. The compounds exhibited very low affinity to the receptors. Their structural features resembled to a large extent the arrangement of the respective structural elements found in the solid state of buspirone and in the theoretical structure of NAN-190 (5-HT1A postsynaptic antagonist) rigid analogue exhibiting high affinity to the receptor. The obtained results would thus suggest that the bioactive conformation of buspirone might not be the extended one. That would additionally suggest that either both groups of compounds could occupy different areas at the receptor binding sites (or bind to different receptor states) or the constrained structure of 2 does not represent well 5-HT1A receptor binding site requirements. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01279-x