1-(6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)cyclohexylmethylamine | 577771-27-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)cyclohexylmethylamine
• CAS: 577771-27-8
• 化学式: C₁₉H₂₆N₂
• 分子量: 282.429
• InChiKey: PQLATTDTFJZGNV-UHFFFAOYSA-N

物化性质

• 沸点：
  462.2±25.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  30.95
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  丁酸酐 、 1-(6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)cyclohexylmethylamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以46%的产率得到N-[1-(6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)cyclohexylmethyl]butyramide
  参考文献：
  名称：

  Synthesis and biological evaluation of new β,β′-disubstituted 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl ethylamido melatoninergic ligands

  摘要：

  Tricyclic analogs of melatonin with alkyl and cycloalkyl moieties in the beta position of the ethylamido chain have been prepared and tested for their ability to activate pigment granule aggregation in Xenopus laevis melanophores. The introduction of two methyl groups in the beta position of the side-chain of the methoxyl-substituted ligands induces a synergistic effect in agonist potency, which, importantly, is maintained after the methoxyl substituent is removed. The presence of more bulky beta-substituents, regardless of the size of the R group, seems to lead to antagonism. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(03)00020-4
• 作为产物：
  描述：

  6,7,8,9-tetrahydropyrido[1,2-a]indole 在 lithium aluminium tetrahydride 、 potassium tert-butylate 、 sodium hydride 、 三氯氧磷 作用下， 以 甲醇 、 乙二醇二甲醚 、 乙醚 、 二甲基亚砜 、 苯 为溶剂， 反应 18.0h， 生成 1-(6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)cyclohexylmethylamine
  参考文献：
  名称：

  Synthesis and biological evaluation of new β,β′-disubstituted 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl ethylamido melatoninergic ligands

  摘要：

  Tricyclic analogs of melatonin with alkyl and cycloalkyl moieties in the beta position of the ethylamido chain have been prepared and tested for their ability to activate pigment granule aggregation in Xenopus laevis melanophores. The introduction of two methyl groups in the beta position of the side-chain of the methoxyl-substituted ligands induces a synergistic effect in agonist potency, which, importantly, is maintained after the methoxyl substituent is removed. The presence of more bulky beta-substituents, regardless of the size of the R group, seems to lead to antagonism. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(03)00020-4