1-(benzo[d][1,3]dioxol-5-yl)-2-(4,6-dichloropyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-β-carboline | 1237643-25-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(benzo[d][1,3]dioxol-5-yl)-2-(4,6-dichloropyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-β-carboline
• 英文别名: 1-(1,3-Benzodioxol-5-yl)-2-(4,6-dichloropyrimidin-2-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole
• CAS: 1237643-25-2
• 化学式: C₂₂H₁₆Cl₂N₄O₂
• 分子量: 439.301
• InChiKey: BTROPBUITBKPQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 1-(benzo[d][1,3]dioxol-5-yl)-2-(4,6-dichloropyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-β-carboline 反应 10.0h， 以73%的产率得到1-(benzo[d][1,3]dioxol-5-yl)-2-(4,6-bis(4-methylpiperazin-1-yl)pyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-β-carboline
  参考文献：
  名称：

  Synthesis of 2-(pyrimidin-2-yl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carbolines as antileishmanial agents

  摘要：

  A series of 2-(pyrimidin-2-yl)-1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline derivatives has been synthesized and evaluated for antileishmanial activity against Leishmania donovani. Compound 8 exhibited best antileishmanial activity with IC50 value of 1.93 mu g/ml against amastigotes, high selectivity index, and was more active than reference drugs sodium stilbogluconate and pentamidine. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.004
• 作为产物：
  描述：

  胡椒醛 、 4,6-dichloro-N-[2-(1H-indol-3-yl)ethyl]pyrimidin-2-amine 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以68%的产率得到1-(benzo[d][1,3]dioxol-5-yl)-2-(4,6-dichloropyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-β-carboline
  参考文献：
  名称：

  Synthesis of 2-(pyrimidin-2-yl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carbolines as antileishmanial agents

  摘要：

  A series of 2-(pyrimidin-2-yl)-1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline derivatives has been synthesized and evaluated for antileishmanial activity against Leishmania donovani. Compound 8 exhibited best antileishmanial activity with IC50 value of 1.93 mu g/ml against amastigotes, high selectivity index, and was more active than reference drugs sodium stilbogluconate and pentamidine. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.004

文献信息

• Synthesis of 2-(pyrimidin-2-yl)-1-phenyl-2,3,4,9-tetrahydro-1H-β-carbolines as antileishmanial agents
  作者：Ravi Kumar、Shahnawaz Khan、Aditya Verma、Saumya Srivastava、Preeti Viswakarma、Suman Gupta、Sanjeev Meena、Neetu Singh、Jayanta Sarkar、Prem M.S. Chauhan

  DOI：10.1016/j.ejmech.2010.04.004

  日期：2010.8

  A series of 2-(pyrimidin-2-yl)-1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline derivatives has been synthesized and evaluated for antileishmanial activity against Leishmania donovani. Compound 8 exhibited best antileishmanial activity with IC50 value of 1.93 mu g/ml against amastigotes, high selectivity index, and was more active than reference drugs sodium stilbogluconate and pentamidine. (C) 2010 Elsevier Masson SAS. All rights reserved.