8-chloro-5-(5-cyclohexylpentyl)-1-methyl-5H-pyrido[3,2-b]indol-1-ium iodide | 1310693-32-3

• 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: 8-chloro-5-(5-cyclohexylpentyl)-1-methyl-5H-pyrido[3,2-b]indol-1-ium iodide
• 英文别名: 8-Chloro-5-(5-cyclohexylpentyl)-1-methylpyrido[3,2-b]indol-1-ium;iodide
• CAS: 1310693-32-3
• 化学式: C₂₃H₃₀ClN₂*I
• 分子量: 496.862
• InChiKey: GRXCYGAEEDNYJN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-cyclohexylpentyl bromide 在 sodium hydride 、 sodium iodide 作用下， 以 乙二醇二甲醚 、 丙酮 、 甲苯 为溶剂， 反应 48.0h， 生成 8-chloro-5-(5-cyclohexylpentyl)-1-methyl-5H-pyrido[3,2-b]indol-1-ium iodide
  参考文献：
  名称：

  δ-Carbolines and their ring-opened analogs: Synthesis and evaluation against fungal and bacterial opportunistic pathogens

  摘要：

  Previous studies have indicated that the delta-carboline (2) ring system derived from the natural product cryptolepine (1) may represent a pharmacophore for anti-infective activity. This paper describes the design and synthesis of a small library of substituted delta-carbolines and the evaluation of the anti-fungal and anti-bacterial activities. An evaluation of the anti-bacterial activity of a previously reported library of ring-opened analogs was also conducted to provide an opportunity to test the hypothesis that both group of compounds may have the same biological target. Results indicate that against a selected group of fungal pathogens, substituted delta-carbolinium analogs displayed higher potency and several fold lower cytotoxicity than cryptolepine the parent natural product. Both the delta-carbolinium compounds and their ring-opened analogs, exhibited equally high anti-bacterial activity against the selected pathogens and especially against the gram positive bacteria evaluated. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.03.021

文献信息

• δ-Carbolines and their ring-opened analogs: Synthesis and evaluation against fungal and bacterial opportunistic pathogens
  作者：Tryphon K. Mazu、Jagan R. Etukala、Melissa R. Jacob、Shabana I. Khan、Larry A. Walker、Seth Y. Ablordeppey

  DOI：10.1016/j.ejmech.2011.03.021

  日期：2011.6

  Previous studies have indicated that the delta-carboline (2) ring system derived from the natural product cryptolepine (1) may represent a pharmacophore for anti-infective activity. This paper describes the design and synthesis of a small library of substituted delta-carbolines and the evaluation of the anti-fungal and anti-bacterial activities. An evaluation of the anti-bacterial activity of a previously reported library of ring-opened analogs was also conducted to provide an opportunity to test the hypothesis that both group of compounds may have the same biological target. Results indicate that against a selected group of fungal pathogens, substituted delta-carbolinium analogs displayed higher potency and several fold lower cytotoxicity than cryptolepine the parent natural product. Both the delta-carbolinium compounds and their ring-opened analogs, exhibited equally high anti-bacterial activity against the selected pathogens and especially against the gram positive bacteria evaluated. Published by Elsevier Masson SAS.