溴化1-庚基-2,3,3-三甲基-吲哚-1-正离子 | 125252-52-0

• 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
• 中文名称: 溴化1-庚基-2,3,3-三甲基-吲哚-1-正离子
• 英文名称: 1-heptyl-2,3,3-trimethyl-3H-indol-1-ium bromide
• 英文别名: 3H-Indolium, 1-heptyl-2,3,3-trimethyl-, bromide；1-heptyl-2,3,3-trimethylindol-1-ium;bromide
• CAS: 125252-52-0
• 化学式: Br*C₁₈H₂₈N
• 分子量: 338.331
• InChiKey: UZCZKCJKNBPHHV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  溴化1-庚基-2,3,3-三甲基-吲哚-1-正离子 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以86%的产率得到1-heptyl-2,3,3-trimethyl-3H-indol-1-ium iodide
  参考文献：
  名称：

  N-Alkylated 2,3,3-trimethylindolenines and 2-methylbenzothiazoles. Potential lead compounds in the fight against Saccharomyces cerevisiae infections

  摘要：

  The synthesis of a variety of N-alkylated 2,3,3-trimethylindolenines and 2-methylbenzothiazoles is reported herein. Their potential as antifungal agents is evaluated by preliminary screening against Saccharomyces cerevisiae (S. cerevisiae), Schizosaccharomyces pombe (S. pombe), and Candida albicans (C albicans). Statistical analyses illustrate a strong relationship between chain length and growth inhibition for S. cerevisiae and S. pombe (p < 0.0001 in every case).Of particular interest is the activity of both sets of compounds against S. cerevisiae, as this is emerging as an opportunistic pathogen, especially in immunosuppressed and immunocompromised patients. Bioassays were set up to compare the efficacy of our range of N-alkylated compounds against classic antifungal agents; Amphotericin B and Thiabendazole. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.031
• 作为产物：
  描述：

  2,3,3-三甲基-3H-吲哚 、 1-溴代庚烷 以 乙腈 为溶剂， 反应 24.0h， 以19%的产率得到溴化1-庚基-2,3,3-三甲基-吲哚-1-正离子
  参考文献：
  名称：

  N-Alkylated 2,3,3-trimethylindolenines and 2-methylbenzothiazoles. Potential lead compounds in the fight against Saccharomyces cerevisiae infections

  摘要：

  The synthesis of a variety of N-alkylated 2,3,3-trimethylindolenines and 2-methylbenzothiazoles is reported herein. Their potential as antifungal agents is evaluated by preliminary screening against Saccharomyces cerevisiae (S. cerevisiae), Schizosaccharomyces pombe (S. pombe), and Candida albicans (C albicans). Statistical analyses illustrate a strong relationship between chain length and growth inhibition for S. cerevisiae and S. pombe (p < 0.0001 in every case).Of particular interest is the activity of both sets of compounds against S. cerevisiae, as this is emerging as an opportunistic pathogen, especially in immunosuppressed and immunocompromised patients. Bioassays were set up to compare the efficacy of our range of N-alkylated compounds against classic antifungal agents; Amphotericin B and Thiabendazole. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.031