1-(2-methyl-3-(4-(trimethylsilyl)phenyl)propyl)piperidine | 89193-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-methyl-3-(4-(trimethylsilyl)phenyl)propyl)piperidine
• 英文别名: 1-{2-Methyl-3-[4-(trimethylsilyl)phenyl]propyl}piperidine；trimethyl-[4-(2-methyl-3-piperidin-1-ylpropyl)phenyl]silane
• CAS: 89193-58-8
• 化学式: C₁₈H₃₁NSi
• 分子量: 289.536
• InChiKey: WEZYSIGASCAEIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-三甲基甲硅烷基苯甲醛 在 lithium aluminium tetrahydride 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 37.0h， 生成 1-(2-methyl-3-(4-(trimethylsilyl)phenyl)propyl)piperidine
  参考文献：
  名称：

  Silicon Incorporated Morpholine Antifungals: Design, Synthesis, and Biological Evaluation

  摘要：

  Known morpholine class antifungals (fenpropimorph, fenpropidin, and amorolfine) were synthetically modified through silicon incorporation to have 15 sila-analogues. Twelve sila-analogues exhibited potent antifungal activity against different human fungal pathogens such as Candida albicans, Candida glabrata, Candida tropicalis, Cryptococcus neoformans, and Aspergillus niger. Si la-analogue 24 (fenpropimorph analogue) was the best in our hands, which showed superior fungicidal potential than fenpropidin, fenpropimorph, and amorolfine. The mode of action of sila-analogues was similar to morpholines, i.e., inhibition of sterol reductase and sterol isomerase enzymes of ergosterol synthesis pathway.

  DOI：

  10.1021/acsmedchemlett.5b00245

文献信息

• Silicon Incorporated Morpholine Antifungals: Design, Synthesis, and Biological Evaluation
  作者：Gorakhnath R. Jachak、Remya Ramesh、Duhita G. Sant、Shweta U. Jorwekar、Manjusha R. Jadhav、Santosh G. Tupe、Mukund V. Deshpande、D. Srinivasa Reddy

  DOI：10.1021/acsmedchemlett.5b00245

  日期：2015.11.12

  Known morpholine class antifungals (fenpropimorph, fenpropidin, and amorolfine) were synthetically modified through silicon incorporation to have 15 sila-analogues. Twelve sila-analogues exhibited potent antifungal activity against different human fungal pathogens such as Candida albicans, Candida glabrata, Candida tropicalis, Cryptococcus neoformans, and Aspergillus niger. Si la-analogue 24 (fenpropimorph analogue) was the best in our hands, which showed superior fungicidal potential than fenpropidin, fenpropimorph, and amorolfine. The mode of action of sila-analogues was similar to morpholines, i.e., inhibition of sterol reductase and sterol isomerase enzymes of ergosterol synthesis pathway.