N-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}piperidine | 1442694-15-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}piperidine
• 英文别名: 1-[3-[(1R,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-1,2,3,5,6,7-hexahydroinden-4-yl]propyl]piperidine
• CAS: 1442694-15-6
• 化学式: C₂₆H₄₇N
• 分子量: 373.666
• InChiKey: XNENHSJMFMMYLB-QIGHUWCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  维生素 D3 在 氢溴酸 、 臭氧 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 76.5h， 生成 N-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}piperidine
  参考文献：
  名称：

  Aminopropylindenes derived from Grundmann's ketone as a novel chemotype of oxidosqualene cyclase inhibitors

  摘要：

  A series of aminopropylindenes, designed as mimics of a cationic high energy intermediate in the oxidosqualene cyclase(1) (OSC)-mediated cyclization of 2,3-oxidosqualen to lanosterol was prepared from Grundmann's ketone. Screening on OSCs from five different organisms revealed interesting activities and selectivities of some of the compounds. A N,N-dimethylaminopropyl derivative showed promising inhibition of Trypanosoma cruzi OSC in combination with low cytotoxicity, and showed significant reduction of cholesterol biosynthesis in a human cell line. (C) 2013 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2013.03.002

文献信息

• Aminopropylindenes derived from Grundmann's ketone as a novel chemotype of oxidosqualene cyclase inhibitors
  作者：Stefanie Lange、Marco Keller、Christoph Müller、Simonetta Oliaro-Bosso、Gianni Balliano、Franz Bracher

  DOI：10.1016/j.ejmech.2013.03.002

  日期：2013.5

  A series of aminopropylindenes, designed as mimics of a cationic high energy intermediate in the oxidosqualene cyclase(1) (OSC)-mediated cyclization of 2,3-oxidosqualen to lanosterol was prepared from Grundmann's ketone. Screening on OSCs from five different organisms revealed interesting activities and selectivities of some of the compounds. A N,N-dimethylaminopropyl derivative showed promising inhibition of Trypanosoma cruzi OSC in combination with low cytotoxicity, and showed significant reduction of cholesterol biosynthesis in a human cell line. (C) 2013 Published by Elsevier Masson SAS.