N,N-dimethyl-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}amine | 1442694-14-5

• 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,N-dimethyl-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}amine
• 英文别名: 3-[(1R,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-1,2,3,5,6,7-hexahydroinden-4-yl]-N,N-dimethylpropan-1-amine
• CAS: 1442694-14-5
• 化学式: C₂₃H₄₃N
• 分子量: 333.601
• InChiKey: MYWUKPIEIKSJKB-KJXAQDMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}amine 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以82%的产率得到N,N-dimethyl-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7amethyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}amine-N-oxide
  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
• 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 28.5h， 生成 N,N-dimethyl-{3-[(1R,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-4-yl]-propyl}amine
  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