(1R,14S,15R,16S)-N,N-diethyl-5-methoxy-16-methyl-12-oxo-11-azatetracyclo[9.6.0.01,14.02,7]heptadeca-2(7),3,5-triene-15-carboxamide | 1415684-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: (1R,14S,15R,16S)-N,N-diethyl-5-methoxy-16-methyl-12-oxo-11-azatetracyclo[9.6.0.01,14.02,7]heptadeca-2(7),3,5-triene-15-carboxamide
• CAS: 1415684-30-8
• 化学式: C₂₃H₃₂N₂O₃
• 分子量: 384.519
• InChiKey: ZHPYSTCNWRWXHD-HFBFHVOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(3-methoxyphenyl)propan-1-amine hydrochloride 在 N-羟基-7-氮杂苯并三氮唑 、 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 61.0h， 生成 (1R,14S,15R,16S)-N,N-diethyl-5-methoxy-16-methyl-12-oxo-11-azatetracyclo[9.6.0.01,14.02,7]heptadeca-2(7),3,5-triene-15-carboxamide
  参考文献：
  名称：

  Diverse alkaloid-like structures from a common building block

  摘要：

  A wealth of unique enantiopure polycyclic alkaloid-like scaffolds can be prepared on a multigram scale in only a few steps from a common, commercially available intermediate. The attached nitromethyl group can then be used to construct highly diverse functionalized libraries suitable for screening against biological targets of interest. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.038

文献信息

• [EN] SYNTHESIS OF POLYCYCLIC ALKALOIDS AND THEIR USE AS TGR5 AGONISTS<br/>[FR] SYNTHÈSE D'ALCALOÏDES POLYCYCLIQUES ET LEUR UTILISATION EN TANT QU'AGONISTES DE TGR5
  申请人：RIGEL PHARMACEUTICALS INC

  公开号：WO2013134527A1

  公开（公告）日：2013-09-12

  Disclosed embodiments concern polycyclic alkaloid compounds and methods for their use and synthesis. Particular embodiments concern polycyclic alkaloids having a fused, six-membered ring, while other embodiments concern polycyclic alkaloids having a fused, five-membered ring. Methods for making the polycyclic alkaloids are disclosed, as well as methods for their use as prophylatics or treatments for certain diseases. Also disclosed are pharmaceutical compositions comprising the polycyclic alkaloids and their use.
• Diverse alkaloid-like structures from a common building block
  作者：Dane A. Goff

  DOI：10.1016/j.tet.2012.10.038

  日期：2013.1

  A wealth of unique enantiopure polycyclic alkaloid-like scaffolds can be prepared on a multigram scale in only a few steps from a common, commercially available intermediate. The attached nitromethyl group can then be used to construct highly diverse functionalized libraries suitable for screening against biological targets of interest. (C) 2012 Elsevier Ltd. All rights reserved.