(5-allyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(4-(6-(pent-4-enyl)naphthalen-2-yl)-1,4-diazepan-1-yl)methanone | 1171114-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (5-allyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(4-(6-(pent-4-enyl)naphthalen-2-yl)-1,4-diazepan-1-yl)methanone
• 英文别名: [4-(6-pent-4-enylnaphthalen-2-yl)-1,4-diazepan-1-yl]-[5-prop-2-enyl-2-(triazol-2-yl)phenyl]methanone
• CAS: 1171114-53-6
• 化学式: C₃₂H₃₅N₅O
• 分子量: 505.663
• InChiKey: ICNLTYPKWZKTMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-allyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(4-(6-(pent-4-enyl)naphthalen-2-yl)-1,4-diazepan-1-yl)methanone 在 Zhan-1B catalyst 作用下， 以 1,2-二氯乙烷 为溶剂， 以12%的产率得到
  参考文献：
  名称：

  Conformational analysis of N,N-disubstituted-1,4-diazepane orexin receptor antagonists and implications for receptor binding

  摘要：

  NMR spectroscopy, X-ray crystallography, and molecular modeling studies indicate that N,N-disubstituted-1,4-diazepane orexin receptor antagonists exist in an unexpected low-energy conformation that is characterized by an intramolecular pi-stacking interaction and a twist-boat ring conformation. Synthesis and evaluation of a macrocycle that enforces a similar conformation suggest that this geometry mimics the bioactive conformation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.026
• 作为产物：
  描述：

  、 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (5-allyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(4-(6-(pent-4-enyl)naphthalen-2-yl)-1,4-diazepan-1-yl)methanone
  参考文献：
  名称：

  Conformational analysis of N,N-disubstituted-1,4-diazepane orexin receptor antagonists and implications for receptor binding

  摘要：

  NMR spectroscopy, X-ray crystallography, and molecular modeling studies indicate that N,N-disubstituted-1,4-diazepane orexin receptor antagonists exist in an unexpected low-energy conformation that is characterized by an intramolecular pi-stacking interaction and a twist-boat ring conformation. Synthesis and evaluation of a macrocycle that enforces a similar conformation suggest that this geometry mimics the bioactive conformation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.026

文献信息

• Conformational analysis of N,N-disubstituted-1,4-diazepane orexin receptor antagonists and implications for receptor binding
  作者：Christopher D. Cox、Georgia B. McGaughey、Michael J. Bogusky、David B. Whitman、Richard G. Ball、Christopher J. Winrow、John J. Renger、Paul J. Coleman

  DOI：10.1016/j.bmcl.2009.04.026

  日期：2009.6

  NMR spectroscopy, X-ray crystallography, and molecular modeling studies indicate that N,N-disubstituted-1,4-diazepane orexin receptor antagonists exist in an unexpected low-energy conformation that is characterized by an intramolecular pi-stacking interaction and a twist-boat ring conformation. Synthesis and evaluation of a macrocycle that enforces a similar conformation suggest that this geometry mimics the bioactive conformation. (C) 2009 Elsevier Ltd. All rights reserved.