1-benzoyl-5-methyl-2,3,4,5-tetrahydro-1H-1-benzazepine | 848172-04-3

• 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: 1-benzoyl-5-methyl-2,3,4,5-tetrahydro-1H-1-benzazepine
• 英文别名: (5-Methyl-2,3,4,5-tetrahydro-1-benzazepin-1-yl)-phenylmethanone
• CAS: 848172-04-3
• 化学式: C₁₈H₁₉NO
• 分子量: 265.355
• InChiKey: QPMVRVZKVFOUFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-benzoyl-5-methyl-2,3,4,5-tetrahydro-1H-1-benzazepine 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以84%的产率得到1-benzyl-5-methyl-2,3,4,5-tetrahydro-1H-1-benzazepine
  参考文献：
  名称：

  Conformation Analyses, Dynamic Behavior and Amide Bond Distortions of Medium-sized Heterocycles. 1. Partially and Fully Reduced 1-Benzazepines

  摘要：

  Five 1-benzazepine heterocycles were synthesized by utilizing transition-metal-catalyzed processes in key bond-forming steps. exo-Methylene and methyl substituents were introduced at position 5, as well as a unit of unsaturation between positions 3 and 4, with benzoyl or benzyl N-substituents. Solution- and solid-state structures were examined, using dynamic NMR spectroscopy and X-ray crystallography, corroborated by molecular mechanics calculations. Greater amide distortion is associated with a more stable ground-state structure, which is in turn more reluctant to undergo conformational changes.

  DOI：

  10.1021/jo048118b
• 作为产物：
  描述：

  o-iodobenzanilide 在 palladium diacetate 、 palladium on activated charcoal 氢气 、 sodium hydride 、 三乙胺 、 三苯基膦 、 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.5h， 生成 1-benzoyl-5-methyl-2,3,4,5-tetrahydro-1H-1-benzazepine
  参考文献：
  名称：

  Conformation Analyses, Dynamic Behavior and Amide Bond Distortions of Medium-sized Heterocycles. 1. Partially and Fully Reduced 1-Benzazepines

  摘要：

  Five 1-benzazepine heterocycles were synthesized by utilizing transition-metal-catalyzed processes in key bond-forming steps. exo-Methylene and methyl substituents were introduced at position 5, as well as a unit of unsaturation between positions 3 and 4, with benzoyl or benzyl N-substituents. Solution- and solid-state structures were examined, using dynamic NMR spectroscopy and X-ray crystallography, corroborated by molecular mechanics calculations. Greater amide distortion is associated with a more stable ground-state structure, which is in turn more reluctant to undergo conformational changes.

  DOI：

  10.1021/jo048118b

文献信息

• 4,4-Difluoro-1,2,3,4-tetrahydro-5H-1-benzazepine derivative or salt thereof
  申请人：Koshio Hiroyuki

  公开号：US20070167429A1

  公开（公告）日：2007-07-19

  A novel 4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepine derivative or a pharmaceutically acceptable salt thereof, which is useful as an agent for treating or preventing nocturia and/or diabetes insipidus, is provided.

  提供了一种新型的4,4-二氟-1,2,3,4-四氢-5H-1-苯并氮杂环衍生物或其药学上可接受的盐，该衍生物在治疗或预防夜尿症和/或尿崩症方面有用。
• US7169772B2
  申请人：——

  公开号：US7169772B2

  公开（公告）日：2007-01-30
• US7183271B2
  申请人：——

  公开号：US7183271B2

  公开（公告）日：2007-02-27
• US7807664B2
  申请人：——

  公开号：US7807664B2

  公开（公告）日：2010-10-05
• Conformation Analyses, Dynamic Behavior and Amide Bond Distortions of Medium-sized Heterocycles. 1. Partially and Fully Reduced 1-Benzazepines
  作者：Maryiam Qadir、Jonathan Cobb、Peter W. Sheldrake、Neil Whittall、Andrew J. P. White、King Kuok (Mimi) Hii、Peter N. Horton、Michael B. Hursthouse

  DOI：10.1021/jo048118b

  日期：2005.3.1

  Five 1-benzazepine heterocycles were synthesized by utilizing transition-metal-catalyzed processes in key bond-forming steps. exo-Methylene and methyl substituents were introduced at position 5, as well as a unit of unsaturation between positions 3 and 4, with benzoyl or benzyl N-substituents. Solution- and solid-state structures were examined, using dynamic NMR spectroscopy and X-ray crystallography, corroborated by molecular mechanics calculations. Greater amide distortion is associated with a more stable ground-state structure, which is in turn more reluctant to undergo conformational changes.