7-methyl-3,4-dihydro-1H-1,4-diazepin-5(2H)-one | 89600-61-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮卓类
• 英文名称: 7-methyl-3,4-dihydro-1H-1,4-diazepin-5(2H)-one
• 英文别名: 7-Methyl-1,2,3,4-tetrahydro-1,4-diazepin-5-one
• CAS: 89600-61-3
• 化学式: C₆H₁₀N₂O
• mdl: MFCD19226125
• 分子量: 126.158
• InChiKey: GMPJHJMEJDDSCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-methyl-3,4-dihydro-1H-1,4-diazepin-5(2H)-one 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 为溶剂， 20.0~60.0 ℃ 、5.0 MPa 条件下， 反应 96.0h， 生成 7-甲基-1,4-二氮杂烷-1-羧酸叔丁酯
  参考文献：
  名称：

  Synthesis of 1,4-diazepin-5-ones under microwave irradiation and their reduction products

  摘要：

  A new efficient access to 1,4-diazepane derivatives is described via a microwave assisted synthesis of 7-substituted-1,4-diazepin-5-ones, which proceeds rapidly in good yields. Catalytic reduction gave 1,4-diazepan-5-ones and 1,4-diazepanes whereas a ring opening was observed by hydride reduction when a phenyl group occupies the N-benzylic position. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.021
• 作为产物：
  描述：

  2,2,6-三甲基-4H-1,3-二英-4-酮 、 乙二胺 反应 0.08h， 以100%的产率得到7-methyl-3,4-dihydro-1H-1,4-diazepin-5(2H)-one
  参考文献：
  名称：

  由双烯酮-丙酮加合物和二胺快速，定量，无溶剂合成中环二氮杂杂环

  摘要：

  由于不利的能量因素，中环杂环的合成仍然是一个挑战。我们报告了7–9元二氮杂杂环的合成，该合成在5分钟内即可完成，不需要溶剂，并且具有定量性，唯一的副产物是丙酮和水。只需将混合物置于真空下，就可以分离出纯净的反应产物。反应序列具有点击反应的许多标志。

  DOI：

  10.1016/j.tetlet.2014.10.007

文献信息

• Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
  申请人：Thorsett D. Eugene

  公开号：US20070203108A1

  公开（公告）日：2007-08-30

  Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

  本发明涉及抑制β-淀粉样肽的释放和/或合成的化合物，因此在治疗阿尔茨海默病方面具有用途。同时，本发明还涉及包含抑制β-淀粉样肽释放和/或合成的化合物的药物组合物，以及使用这些药物组合物预防和治疗阿尔茨海默病的方法。
• US7390801B2
  申请人：——

  公开号：US7390801B2

  公开（公告）日：2008-06-24
• Synthesis of 1,4-diazepin-5-ones under microwave irradiation and their reduction products
  作者：Nicolas Wlodarczyk、Pauline Gilleron、Régis Millet、Raymond Houssin、Jean-Pierre Hénichart

  DOI：10.1016/j.tetlet.2007.02.021

  日期：2007.4

  A new efficient access to 1,4-diazepane derivatives is described via a microwave assisted synthesis of 7-substituted-1,4-diazepin-5-ones, which proceeds rapidly in good yields. Catalytic reduction gave 1,4-diazepan-5-ones and 1,4-diazepanes whereas a ring opening was observed by hydride reduction when a phenyl group occupies the N-benzylic position. (c) 2007 Elsevier Ltd. All rights reserved.
• Rapid, quantitative, solvent-free synthesis of medium-ring diaza heterocycles from diketene–acetone adduct and diamines
  作者：Clifford S. Morrison、Jana B. Lampe、Tesia C. Kolodziejczyk、Ronaldo J. Cavazos、Robby A. Petros

  DOI：10.1016/j.tetlet.2014.10.007

  日期：2014.11

  The synthesis of medium-ring heterocycles remains a challenge largely due to unfavorable energetic factors. We are reporting syntheses of 7–9-member diaza heterocycles that go to completion in 5 min, require no solvents, and are quantitative with the only byproducts being acetone and water. The reaction products could be isolated in pure form by simply placing the mixture under vacuum. The reaction

  由于不利的能量因素，中环杂环的合成仍然是一个挑战。我们报告了7–9元二氮杂杂环的合成，该合成在5分钟内即可完成，不需要溶剂，并且具有定量性，唯一的副产物是丙酮和水。只需将混合物置于真空下，就可以分离出纯净的反应产物。反应序列具有点击反应的许多标志。