(S)-3-benzyl-1-methyl-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one | 1219505-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (S)-3-benzyl-1-methyl-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one
• 英文别名: (3S)-3-benzyl-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
• CAS: 1219505-81-3
• 化学式: C₂₃H₂₀N₂O
• 分子量: 340.425
• InChiKey: UMSBAILLSWNXRO-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-3-benzyl-1-methyl-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one 在 氢氟酸 作用下， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis of Chiral Polyaminothiazoles

  摘要：

  An efficient approach toward the parallel solid-phase synthesis of highly diversified chiral polyaminothiazoles employing Hantzsc’s thiazole synthesis is presented. The treatment of resin-bound chiral polyamines with Fmoc-isothiocyanates generated polythioureas which were further reacted with a variety of α-halogenoketones to afford following cleavage from the solid support the desired chiral polyaminothiazoles in good yield and purity.

  DOI：

  10.1021/cc9001907
• 作为产物：
  描述：

  在 水 、 三氟乙酸 作用下， 反应 24.0h， 生成 (S)-3-benzyl-1-methyl-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one
  参考文献：
  名称：

  Novel Alkoxyamine Linker to Load Ketones for Solid-Phase Synthesis: Application of the Synthesis of 1,4-Benzodiazepine-2-ones

  摘要：

  DOI：

  10.1021/cc9001795

文献信息

• High throughput synthesis of 2,3,6-trisubstituted-5,6-dihydroimidazo[2,1-b]thiazole derivatives
  作者：Yangmei Li、Marc Giulianotti、Richard A. Houghten

  DOI：10.1016/j.tetlet.2010.12.006

  日期：2011.2

  A facile approach to the synthesis of 2,3,6-trisubstituted-5,6-dihydroimidazo[2,1-b]thiazole was reported. A resin bound cyclic thiourea was formed by the treatment of a resin bound diamine with 1,1′-thiocarbonyldiimidazole, and then reacted with a α-haloketone to generate a resin bound isothiourea. HF treatment of the resin bound isothiourea resulted in the cleavage of the product and simultaneous

  报道了一种简便的合成 2,3,6-三取代-5,6-二氢咪唑并[2,1- b ]噻唑的方法。通过用1,1'-硫代羰基二咪唑处理树脂结合的二胺形成树脂结合的环状硫脲，然后与α-卤代酮反应生成树脂结合的异硫脲。树脂结合异硫脲的 HF 处理导致产物裂解并同时形成烯胺键。这导致以高产率和纯度形成2,3,6-三取代-5,6-二氢咪唑并[2,1- b ]噻唑。
• Synthesis and biological evaluation of 1,4-benzodiazepin-2-ones with antitrypanosomal activity
  作者：John Spencer、Rajendra P. Rathnam、Alan L. Harvey、Carol J. Clements、Rachel L. Clark、Michael P. Barrett、Pui Ee Wong、Louise Male、Simon J. Coles、Simon P. Mackay

  DOI：10.1016/j.bmc.2011.01.010

  日期：2011.3

  A library of 1,4-benzodiazepines has been synthesized and evaluated against Trypanosoma brucei, a causative parasite of Human African trypanosomiasis. Benzodiazepines possessing a P2- transporter motif were found to have MIC values as low as 0.78 mu M. (C) 2011 Elsevier Ltd. All rights reserved.