3-((S)-1-Oxiranylmethoxy)-benzene-1,2-diamine | 501943-31-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-((S)-1-Oxiranylmethoxy)-benzene-1,2-diamine
• 英文别名: 3-[[(2S)-oxiran-2-yl]methoxy]benzene-1,2-diamine
• CAS: 501943-31-3
• 化学式: C₉H₁₂N₂O₂
• 分子量: 180.206
• InChiKey: GHDZGABDQQDGFB-LURJTMIESA-N

物化性质

• 沸点：
  370.9±22.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-((S)-1-Oxiranylmethoxy)-benzene-1,2-diamine 在 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-(4-{2-[(2S)-2-Hydroxy-3-(2-oxo-2,3-dihydro-1H-benzoimidazol-4-yloxy)-propylamino]-ethyl}-phenylamino)-piperidine-1-carboxylic acid octylamide
  参考文献：
  名称：

  4-Aminopiperidine ureas as potent selective agonists of the human β3-Adrenergic receptor

  摘要：

  The preparation and structure-activity relationships (SARs) of potent agonists of the human beta (3)-adrenergic receptor (AR) derived from a 4-aminopiperidine scaffold are described. Examples combine human beta (3)-AR potency with selectivity over human beta (1)-AR and/or human beta (2)-AR agonism. Compound 29s was identified as a potent (EC50= 1 nM) and selective (greater than 400-fold over beta (1)- with no beta (2)-AR agonism) full beta (3)-AR agonist with in vivo activity in a transgenic mouse model of thermogenesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00645-x
• 作为产物：
  描述：

  2-氨基-3-硝基苯酚 在 镍 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成 3-((S)-1-Oxiranylmethoxy)-benzene-1,2-diamine
  参考文献：
  名称：

  Novel substituted 4-aminomethylpiperidines as potent and selective human β3-agonists. Part 1: aryloxypropanolaminomethylpiperidines

  摘要：

  The synthesis and SAR of a series of human beta(3) adrenoreceptor agonists based on a template derived from a common pharmacophore coupled with 4-aminomethylpiperidine is described. Potent and selective agents were identified such as 26 that was in vitro active in CHO cells expressing human beta(3)-AR (EC50 = 49 nNl, IA = 1.1), and in vivo active in a transgenic mouse model. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00607-8