4-Azido-1-(2-methoxyphenyl)butan-1-one | 1323995-72-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Azido-1-(2-methoxyphenyl)butan-1-one
• 英文别名: 4-azido-1-(2-methoxyphenyl)butan-1-one
• CAS: 1323995-72-7
• 化学式: C₁₁H₁₃N₃O₂
• 分子量: 219.243
• InChiKey: GCXXFSNDOMBEDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Azido-1-(2-methoxyphenyl)butan-1-one 在 lithium hexamethyldisilazane 、 肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-(2-azidoethyl)-3-(2-methoxyphenyl)-5-phenyl-1H-pyrazole
  参考文献：
  名称：

  Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase

  摘要：

  A series of inhibitors of mammalian 15-lipoxygenase (15-LO) based on a 3,4,5-tri-substituted pyrazole scaffold is described. Replacement of a sulfonamide functionality in the lead series with a sulfamide group resulted in improved physicochemical properties generating analogs with enhanced inhibition in cell-based and whole blood assays. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.107
• 作为产物：
  描述：

  4-氯-1-(2-甲氧基苯基)-1-丁酮 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-Azido-1-(2-methoxyphenyl)butan-1-one
  参考文献：
  名称：

  Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase

  摘要：

  A series of inhibitors of mammalian 15-lipoxygenase (15-LO) based on a 3,4,5-tri-substituted pyrazole scaffold is described. Replacement of a sulfonamide functionality in the lead series with a sulfamide group resulted in improved physicochemical properties generating analogs with enhanced inhibition in cell-based and whole blood assays. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.107

文献信息

• Manganese-Catalyzed Oxidative Azidation of Cyclobutanols: Regiospecific Synthesis of Alkyl Azides by CC Bond Cleavage
  作者：Rongguo Ren、Huijun Zhao、Leitao Huan、Chen Zhu

  DOI：10.1002/anie.201506578

  日期：2015.10.19

  azidation of cyclobutanols is described. A wide range of primary, secondary, and tertiary alkyl azides were generated in synthetically useful yields and exclusive regioselectivity. Aside from linear alkyl azides, otherwise elusive medium‐sized cyclic azides were also readily prepared. Preliminary mechanistic studies reveal that the reaction likely proceeds by a radical‐mediated CC bond cleavage/CN3 bond

  描述了一种新型的锰催化的环丁醇的氧化叠氮化。产生了大量伯，仲和叔烷基叠氮化物，具有合成上有用的产率和唯一的区域选择性。除了线性烷基叠氮化物外，还容易制备难以捉摸的中型环状叠氮化物。初步机理研究表明，该反应可能是由自由基介导的C转入 C键裂解/ C  Ñ 3键的形成通路。
• Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase
  作者：Khehyong Ngu、David S. Weinstein、Wen Liu、Charles Langevine、Donald W. Combs、Shaobin Zhuang、Xing Chen、Cort S. Madsen、Timothy W. Harper、Saleem Ahmad、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2011.05.107

  日期：2011.7

  A series of inhibitors of mammalian 15-lipoxygenase (15-LO) based on a 3,4,5-tri-substituted pyrazole scaffold is described. Replacement of a sulfonamide functionality in the lead series with a sulfamide group resulted in improved physicochemical properties generating analogs with enhanced inhibition in cell-based and whole blood assays. (C) 2011 Elsevier Ltd. All rights reserved.