2-[4-(2-Azido-ethyl)-5-thiophen-2-yl-2H-pyrazol-3-yl]-pyrazine | 849052-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-[4-(2-Azido-ethyl)-5-thiophen-2-yl-2H-pyrazol-3-yl]-pyrazine
• 英文别名: 2-[4-(2-azidoethyl)-5-thiophen-2-yl-1H-pyrazol-3-yl]pyrazine
• CAS: 849052-11-5
• 化学式: C₁₃H₁₁N₇S
• 分子量: 297.343
• InChiKey: LXPGCWRGEAHVJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  97.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[4-(2-Azido-ethyl)-5-thiophen-2-yl-2H-pyrazol-3-yl]-pyrazine 在 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-oxo-oxazolidine-3-sulfonic acid [2-(5-pyrazin-2-yl-3-thiophen-2-yl-1H-pyrazol-4-yl)-ethyl]-amide
  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-噻吩基)丁酮 在 sodium azide 、 lithium hexamethyldisilazane 、 肼 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[4-(2-Azido-ethyl)-5-thiophen-2-yl-2H-pyrazol-3-yl]-pyrazine
  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

• Pyrazolyl inhibitors of 15- lipoxygenase
  申请人：Ngu Khehyong

  公开号：US20050070589A1

  公开（公告）日：2005-03-31

  The present invention provides pyrazolyl inhibitors of 15-LO, pharmaceutical compositions containing such inhibitors and methods for treating diseases related to the 15-LO cascade using such compounds and compositions.

  本发明提供了15-LO的吡唑酰基抑制剂，含有这种抑制剂的制药组合物以及使用这种化合物和组合物治疗与15-LO级联相关的疾病的方法。
• US7432271B2
  申请人：——

  公开号：US7432271B2

  公开（公告）日：2008-10-07
• 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.