trichloromethyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-2-yl)methanone | 1615685-00-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trichloromethyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-2-yl)methanone
• CAS: 1615685-00-1
• 化学式: C₁₃H₉BCl₃NO₃
• 分子量: 344.389
• InChiKey: AMQWYBRKYLSJLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  51.46
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  trichloromethyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-2-yl)methanone 、 乙胺 以 二氯甲烷 、 水 为溶剂， 以42.5%的产率得到1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrole-2-carboxylic acid ethylamide
  参考文献：
  名称：

  Novel pyrrolobenzoxaboroles: Design, synthesis, and biological evaluation against Trypanosoma brucei

  摘要：

  Human African trypanosomiasis is a fatal parasitic infection caused by the protozoan Trypanosoma brucei. The development of novel antitrypanosomal agents is urgently needed. Here we report the synthesis and structure-activity relationship of a new class of benzoxaboroles as antitrypanosomal agents. These compounds showed antiparasitic IC50 values ranging from 4.02 to 0.03 mu g/mL and satisfactory cytotoxicity profile. Three of the lead compounds were demonstrated to cure the parasitic infection in a murine acute infection model. The structure activity relationship of the pyrrolobenzoxaboroles are also discussed. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.079
• 作为产物：
  描述：

  2-溴-4-硝基苯甲酰氯 在 盐酸 、 锂硼氢 、 正丁基锂 、 tin(II) chloride dihdyrate 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 9.75h， 生成 trichloromethyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-2-yl)methanone
  参考文献：
  名称：

  Novel pyrrolobenzoxaboroles: Design, synthesis, and biological evaluation against Trypanosoma brucei

  摘要：

  Human African trypanosomiasis is a fatal parasitic infection caused by the protozoan Trypanosoma brucei. The development of novel antitrypanosomal agents is urgently needed. Here we report the synthesis and structure-activity relationship of a new class of benzoxaboroles as antitrypanosomal agents. These compounds showed antiparasitic IC50 values ranging from 4.02 to 0.03 mu g/mL and satisfactory cytotoxicity profile. Three of the lead compounds were demonstrated to cure the parasitic infection in a murine acute infection model. The structure activity relationship of the pyrrolobenzoxaboroles are also discussed. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.079