(2-chloropyrimidin-5-yl)[4-(propan-2-yloxy)phenyl]pyridin-3-yl methanol | 1374584-41-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2-chloropyrimidin-5-yl)[4-(propan-2-yloxy)phenyl]pyridin-3-yl methanol
• 英文别名: (2-Chloropyrimidin-5-yl)-(4-propan-2-yloxyphenyl)-pyridin-3-ylmethanol
• CAS: 1374584-41-4
• 化学式: C₁₉H₁₈ClN₃O₂
• 分子量: 355.824
• InChiKey: NXBLIGLFMRGDMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-溴-4-异丙氧基苯 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 5.5h， 生成 (2-chloropyrimidin-5-yl)[4-(propan-2-yloxy)phenyl]pyridin-3-yl methanol
  参考文献：
  名称：

  Analogues of Fenarimol Are Potent Inhibitors of Trypanosoma cruzi and Are Efficacious in a Murine Model of Chagas Disease

  摘要：

  We report the discovery of nontoxic fungicide fenarimol (1) as an inhibitor of Trypanosoma cruzi (T. cruzi), the causative agent of Chagas disease, and the results of structure-activity investigations leading to potent analogues with low nM IC(50)s in a T. cruzi whole cell in vitro assay. Lead compounds suppressed blood parasitemia to virtually undetectable levels after once daily oral dosing in mouse models of T. cruzi infection. Compounds are chemically tractable, allowing rapid optimization of target biological activity and drug characteristics. Chemical and biological studies undertaken in the development of the fenarimol series toward the goal of delivering a new drug candidate for Chagas disease are reported.

  DOI：

  10.1021/jm2015809

文献信息

• Analogues of Fenarimol Are Potent Inhibitors of Trypanosoma cruzi and Are Efficacious in a Murine Model of Chagas Disease
  作者：Martine Keenan、Michael J. Abbott、Paul W. Alexander、Tanya Armstrong、Wayne M. Best、Bradley Berven、Adriana Botero、Jason H. Chaplin、Susan A. Charman、Eric Chatelain、Thomas W. von Geldern、Maria Kerfoot、Andrea Khong、Tien Nguyen、Joshua D. McManus、Julia Morizzi、Eileen Ryan、Ivan Scandale、R. Andrew Thompson、Sen Z. Wang、Karen L. White

  DOI：10.1021/jm2015809

  日期：2012.5.10

  We report the discovery of nontoxic fungicide fenarimol (1) as an inhibitor of Trypanosoma cruzi (T. cruzi), the causative agent of Chagas disease, and the results of structure-activity investigations leading to potent analogues with low nM IC(50)s in a T. cruzi whole cell in vitro assay. Lead compounds suppressed blood parasitemia to virtually undetectable levels after once daily oral dosing in mouse models of T. cruzi infection. Compounds are chemically tractable, allowing rapid optimization of target biological activity and drug characteristics. Chemical and biological studies undertaken in the development of the fenarimol series toward the goal of delivering a new drug candidate for Chagas disease are reported.