4-chloro-2'-(trifluoromethyl)benzophenone | 1097076-64-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chloro-2'-(trifluoromethyl)benzophenone
• 英文别名: (4-Chlorophenyl)-[2-(trifluoromethyl)phenyl]methanone
• CAS: 1097076-64-6
• 化学式: C₁₄H₈ClF₃O
• mdl: MFCD12653587
• 分子量: 284.665
• InChiKey: CWFGBGKZWNSXJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-溴吡啶 、 4-chloro-2'-(trifluoromethyl)benzophenone 在 正丁基锂 作用下， 以 乙醚 、 正己烷 、 四氢呋喃 为溶剂， 反应 2.0h， 以84%的产率得到(4-chlorophenyl)(2-trifluoromethylphenyl)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
• 作为产物：
  描述：

  邻三氟甲基苯甲酸 在 氯化亚砜 、 dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-) 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 2.0h， 生成 4-chloro-2'-(trifluoromethyl)benzophenone
  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

• A phosphine-free carbonylative cross-coupling reaction of aryl iodides with arylboronic acids catalyzed by immobilization of palladium in MCM-41
  作者：Mingzhong Cai、Jian Peng、Wenyan Hao、Guodong Ding

  DOI：10.1039/c0gc00138d

  日期：——

  heterogeneous carbonylative cross-coupling of aryl iodides with arylboronic acids under an atmospheric pressure of carbon monoxide was achieved in anisole at 80 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized palladium(II) complex [MCM-41–2N–Pd(II)], yielding a variety of unsymmetrical biaryl ketones in good to high yield. This heterogeneous palladium catalyst exhibited

  这 膦大气压下芳基碘化物与芳基硼酸的无价异质羰基交叉偶联 一氧化碳 在 苯甲醚 在80°C下 3-（2-氨基乙基氨基）丙基官能化 固定MCM-41 钯（II） 复合[MCM-41–2N–钯（II）]，生成各种不对称的联芳基 酮类高产到高产。这种异质钯 催化剂 表现出更高的活性和选择性 氯化钯2（PPh 3）2，可以通过简单的方法进行回收和再利用 过滤反应溶液，并用于至少10次连续试验而活性没有降低。我们的系统不仅避免使用膦 配体，也解决了基本问题 钯 催化剂 恢复和重用。
• 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.