4-trifluoromethyl-N-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)benzamide | 847939-37-1

• 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-trifluoromethyl-N-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)benzamide
• 英文别名: N-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-4-(trifluoromethyl)benzamide
• CAS: 847939-37-1
• 化学式: C₁₆H₉ClF₃N₃O₂
• 分子量: 367.715
• InChiKey: BCWYIHFGELERGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-5-(4-氯苯基)-1,3,4-噁二唑 、 4-三氟甲基苯甲酰氯 在 吡啶 作用下， 反应 16.0h， 以33%的产率得到4-trifluoromethyl-N-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)benzamide
  参考文献：
  名称：

  A field-based disparity analysis of new 1,2,5-oxadiazole derivatives endowed with antiproliferative activity

  摘要：

  A series of 1,2,5‐oxadiazoles were synthesized as new potential antiproliferative agents. The in vitro cytotoxic activity evaluation of title compounds through MTT assay revealed that some of them showed significant activity against the HCT‐116 cancer cell line. The field‐based disparity analysis provided indications about the electrostatic, hydrophobic, and shape features underlying the cytotoxicity, suggesting that increasing the negative electrostatic field on the heterocyclic core of the structure has positive effects on the activity. The structure–activity relationships (SAR) around a particular compound can be explained allowing for a structural rationale for the differences in activity. The SAR provided by this series of compounds can be exploited to carry out further lead optimization.

  DOI：

  10.1111/cbdd.13003

文献信息

• A field-based disparity analysis of new 1,2,5-oxadiazole derivatives endowed with antiproliferative activity
  作者：Federica Porta、Arianna Gelain、Daniela Barlocco、Nicola Ferri、Silvia Marchianò、Valentina Cappello、Livia Basile、Salvatore Guccione、Fiorella Meneghetti、Stefania Villa

  DOI：10.1111/cbdd.13003

  日期：2017.11

  A series of 1,2,5‐oxadiazoles were synthesized as new potential antiproliferative agents. The in vitro cytotoxic activity evaluation of title compounds through MTT assay revealed that some of them showed significant activity against the HCT‐116 cancer cell line. The field‐based disparity analysis provided indications about the electrostatic, hydrophobic, and shape features underlying the cytotoxicity, suggesting that increasing the negative electrostatic field on the heterocyclic core of the structure has positive effects on the activity. The structure–activity relationships (SAR) around a particular compound can be explained allowing for a structural rationale for the differences in activity. The SAR provided by this series of compounds can be exploited to carry out further lead optimization.