3-iodo-5-(trifluoromethyl)biphenyl-2,4-dicarbonitrile | 853052-83-2

• 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: 3-iodo-5-(trifluoromethyl)biphenyl-2,4-dicarbonitrile
• 英文别名: 2-Iodo-4-phenyl-6-(trifluoromethyl)benzene-1,3-dicarbonitrile
• CAS: 853052-83-2
• 化学式: C₁₅H₆F₃IN₂
• 分子量: 398.126
• InChiKey: XQWTXDHUNTVMTB-UHFFFAOYSA-N

物化性质

• 熔点：
  178 °C
• 沸点：
  471.3±45.0 °C(Predicted)
• 密度：
  1.80±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-iodo-5-(trifluoromethyl)biphenyl-2,4-dicarbonitrile 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.03h， 生成 10-Phenyl-2,4,8-tris(trifluoromethyl)pyrimido[1,2-b]indazole-7-carbonitrile
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel pyrimido[1,2-b]indazoles as potential anticancer agents against A-549 cell lines

  摘要：

  A series of novel pyrimido[1,2-b]indazoles 5, 7 have been prepared from 3-trifluoromethyl-5-phenyl-2,6-dicyano anilines 1 via novel indazole regioisomers 3 and 4 through a facile strategy. Specific examples were evaluated for anticancer activity in vitro and found to exhibit promising activity against A-549 cell lines and are more effective than Etoposide. QSAR models were developed and validated by cross-validation method. The results of the best QSAR model were further compared with the crystal structure of tubulin protein. The binding energies estimated were found to have a good correlation with the experimental inhibitory potencies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.087
• 作为产物：
  描述：

  2,6-二氰基-3-三氟甲基-5-苯基苯胺 在 盐酸 、 potassium iodide 、 sodium nitrite 作用下， 以 水 、 乙腈 为溶剂， 反应 2.5h， 以80%的产率得到3-iodo-5-(trifluoromethyl)biphenyl-2,4-dicarbonitrile
  参考文献：
  名称：

  Regioselective cyclization of unsymmetrical dicyanoanilines to novel 2,3-bifunctionalised indole regioisomers and their use in the synthesis of 4,5-dihydro[1,3]oxazino[5,4-b]indole-6-carbonitriles

  摘要：

  Synthesis of novel-2,3-bifunetionalised indole regioisomers (2/3 and 6/7) from unsymmetrical dicyanoanilines 1 by regioselective cyclization in two independent ways. Regioisomers 6 are further utilized in synthesis of novel 4,5-dihydro[1,3]oxazino[5,4-b] indole-6-carbonitriles 9. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.046