1-[(3-Fluorophenyl)methoxy]-4-nitro-2-(trifluoromethyl)benzene | 909865-27-6

• 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: 1-[(3-Fluorophenyl)methoxy]-4-nitro-2-(trifluoromethyl)benzene
• CAS: 909865-27-6
• 化学式: C₁₄H₉F₄NO₃
• 分子量: 315.224
• InChiKey: BWMZAQVKKVGTMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[(3-Fluorophenyl)methoxy]-4-nitro-2-(trifluoromethyl)benzene 在 platinum on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 、 异丙醇 为溶剂， 生成 [4-(3-Fluoro-benzyloxy)-3-trifluoromethyl-phenyl]-(6-iodo-quinazolin-4-yl)-amine
  参考文献：
  名称：

  Optimization and SAR for dual ErbB-1/ErbB-2 tyrosine kinase inhibition in the 6-furanylquinazoline series

  摘要：

  Synthetic modifications on a 6-furanylquinazoline scaffold to optimize the dual ErbB-1/ErbB-2 tyrosine kinase inhibition afforded consistent SAR whereby a 4-(3-fluorobenzyloxy)-3-haloanilino provided the best enzyme potency and cellular selectivity. Changes made to the 6-furanyl group had little impact on the enzyme activity, but appeared to dramatically affect the cellular efficacy. The discovery of lapatinib emerged from this work. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.090
• 作为产物：
  描述：

  2-三氟甲基-4-硝基苯酚 、 3-氟溴苄 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 1-[(3-Fluorophenyl)methoxy]-4-nitro-2-(trifluoromethyl)benzene
  参考文献：
  名称：

  Optimization and SAR for dual ErbB-1/ErbB-2 tyrosine kinase inhibition in the 6-furanylquinazoline series

  摘要：

  Synthetic modifications on a 6-furanylquinazoline scaffold to optimize the dual ErbB-1/ErbB-2 tyrosine kinase inhibition afforded consistent SAR whereby a 4-(3-fluorobenzyloxy)-3-haloanilino provided the best enzyme potency and cellular selectivity. Changes made to the 6-furanyl group had little impact on the enzyme activity, but appeared to dramatically affect the cellular efficacy. The discovery of lapatinib emerged from this work. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.090