ethyl 6-bromo-4-[(2,4-difluorophenyl)amino]-7-fluoroquinoline-3-carboxylate | 953804-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 6-bromo-4-[(2,4-difluorophenyl)amino]-7-fluoroquinoline-3-carboxylate
• 英文别名: ethyl 6-bromo-4-(2,4-difluoroanilino)-7-fluoroquinoline-3-carboxylate
• CAS: 953804-40-5
• 化学式: C₁₈H₁₂BrF₃N₂O₂
• 分子量: 425.205
• InChiKey: MNIBGRRTCGQWCD-UHFFFAOYSA-N

物化性质

• 沸点：
  438.6±45.0 °C(Predicted)
• 密度：
  1.598±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 ethyl 6-bromo-4-[(2,4-difluorophenyl)amino]-7-fluoroquinoline-3-carboxylate 在 tris(dibenzylideneacetone)dipalladium (0) 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 生成 ethyl 4-[(2,4-difluorophenyl)amino]-7-fluoro-6-(4-methylpiperazin-1-yl)quinoline-3-carboxylate
  参考文献：
  名称：

  3-Amido-4-anilinoquinolines as CSF-1R kinase inhibitors 2: Optimization of the PK profile

  摘要：

  The optimization of compounds from the 3-amido-4-anilinoquinolines series of CSF-1R kinase inhibitors is described. The series has excellent activity and kinase selectivity. Excellent physical properties and rodent PK profiles were achieved through the introduction of cyclic amines at the quinoline 6-position. Compounds with good activity in a mouse PD model measuring inhibition of pCSF-1R were identified. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.044
• 作为产物：
  描述：

  6-溴-4-氯-7-氟喹啉-3-羧酸乙酯 、 2,4-二氟苯胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 ethyl 6-bromo-4-[(2,4-difluorophenyl)amino]-7-fluoroquinoline-3-carboxylate
  参考文献：
  名称：

  3-Amido-4-anilinoquinolines as CSF-1R kinase inhibitors 2: Optimization of the PK profile

  摘要：

  The optimization of compounds from the 3-amido-4-anilinoquinolines series of CSF-1R kinase inhibitors is described. The series has excellent activity and kinase selectivity. Excellent physical properties and rodent PK profiles were achieved through the introduction of cyclic amines at the quinoline 6-position. Compounds with good activity in a mouse PD model measuring inhibition of pCSF-1R were identified. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.044

文献信息

• 4-ANILINOQUINOLINE-3-CARBOXAMIDES AS CSF-1R KINASE INHIBITORS
  申请人：AstraZeneca AB

  公开号：EP2010496B1

  公开（公告）日：2010-08-25