3-chloro-4-fluoro-N-[3-(8-{[4-(trifluoromethyl)benzoyl]amino}imidazo[1,2-a]pyrazin-3-yl)phenyl]benzamide

• 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-chloro-4-fluoro-N-[3-(8-{[4-(trifluoromethyl)benzoyl]amino}imidazo[1,2-a]pyrazin-3-yl)phenyl]benzamide
• 英文别名: 3-chloro-4-fluoro-N-[3-[8-[[4-(trifluoromethyl)benzoyl]amino]imidazo[1,2-a]pyrazin-3-yl]phenyl]benzamide
• 化学式: C₂₇H₁₆ClF₄N₅O₂
• 分子量: 553.903
• InChiKey: VQLIWVSRAMXRFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  88.4
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-溴-8-氯咪唑并[1,2-a]吡嗪 在 吡啶 、 ammonium hydroxide 、 四(三苯基膦)钯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 水 、 异丙醇 为溶剂， 反应 5.0h， 生成 3-chloro-4-fluoro-N-[3-(8-{[4-(trifluoromethyl)benzoyl]amino}imidazo[1,2-a]pyrazin-3-yl)phenyl]benzamide
  参考文献：
  名称：

  Design and synthesis of new imidazo[1,2- a ]pyridine and imidazo[1,2- a ]pyrazine derivatives with antiproliferative activity against melanoma cells

  摘要：

  Melanoma is an aggressive form of skin cancer and it is generally associated with poor prognosis in patients with late-stage disease. Due to the increasing occurrence of melanoma, there is a need for the development of novel therapies. A new series of diarylamide and diarylurea derivatives containing imidazo[1,2-a]pyridine or imidazo[1,2-a]pyrazine scaffold was designed and synthesized to investigate their in vitro efficacy against the A375P human melanoma cell line. We found several compounds expressing submicromolar IC50 values against the A375P cells, from which 15d, 17e, 18c, 18h, 18i demonstrated the highest potencies with IC50 below 0.06 mu M. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.12.001

文献信息

• Design and synthesis of new imidazo[1,2- a ]pyridine and imidazo[1,2- a ]pyrazine derivatives with antiproliferative activity against melanoma cells
  作者：Rita Garamvölgyi、Judit Dobos、Anna Sipos、Sándor Boros、Eszter Illyés、Ferenc Baska、László Kékesi、István Szabadkai、Csaba Szántai-Kis、György Kéri、László Őrfi

  DOI：10.1016/j.ejmech.2015.12.001

  日期：2016.1

  Melanoma is an aggressive form of skin cancer and it is generally associated with poor prognosis in patients with late-stage disease. Due to the increasing occurrence of melanoma, there is a need for the development of novel therapies. A new series of diarylamide and diarylurea derivatives containing imidazo[1,2-a]pyridine or imidazo[1,2-a]pyrazine scaffold was designed and synthesized to investigate their in vitro efficacy against the A375P human melanoma cell line. We found several compounds expressing submicromolar IC50 values against the A375P cells, from which 15d, 17e, 18c, 18h, 18i demonstrated the highest potencies with IC50 below 0.06 mu M. (C) 2015 Elsevier Masson SAS. All rights reserved.