Methyl 1-[4-[[4-chloro-3-(trifluoromethyl)benzoyl]amino]phenyl]pyrrolo[3,2-b]pyridine-5-carboxylate | 1207608-41-0

• 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: Methyl 1-[4-[[4-chloro-3-(trifluoromethyl)benzoyl]amino]phenyl]pyrrolo[3,2-b]pyridine-5-carboxylate
• CAS: 1207608-41-0
• 化学式: C₂₃H₁₅ClF₃N₃O₃
• 分子量: 473.839
• InChiKey: DGOAWZAPFRSJKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 1-(4-aminophenyl)-1H-pyrrolo[3,2-b]pyridine-5-carboxylate 、 3-三氟甲基-4-氯苯甲酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以50%的产率得到Methyl 1-[4-[[4-chloro-3-(trifluoromethyl)benzoyl]amino]phenyl]pyrrolo[3,2-b]pyridine-5-carboxylate
  参考文献：
  名称：

  Synthesis and antiproliferative activity of pyrrolo[3,2-b]pyridine derivatives against melanoma

  摘要：

  Synthesis of a new series of diarylureas and amides having pyrrolo[3,2-b]pyridine scaffold is described. Their in vitro antiproliferative activity against human melanoma cell line A375 and HS 27 human fibroblast cell line was tested and the effect of substituents on the pyrrolo[3,2-b]pyridine was investigated. The newly synthesized compounds, except meta-substituted derivatives (Ij-k and Iv-w), generally showed superior or similar activity against A375 to Sorafenib. Among all of these derivatives, compounds Ir and It having 5-benzylamide substituted 4'-amide moieties showed the most potent antiproliferative activity against A375. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.08.005

文献信息

• Synthesis and antiproliferative activity of pyrrolo[3,2-b]pyridine derivatives against melanoma
  作者：Hee Jin Kim、Myung-Ho Jung、Hwan Kim、Mohammed I. El-Gamal、Tae Bo Sim、So Ha Lee、Jun Hee Hong、Jung-Mi Hah、Jung-Hyuck Cho、Jung Hoon Choi、Kyung Ho Yoo、Chang-Hyun Oh

  DOI：10.1016/j.bmcl.2009.08.005

  日期：2010.1

  Synthesis of a new series of diarylureas and amides having pyrrolo[3,2-b]pyridine scaffold is described. Their in vitro antiproliferative activity against human melanoma cell line A375 and HS 27 human fibroblast cell line was tested and the effect of substituents on the pyrrolo[3,2-b]pyridine was investigated. The newly synthesized compounds, except meta-substituted derivatives (Ij-k and Iv-w), generally showed superior or similar activity against A375 to Sorafenib. Among all of these derivatives, compounds Ir and It having 5-benzylamide substituted 4'-amide moieties showed the most potent antiproliferative activity against A375. (C) 2009 Published by Elsevier Ltd.