(Z)-2-(5-(1-methyl-1H-indole-3-carbonyl)-2-(tosylimino)pyridin-1(2H)-yl)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (Z)-2-(5-(1-methyl-1H-indole-3-carbonyl)-2-(tosylimino)pyridin-1(2H)-yl)acetamide
• 英文别名: 2-[(2Z)-5-(1-methylindole-3-carbonyl)-2-(4-methylphenyl)sulfonyliminopyridin-1-yl]acetamide
• 化学式: C₂₄H₂₂N₄O₄S
• 分子量: 462.529
• InChiKey: RBLCXTVNIUVZDB-RWEWTDSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-2-(5-(1-methyl-1H-indole-3-carbonyl)-2-(tosylimino)pyridin-1(2H)-yl)acetamide 、 三氟乙酸酐 以 二氯甲烷 为溶剂， 反应 6.0h， 以72%的产率得到2,2,2-trifluoro-N-(6-(1-methyl-1H-indole-3-carbonyl)imidazo[1,2-a]pyridin-2-yl)acetamide
  参考文献：
  名称：

  6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line

  摘要：

  A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds 6a, 6c, and 11a were the most active Compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that Compounds 6a, 6c, and 11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.049
• 作为产物：
  描述：

  2-碘乙酰胺 、 4-methyl-N-(5-(1-methyl-1H-indole-3-carbonyl)pyridin-2-yl)benzenesulfonamide 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到(Z)-2-(5-(1-methyl-1H-indole-3-carbonyl)-2-(tosylimino)pyridin-1(2H)-yl)acetamide
  参考文献：
  名称：

  6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line

  摘要：

  A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds 6a, 6c, and 11a were the most active Compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that Compounds 6a, 6c, and 11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.049

文献信息

• 6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line
  作者：Miguel Angel Martínez-Urbina、Alejandro Zentella、Miguel Angel Vilchis-Reyes、Ángel Guzmán、Omar Vargas、María Teresa Ramírez Apan、José Luis Ventura Gallegos、Eduardo Díaz

  DOI：10.1016/j.ejmech.2009.11.049

  日期：2010.3

  A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds 6a, 6c, and 11a were the most active Compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that Compounds 6a, 6c, and 11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated. (C) 2009 Elsevier Masson SAS. All rights reserved.