FPA 140 | 92869-04-0

• 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: FPA 140
• 英文别名: isonicotinic acid-([2]quinolylmethylene-hydrazide)；Isonicotinsaeure-([2]chinolylmethylen-hydrazid)；N-[(E)-quinolin-2-ylmethylideneamino]pyridine-4-carboxamide
• CAS: 92869-04-0
• 化学式: C₁₆H₁₂N₄O
• 分子量: 276.297
• InChiKey: CYUBXTHNPFNGQN-WOJGMQOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  喹啉-2-甲醛 、 异烟肼 以 甲醇 为溶剂， 反应 1.0h， 生成 FPA 140
  参考文献：
  名称：

  Novel Schiff Base Copper Complexes of Quinoline-2 Carboxaldehyde as Proteasome Inhibitors in Human Prostate Cancer Cells

  摘要：

  We report the synthesis of novel 1: 1 Schiff base copper complexes of quinoline-2-carboxaldehyde showing dose-dependent, antiproliferative, and proapoptotic activity in PC-3 and LNCaP prostate cancer cells. We found that quinoline thiosemicarbazone 2 (FPA-137) was the most potent and inhibited proteosome activity in intact human prostate cancer PC-3 and LNCaP cells (IC50 of 4 and 3.2 mu M, respectively) compared to clioquinol and pyrrolidine dithiocarbamate (IC50 of 10 and 20 mu M), supporting the novelty of 2.

  DOI：

  10.1021/jm060712l

文献信息

• Synthese einiger neuer Hydrazone des Cyanessigsäurehydrazids und Isonicotinsäurehydrazids. 8. Mitteilung über Synthese tuberkulostatischer Substanzen
  作者：Josef Klosa

  DOI：10.1002/ardp.19562890404

  日期：——
• Novel Schiff Base Copper Complexes of Quinoline-2 Carboxaldehyde as Proteasome Inhibitors in Human Prostate Cancer Cells
  作者：Shreelekha Adsule、Vivek Barve、Di Chen、Fakhara Ahmed、Q. Ping Dou、Subhash Padhye、Fazlul H. Sarkar

  DOI：10.1021/jm060712l

  日期：2006.11.30

  We report the synthesis of novel 1: 1 Schiff base copper complexes of quinoline-2-carboxaldehyde showing dose-dependent, antiproliferative, and proapoptotic activity in PC-3 and LNCaP prostate cancer cells. We found that quinoline thiosemicarbazone 2 (FPA-137) was the most potent and inhibited proteosome activity in intact human prostate cancer PC-3 and LNCaP cells (IC50 of 4 and 3.2 mu M, respectively) compared to clioquinol and pyrrolidine dithiocarbamate (IC50 of 10 and 20 mu M), supporting the novelty of 2.