(5-fluoro-1H-indol-2-yl)-phenothiazin-10-ylmethanone | 1417560-75-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: (5-fluoro-1H-indol-2-yl)-phenothiazin-10-ylmethanone
• CAS: 1417560-75-8
• 化学式: C₂₁H₁₃FN₂OS
• 分子量: 360.411
• InChiKey: RAEPYAXCPQEHIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吩噻嗪 、 5-氟-1H-吲哚-2-甲酰氯 以 甲苯 为溶剂， 以53%的产率得到(5-fluoro-1H-indol-2-yl)-phenothiazin-10-ylmethanone
  参考文献：
  名称：

  Synthesis and anticancer activity of analogues of phenstatin, with a phenothiazine A-ring, as a new class of microtubule-targeting agents

  摘要：

  A new family of microtubule-targeting agents with a phenothiazine A-ring was synthesized and evaluated for anti-proliferative activity and interaction with tubulin. These new derivatives showed significant activities against cellular proliferation and tubulin polymerization, rather similar to those of phenstatin. Phenothiazine derivative 21 proved to be the most potent compound synthesized with GI(50) values ranging from 29 to 93 nM on different cell lines. The same compound showed a better inhibition of COLO 205, A498, and MCF7 cell lines than the parent phenstatin. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.135

文献信息

• Synthesis and anticancer activity of analogues of phenstatin, with a phenothiazine A-ring, as a new class of microtubule-targeting agents
  作者：Cristina-Maria Abuhaie、Elena Bîcu、Benoît Rigo、Philippe Gautret、Dalila Belei、Amaury Farce、Joëlle Dubois、Alina Ghinet

  DOI：10.1016/j.bmcl.2012.10.135

  日期：2013.1

  A new family of microtubule-targeting agents with a phenothiazine A-ring was synthesized and evaluated for anti-proliferative activity and interaction with tubulin. These new derivatives showed significant activities against cellular proliferation and tubulin polymerization, rather similar to those of phenstatin. Phenothiazine derivative 21 proved to be the most potent compound synthesized with GI(50) values ranging from 29 to 93 nM on different cell lines. The same compound showed a better inhibition of COLO 205, A498, and MCF7 cell lines than the parent phenstatin. (C) 2012 Elsevier Ltd. All rights reserved.