1-[2-oxo-2-(10H-phenothiazin-10-yl)ethyl]-3,5-dimethylpyridinium chloride | 1422532-40-8

• 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: 1-[2-oxo-2-(10H-phenothiazin-10-yl)ethyl]-3,5-dimethylpyridinium chloride
• 英文别名: 2-(3,5-Dimethylpyridin-1-ium-1-yl)-1-phenothiazin-10-ylethanone;chloride；2-(3,5-dimethylpyridin-1-ium-1-yl)-1-phenothiazin-10-ylethanone;chloride
• CAS: 1422532-40-8
• 化学式: C₂₁H₁₉N₂OS*Cl
• 分子量: 382.914
• InChiKey: QLZUYXKSNCZZGA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[2-oxo-2-(10H-phenothiazin-10-yl)ethyl]-3,5-dimethylpyridinium chloride 、 2-氰基-3-乙氧基丙烯酸乙酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 24.0h， 以61%的产率得到2-cyano-4-(3,5-dimethylpyridin-1-ium-1-yl)-1-ethoxy-5-oxo-5-phenothiazin-10-ylpenta-1,3-dien-1-olate
  参考文献：
  名称：

  Synthesis and biological evaluation of a new series of phenothiazine-containing protein farnesyltransferase inhibitors

  摘要：

  Two new families of human farnesyltransferase inhibitors 13a-m and 14a-d, based on a phenothiazine scaffold, were synthesized. Compounds 14a and 14b were the most promising inhibitors of human farnesyltransferase with IC50 values of 0.7 and 0.6 mu M, respectively. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.008
• 作为产物：
  描述：

  3,5-二甲基吡啶 、 10-(氯乙酰基)-10H-吩噻嗪 以 乙酸乙酯 为溶剂， 反应 24.0h， 以88%的产率得到1-[2-oxo-2-(10H-phenothiazin-10-yl)ethyl]-3,5-dimethylpyridinium chloride
  参考文献：
  名称：

  Synthesis and biological evaluation of a new series of phenothiazine-containing protein farnesyltransferase inhibitors

  摘要：

  Two new families of human farnesyltransferase inhibitors 13a-m and 14a-d, based on a phenothiazine scaffold, were synthesized. Compounds 14a and 14b were the most promising inhibitors of human farnesyltransferase with IC50 values of 0.7 and 0.6 mu M, respectively. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.008

文献信息

• Synthesis and biological evaluation of a new series of phenothiazine-containing protein farnesyltransferase inhibitors
  作者：Cristina-Maria Abuhaie、Alina Ghinet、Amaury Farce、Joëlle Dubois、Philippe Gautret、Benoît Rigo、Dalila Belei、Elena Bîcu

  DOI：10.1016/j.ejmech.2012.11.008

  日期：2013.1

  Two new families of human farnesyltransferase inhibitors 13a-m and 14a-d, based on a phenothiazine scaffold, were synthesized. Compounds 14a and 14b were the most promising inhibitors of human farnesyltransferase with IC50 values of 0.7 and 0.6 mu M, respectively. (C) 2012 Elsevier Masson SAS. All rights reserved.