N-{4-[3-(3-Dimethylamino-propyl)-4-oxo-thiazolidin-2-yl]-phenyl}-acetamide

• 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: N-{4-[3-(3-Dimethylamino-propyl)-4-oxo-thiazolidin-2-yl]-phenyl}-acetamide
• 英文别名: N-[4-[3-[3-(dimethylamino)propyl]-4-oxo-1,3-thiazolidin-2-yl]phenyl]acetamide
• 化学式: C₁₆H₂₃N₃O₂S
• 分子量: 321.444
• InChiKey: FKYIKOGLLMBEBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  巯基乙酸 、 N-(4-{[(E)-3-Dimethylamino-propylimino]-methyl}-phenyl)-acetamide 以 苯 为溶剂， 生成 N-{4-[3-(3-Dimethylamino-propyl)-4-oxo-thiazolidin-2-yl]-phenyl}-acetamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 2-(substituted phenyl)-3-[3-(N,N-dimethylamino)propyl]-1,3-thiazolidin-4-ones acting as H1-histamine antagonists

  摘要：

  2-(Substituted-phenyl)-3-[3-(N,N-dimethylamino)propyl]-1,3-thiazolidin-4-ones (1-15) showed dependence of the potency of the H-1-histamine antagonism on the m- and p-substituents suggesting that the aromatic moiety binds the receptor by a strong pi-interaction. Electron-withdrawing substituents decrease the potency while the electron-donating alkyl substituents, enhancing the aryl HOMO energy, increase the antihistamine activity. The m-substituents with the capability to form hydrogen bonds, seems to share an extrainteraction with hydrogen accepting or donating groups of the histamine receptor and exhibits very high potency. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00064-6