(Z)-3-(2-morpholino-2-oxoethyl)-2-thioxo-5-(3,4,5-trimethoxybenzylidene)thiazolidin-4-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-3-(2-morpholino-2-oxoethyl)-2-thioxo-5-(3,4,5-trimethoxybenzylidene)thiazolidin-4-one
• 英文别名: (5Z)-3-(2-morpholin-4-yl-2-oxoethyl)-2-sulfanylidene-5-[(3,4,5-trimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one
• 化学式: C₁₉H₂₂N₂O₆S₂
• 分子量: 438.525
• InChiKey: ANMIIIQELYSSOS-GDNBJRDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-羧甲基绕丹宁 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 L-脯氨酸 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 25.0h， 生成 (Z)-3-(2-morpholino-2-oxoethyl)-2-thioxo-5-(3,4,5-trimethoxybenzylidene)thiazolidin-4-one 、 (E)-3-(2-morpholino-2-oxoethyl)-2-thioxo-5-(3,4,5-trimethoxybenzylidene)thiazolidin-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 5-benzylidenerhodanine-3-acetic acid derivatives as AChE and 15-LOX inhibitors

  摘要：

  A series of 5-benzylidenerhodanine-3-acetamides bearing morpholino-, 4-arylpiperazinyl-, or 4-benzylpiperidinyl-moieties were synthesized and their inhibitory activities against acetylcholinesterase (AChE) were evaluated. Alteration of amide part and substitution on the benzylidene moiety resulted in change of anti-AChE activity. The most active compound was the 1-benzylpiperidinyl derivative containing 4-(dimethylamino) benzylidene scaffold. Notably, the intermediate compounds, namely 5-arylidene-rhodanine-3-acetic acids (3), showed mild inhibitory activity against 15-lipoxygenase (15-LOX), while the final compound 4 showed no activity against 15-LOX.

  DOI：

  10.3109/14756366.2014.940935

文献信息

• Synthesis and biological evaluation of 5-benzylidenerhodanine-3-acetic acid derivatives as AChE and 15-LOX inhibitors
  作者：Negah Shafii、Mehdi Khoobi、Mohsen Amini、Amirhossein Sakhteman、Hamid Nadri、Alireza Moradi、Saeed Emami、Ebrahim Saeedian Moghadam、Alireza Foroumadi、Abbas Shafiee

  DOI：10.3109/14756366.2014.940935

  日期：2015.5.4

  A series of 5-benzylidenerhodanine-3-acetamides bearing morpholino-, 4-arylpiperazinyl-, or 4-benzylpiperidinyl-moieties were synthesized and their inhibitory activities against acetylcholinesterase (AChE) were evaluated. Alteration of amide part and substitution on the benzylidene moiety resulted in change of anti-AChE activity. The most active compound was the 1-benzylpiperidinyl derivative containing 4-(dimethylamino) benzylidene scaffold. Notably, the intermediate compounds, namely 5-arylidene-rhodanine-3-acetic acids (3), showed mild inhibitory activity against 15-lipoxygenase (15-LOX), while the final compound 4 showed no activity against 15-LOX.