(Z)-2-(5-(2,4-dihydroxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid | 1208535-09-4

• 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)-2-(5-(2,4-dihydroxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid
• 英文别名: 2-[(5Z)-5-[(2,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• CAS: 1208535-09-4
• 化学式: C₁₂H₉NO₅S₂
• 分子量: 311.339
• InChiKey: RDEJURVVMMYJNW-OQFOIZHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  156
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-羧甲基绕丹宁 、 2,4-二羟基苯甲醛 在 哌啶 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.67h， 以8%的产率得到(Z)-2-(5-(2,4-dihydroxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid
  参考文献：
  名称：

  5-苯甲酰内苯并噻唑啉-4-酮作为细菌Mur Ligases的多靶标抑制剂

  摘要：

  Mur连接酶参与细菌肽聚糖生物合成的细胞内途径，并构成了诱人的药物靶标，尽管到目前为止尚未被充分利用。合成了一系列羟基取代的5-亚苄基硫唑烷丁-4-酮，并作为Mur连接酶的抑制剂进行了测试。最有效的化合物5a 具有抗MurD-F的活性，IC 50值在2至6μm之间，使其成为有希望的Mur连接酶的多靶点抑制剂。还研究了对不同菌株的抗菌活性，对蛋白激酶的抑制活性，5a 的致突变性和遗传毒性，并进行了动力学和NMR研究。

  DOI：

  10.1002/cmdc.200900449

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.
• Dye-Sensitized Photoelectric Conversion Device
  申请人：Ikeda Masaaki

  公开号：US20110030801A1

  公开（公告）日：2011-02-10

  A photoelectric conversion device using a semiconductor fine material such as a semiconductor fine particle sensitized with a dye carried thereon, characterized in that the dye is a methine type dye having a specific partial structure, for example, a methine type dye having a specific carboxyl-substituted hetero ring on one side of a methine group and an aromatic residue substituted with a dialkylamino group or an organic metal complex residue on the other side of the methine group, or a methine type dye having a carboxyl-substituted aromatic ring on one side of a methine group and a heteroaromatic ring having a dialkylamino group or an organic metal complex residue on the otherside of the methine group; and a solar cell using the photoelectric conversion element. The photoelectric conversion element exhibits a conversion efficiency comparable or superior to that of a conventionally known photoelectric conversion element sensitized with a methine type dye.
• US7851701B2
  申请人：——

  公开号：US7851701B2

  公开（公告）日：2010-12-14
• US8338700B2
  申请人：——

  公开号：US8338700B2

  公开（公告）日：2012-12-25
• US8338701B2
  申请人：——

  公开号：US8338701B2

  公开（公告）日：2012-12-25