5-(4-formylphenyl)-methylidene-2,4-thiazolidinedione

• 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: 5-(4-formylphenyl)-methylidene-2,4-thiazolidinedione
• 英文别名: 4-(2,4-dioxothiazolidin-5-ylidenemethyl)benzaldehyde；(Z)-4-((2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl)benzaldehyde；(Z)-4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzaldehyde；5-(4-formylbenzylidene)-2,4-thiazolidinedione；4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]benzaldehyde
• 化学式: C₁₁H₇NO₃S
• 分子量: 233.247
• InChiKey: MYGMULWOOZQJAD-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-formylphenyl)-methylidene-2,4-thiazolidinedione 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 48.0h， 生成 4-(((Z)-5-(4-((E)-3-oxo-3-p-tolylprop-1-en-1-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)methyl)benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis of new chalcone derivatives bearing 2,4-thiazolidinedione and benzoic acid moieties as potential anti-bacterial agents

  摘要：

  A series of chalcone derivatives bearing the 2,4-thiazolidinedione and benzoic acid moieties (8a-s) were synthesized, characterized, and evaluated for their anti-bacterial activity. Among the tested compounds, the most effective were 8a, 8h, 8k, 8n and 8q with MIC value in the range of 0.5-4 mu g/mL against six Gram-positive bacteria (including multidrug-resistant clinical isolates). None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 and E. coli 1682 at 64 mu g/mL. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.012
• 作为产物：
  描述：

  2,4-噻唑烷二酮 、 对苯二甲醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 5-(4-formylphenyl)-methylidene-2,4-thiazolidinedione
  参考文献：
  名称：

  5-亚芳基-2,4-噻唑烷二酮的合成及醛糖还原酶抑制活性。

  摘要：

  合成了几种（Z）-5-芳基-2,4-噻唑烷二酮并作为醛糖还原酶抑制剂（ARIs）进行了测试。N-未取代的衍生物中活性最高的（2）发挥了索比尼尔相同的抑制活性。在噻唑烷二酮部分的N-3上引入乙酸侧链导致放贷抑制活性显着增加，从而发现了非常有效的ARI（4c），其活性水平（IC50 = 0.13 microM）处于Tolrestat的范围相同。此外，没有任何酸性官能团的相应的甲酯（3）显示出与N-未取代的化合物相似的明显的抑制活性。还发现5-亚苄基部分上的取代模式显着影响N-未取代的2,4-噻唑烷二酮2的活性。在间位具有取代基的化合物通常比对位取代的化合物更有效；但是，在乙酸3和酸4中没有发现这种SAR。

  DOI：

  10.1016/s0968-0896(01)00366-2

文献信息

• Telomerase inhibitors and methods of their use
  申请人：——

  公开号：US20020120144A1

  公开（公告）日：2002-08-29

  Thiazolidinedione compounds, compositions, and methods of inhibiting telomerase activity in vitro and treatment of telomerase mediated conditions or diseases ex vivo and in vivo are provided. The methods, compounds and compositions of the invention may be employed alone, or in combination with other pharmacologically active agents in the treatment of conditions or diseases mediated by telomerase activity, such as in the treatment of cancer. Also disclosed are methods for assaying or screening for inhibitors of telomerase activity.

  本文提供了噻唑烷二酮化合物、组合物和方法，用于体外抑制端粒酶活性以及体内和体外治疗由端粒酶介导的疾病或病症。本发明的方法、化合物和组合物可以单独使用，也可以与其他药理活性剂结合在一起，用于治疗由端粒酶活性介导的疾病或病症，例如癌症的治疗。还公开了用于检测或筛选端粒酶活性抑制剂的方法。
• Synthesis, characterization and biological evaluation of some novel 2,4-thiazolidinediones as potential cytotoxic, antimicrobial and antihyperglycemic agents
  作者：Vasudeva Rao Avupati、Rajendra Prasad Yejella、Annapurna Akula、Girija Sankar Guntuku、Bhagya Raju Doddi、Venkata Rao Vutla、Suvarna Ratna Anagani、Lakshmana Santhi Adimulam、Aruna Kumar Vyricharla

  DOI：10.1016/j.bmcl.2012.08.052

  日期：2012.10

  A series of some novel 2,4-thiazolidinediones (TZDs) (2a–x) have been synthesized and characterized by FTIR, 1H NMR, 13C NMR and LC mass spectral analysis. All the synthesized compounds were evaluated for their cytotoxicity, antimicrobial and in vivo antihyperglycemic activities. Among the tested compounds for cytotoxicity using Brine Shrimp Lethality assay, compound 2t ((Z)-5-(4-((E)-3-oxo-3-(thi

  合成了一系列新颖的2,4-噻唑烷二酮（TZDs）（2a – x），并通过FTIR，1 H NMR，13 C NMR和LC质谱分析对其进行了表征。评价所有合成的化合物的细胞毒性，抗微生物和体内抗高血糖活性。在使用盐水虾致死性测定法测试的细胞毒性化合物中，化合物2t（（Z）-5-（4-（（E）-3-oxo-3-（噻吩-2-基）丙-1-烯基）亚苄基） -1,3-噻唑烷-2,4-二酮）在ED 50值为4.00±0.25μg/ mL时表现出显着的抑制活性，并且该活性水平与含ED 50的参比药物鬼臼毒素相当值3.61±0.17μg/ mL。使用琼脂井扩散分析法筛选对所选革兰氏阳性，革兰氏阴性和真菌菌株的抗菌活性，并以μg/ mL的最小抑菌浓度（MIC）表示活性。从化合物2s（（Z）-5-（4-（（E）-3-（3,5-双（苄氧基）苯基）-3-氧代丙-1-烯基）亚苄基）-1的抗菌活性的结果，发现3-噻唑烷-2
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Further modification on phenyl acetic acid based quinolines as liver X receptor modulators
  作者：Baihua Hu、James Jetter、David Kaufman、Robert Singhaus、Ronald Bernotas、Rayomand Unwalla、Elaine Quinet、Dawn Savio、Anita Halpern、Michael Basso、James Keith、Valerie Clerin、Liang Chen、Qiang-Yuan Liu、Irene Feingold、Christine Huselton、Farooq Azam、Annika Goos-Nilsson、Anna Wilhelmsson、Ponnal Nambi、Jay Wrobel

  DOI：10.1016/j.bmc.2007.03.013

  日期：2007.5

  A series of phenyl acetic acid based quinolines was prepared as LXR modulators. An SAR study in which the C-3 and C-8 positions of the quinoline core were varied led to the identification of two potent LXR agonists 23 and 27. Both compounds displayed good binding affinity for LXR beta and LXR alpha, and increased expression of ABCAl in THP-1 cells. These two compounds also had desirable pharmacokinetic profiles in mice and displayed in vivo efficacy in a 12-week Apo E knockout mouse lesion model. (c) 2007 Elsevier Ltd. All rights reserved.
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577A1

  公开（公告）日：2013-02-20