5-(4-ethoxybenzylidene)-2-thiobarbituric acid | 143034-04-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-ethoxybenzylidene)-2-thiobarbituric acid
• 英文别名: 5-(4-ethoxybenzylidene)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione；5-[(4-Ethoxyphenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 143034-04-2
• 化学式: C₁₃H₁₂N₂O₃S
• 分子量: 276.316
• InChiKey: NPSBKPIWIVUDJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  99.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,6-二羟基-2-巯基嘧啶 、 4-乙氧基苯甲醛 在 吗啉 作用下， 以 溶剂黄146 、 苯 为溶剂， 反应 15.0h， 以75%的产率得到5-(4-ethoxybenzylidene)-2-thiobarbituric acid
  参考文献：
  名称：

  Base Catalyzed Condensation of Thiobarbituric Acid with Some Aromatic Aldehydes

  摘要：

  本文描述了2-硫代巴比妥酸与一些芳香醛进行碱催化缩合反应，生成5-芳基亚甲基-2-硫代巴比妥酸的形成过程。使用吗啡催化剂，将2-硫代巴比妥酸与4-甲氧基苯甲醛、4-乙氧基苯甲醛、4-苄氧基苯甲醛和1-萘醛进行缩合反应。

  DOI：

  10.1135/cccc19921153

文献信息

• Base Catalyzed Condensation of Thiobarbituric Acid with Some Aromatic Aldehydes
  作者：Katarina Popov-Pergal、Miroslav Pergal

  DOI：10.1135/cccc19921153

  日期：——

  In this paper the base catalyzed condensation reaction of 2-thiobarbituric acid with some aromatic aldehydes resulting in the formation of 5-arylidene-2-thiobarbituric acids is described. The condensation reaction of 2-thiobarbituric acid was carried out with 4-methoxybenzaldehyde, 4-ethoxybenzaldehyde, 4-benzyloxybenzaldehyde, and 1-naphthaldehyde using morpholine as a catalyst.

  本文描述了2-硫代巴比妥酸与一些芳香醛进行碱催化缩合反应，生成5-芳基亚甲基-2-硫代巴比妥酸的形成过程。使用吗啡催化剂，将2-硫代巴比妥酸与4-甲氧基苯甲醛、4-乙氧基苯甲醛、4-苄氧基苯甲醛和1-萘醛进行缩合反应。
• METHODS AND COMPOSITIONS FOR MODULATING RAD51 AND HOMOLOGOUS RECOMBINATION
  申请人：Connell Philip P.

  公开号：US20100248371A1

  公开（公告）日：2010-09-30

  The present invention concerns methods and compositions involving inhibitors and enhancers of RAD51, a protein involved in homologous recombination. In some embodiments, the present invention concerns methods for stimulating homologous recombination, which has a number of significant research and clinical applications. In certain other embodiments, there are methods for protecting cells using a compound that enhances RAD51 activity. Such enhancers may also be employed to prevent or reduce damage to cells that may be caused by DNA damaging agents. In other embodiments, there are methods for sensitizing cells to the effects of DNA damaging agents, which can have particular applications for cancer patients. In some embodiments of the invention, the RAD51 enhancer or inhibitor is a small molecule that directly affects RAD51 activity, such as its ability to promote filament formation.
• Methods and Compositions for Modulating Rad51 and Homologous Recombination
  申请人：The University of Chicago

  公开号：US20140142103A1

  公开（公告）日：2014-05-22

  The present invention concerns methods and compositions involving inhibitors and enhancers of RAD51, a protein involved in homologous recombination. In some embodiments, the present invention concerns methods for stimulating homologous recombination, which has a number of significant research and clinical applications. In certain other embodiments, there are methods for protecting cells using a compound that enhances RAD51 activity. Such enhancers may also be employed to prevent or reduce damage to cells that may be caused by DNA damaging agents. In other embodiments, there are methods for sensitizing cells to the effects of DNA damaging agents, which can have particular applications for cancer patients. In some embodiments of the invention, the RAD51 enhancer or inhibitor is a small molecule that directly affects RAD51 activity, such as its ability to promote filament formation.
• US9198914B2
  申请人：——

  公开号：US9198914B2

  公开（公告）日：2015-12-01
• Synthesis and structure–activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
  作者：Khalid Mohammed Khan、Fazal Rahim、Ajmal Khan、Muhammad Shabeer、Shafqat Hussain、Wajid Rehman、Muhammad Taha、Momin Khan、Shahnaz Perveen、M. Iqbal Choudhary

  DOI：10.1016/j.bmc.2014.05.057

  日期：2014.8

  A series of thiobarbituric acid derivatives 1-27 were synthesized and evaluated for their urease inhibitory potential. Exciting results were obtained from the screening of these compounds 1-27. Compounds 5, 7, 8, 11, 16, 17, 22, 23 and 24 showed excellent urease inhibition with IC50 values 18.1 ± 0.52, 16.0 ± 0.45, 16.0 ± 0.22, 14.3 ± 0.27, 6.7 ± 0.27, 10.6 ± 0.17, 19.2 ± 0.29, 18.2 ± 0.76 and 1.61 ± 0.18 μM, respectively, much better than the standard urease inhibitor thiourea (IC₅₀=21 ± 0.11 μM). Compound 3, 4, 10, and 26 exhibited comparable activities to the standard with IC₅₀ values 21.4 ± 1.04 and 21.5 ± 0.61 μM, 22.8 ± 0.32, 25.2 ± 0.63, respectively. However the remaining compounds also showed prominent inhibitory potential The structure-activity relationship was established for these compounds. This study identified a novel class of urease inhibitors. The structures of all compounds were confirmed through spectroscopic techniques such as EI-MS and (1)H NMR.