2-hydroxythiophene-5-carboxaldehyde

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-hydroxythiophene-5-carboxaldehyde
• 英文别名: 5-hydroxylthiophene-2-carboxaldehyde；5-hydroxythiophene-2-carboxaldehyde；2-Thiophenecarboxaldehyde, 5-hydroxy-；5-hydroxythiophene-2-carbaldehyde
• 化学式: C₅H₄O₂S
• 分子量: 128.152
• InChiKey: ZAGQHACBBWVDGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxythiophene-5-carboxaldehyde 、 环庚酮 在 sodium hydroxide 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  一种根据克莱森-施密特反应合成光敏化合物的制备方法

  摘要：

  本发明提供了一种根据克莱森‑施密特反应合成光敏化合物的制备方法，选取一种无α‑H的醛与一种含有α‑H的酮合成得到产物α、β‑不饱和醛酮，该制备方法条件简单，反应温和，且制备得到光敏化合物作为的夺氢型光引发剂具有长波长，用量少，在不添加助引发剂的条件下，对单体PEGDA有良好的引发效果，在紫外灯下，吸收波长先从450红移到500，最后蓝移到400以下的功能。且这种光敏化合物具有AIE效应。

  公开号：

  CN108558794A
• 作为产物：
  描述：

  5-醛基-2-噻吩硼酸 在 palladium diacetate 、 溴棕三甲铵 氧气 、 sodium acetate 作用下， 以 水 为溶剂， 反应 10.0h， 以62%的产率得到[2,2’]-双噻吩-5,5‘-二甲醛
  参考文献：
  名称：

  Oxidative dimerization: Pd(II) catalysis in the presence of oxygen using aqueous media

  摘要：

  Reported herein is a method for the formation of symmetric biaryls and dienes via oxidative dimerization of aryl and alkenyl boronic acids. These conditions utilized Pd(II) catalysts under an oxygen atmosphere with water as the solvent. The use of phase transfer catalysts promoted efficient and mild syntheses of a wide range of materials. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01894-4

文献信息

• Design, Synthesis and Evaluation of Novel Rhodanine-containing Sorafenib Analogs as Potential Antitumor Agents
  作者：Wei Li、Xin Zhai、Zheng Zhong、Guangyue Li、Yongxiao Pu、Ping Gong

  DOI：10.1002/ardp.201000326

  日期：2011.6

  A series of rhodanine‐containing sorafenib analogs was designed, synthesized and evaluated for their in‐vitro antitumor activity against three cancer cell lines (A549, H460 and HT29). Pharmacological data indicated that some of the target compounds possessed marked antiproliferative activity superior to the reference drug sorafenib, especially the most promising compound 7r (with the IC50 value of

  设计、合成了一系列含有罗丹宁的索拉非尼类似物，并评估了它们对三种癌细胞系（A549、H460 和 HT29）的体外抗肿瘤活性。药理数据表明，某些目标化合物具有明显优于参考药物索拉非尼的抗增殖活性，尤其是最有前景的化合物 7r（对 A549、H460 和 HT29 细胞系的 IC50 值分别为 0.8、1.3 和 2.8 µM）。发现该活性强烈依赖于 C-5" 位置的罗丹宁基序的取代模式。结果表明，该系列化合物可作为开发新型抗肿瘤药物的基础。
• Synthesis and discovery of pyrazolo-pyridine analogs as inflammation medications through pro- and anti-inflammatory cytokine and COX-2 inhibition assessments
  作者：J. Dennis Bilavendran、A. Manikandan、P. Thangarasu、K. Sivakumar

  DOI：10.1016/j.bioorg.2019.103484

  日期：2020.1

  of methanol. In the second and final step, compounds 3a-l were refluxed with phenyl-hydrazine to achieve the target compounds (E)-5-methyl-2-phenyl-3-(thiophen-2-yl)-7-(thiophen-2-ylmethylene)-3,3a,4,5,6,7-hexahydro-2H-pyrazolo[4,3-c]pyridine and their analogs (5a-l) in good yield. These compounds were used to assess their inflammation regulation properties in macrophages by executing quantitative pro-inflammatory

  本文简要介绍了为合成，表征和开发（E）-5-甲基-2-苯基-3-（噻吩-2-基）-7-（噻吩-2-基亚甲基）-3,3a，4所做的努力，5,6,7-六氢-2H-吡唑并[4,3-c]吡啶及其类似物。在两步反应中，第一步是通过搅拌反应合成（3Z，5E）-1-甲基-3,5-双（噻吩-2-基亚甲基）哌啶-4-酮衍生物（3a-1）甲醇存在下1-甲基哌啶-4-酮和取代噻吩-甲醛的混合物。在第二个也是最后一个步骤中，化合物3a-1与苯基肼一起回流，以实现目标化合物（E）-5-甲基-2-苯基-3-（噻吩-2-基）-7-（噻吩-2 （-亚甲基）-3,3a，4,5,6,7-六氢-2H-吡唑并[4,3-c]吡啶及其类似物（5a-1），收率很高。通过分别执行定量促炎和抗炎蛋白（例如TNF-α，IL-1β，IL6和IL-10），这些化合物可用于评估巨噬细胞中的炎症调节特性。电子和体外COX-2抑制研究有助于了解化合物
• 一类含苄叉酮结构的可光漂白可见光引发剂及其制备方法和应用
  申请人：武汉大学

  公开号：CN115108959A

  公开（公告）日：2022-09-27

  本发明公开了一类含苄叉酮结构的可光漂白可见光引发剂及其制备方法和应用，属于自由基可见光引发剂领域。本发明的可光漂白可见光引发剂具有结构式I或者结构式II所示的结构，其在可见光照射下均可高效引发自由基单体聚合，且在光聚合过程中光固化体系褪色快，具有良好的光漂白性能。
• Characterization of New Coloured Materials on Different Fabrics and Application on Wool fabrics to comfort and Ultraviolet protective garment
  作者：Khaled Seddik、Fatma Bassyouni、Zienab Elgory、Lamiaa El-Gabry

  DOI：10.21608/ejchem.2020.19849.2199

  日期：2020.1.1

  FABRICS treated with many chemicals and different technologies to give them good functional properties. In this study, new coloured materials were prepared and used for colouring and finishing fabrics in one step. Pyrimidine derivatives are compounds that have attracted much attention in recent years because of their broad spectrum of biological activities. We have synthesized various pyrimidine derivatives such as aminothioxopyrido (2,3-d) pyrimidine derivatives as coloured materials, which are used in dyeing different textile materials. The effect of the nature of various substituent on this type of pyrimidine derivatives as dye (new coloured materials) behavior has been studied on various types of textiles; all synthesized compounds were examined for their dyeing properties on different fabrics such as wool, acrylic, viscose and polyester fabrics. The chemical structures of the synthesized compound 1-3 have been elucidated by spectroscopic data analysis and are in good agreement with the proposed structures. Moreover, the colour strength was examined in detail. The colour strength of dyed textiles and the fastness of the compounds were determined. Wool fabrics got better dyeability than other fabrics. The effect of pH dyeing bath, dyeing temperature and dye concentration for the new coloured (amino-thioxopyrido (2,3-d) -pyrimidine derivatives) were studied.In addition, the effects of the properties of the new coloured materials on the performance of woolen garments were identified and some properties of coloured fabrics such as weight, thickness, roughness, air permeability, thermal insulation and bending modulus examined. The moisture transport property was measured by a wicking test in the vertical and horizontal directions. The treated fabric exhibited excellent ultraviolet protection without significant discrepancy in its inherent physico-mechanical properties. The effect of new dyes on the performance characteristics of woolen garments was evaluated using a radar chart.
• Oxidative dimerization: Pd(II) catalysis in the presence of oxygen using aqueous media
  作者：Jay P. Parrish、Young C. Jung、Ryan J. Floyd、Kyung Woon Jung

  DOI：10.1016/s0040-4039(02)01894-4

  日期：2002.10

  Reported herein is a method for the formation of symmetric biaryls and dienes via oxidative dimerization of aryl and alkenyl boronic acids. These conditions utilized Pd(II) catalysts under an oxygen atmosphere with water as the solvent. The use of phase transfer catalysts promoted efficient and mild syntheses of a wide range of materials. (C) 2002 Elsevier Science Ltd. All rights reserved.