2-(4-methylbenzyliden)hydrazo-4-methylthiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-methylbenzyliden)hydrazo-4-methylthiazole
• 英文别名: 4-methyl-N-[(4-methylphenyl)methylideneamino]-1,3-thiazol-2-amine
• 化学式: C₁₂H₁₃N₃S
• 分子量: 231.321
• InChiKey: QYFMAUGUKAPNRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-二氨基二苯砜 、 2-(4-methylbenzyliden)hydrazo-4-methylthiazole 在 盐酸 、 sodium nitrite 、 吡啶 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  双噻唑和聚噻唑的合成与生物学评价

  摘要：

  含有氮和硫原子的小杂环化合物，如噻唑衍生物，是一类重要的有机唑，具有良好的生物活性，在医药和农业领域具有巨大潜力。介绍了一种用于一系列有机分子的方便且高产的合成方法。借助大肠杆菌 AB1157 DNA 和琼脂糖凝胶电泳研究了化合物的核酸酶样活性。使用不同的抗氧化技术，如 ABTS 和 NO 清除效率，对化合物进行了抗氧化评估。对各种细菌菌株（革兰氏阳性和革兰氏阴性菌株）的抗菌行为进行了评估，并确定了这些化合物的最小抑菌浓度 (MIC) 值。

  DOI：

  10.3390/molecules23051133
• 作为产物：
  描述：

  4-methylbenzaldehyde thiosemicarbazone 、 一氯丙酮 以 异丙醇 为溶剂， 生成 2-(4-methylbenzyliden)hydrazo-4-methylthiazole
  参考文献：
  名称：

  Selective Inhibitory Activity against MAO and Molecular Modeling Studies of 2-Thiazolylhydrazone Derivatives

  摘要：

  A series of 2-thiazolylhydrazone derivatives have been investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) selectively. All of the compounds showed high activity against both the MAO-A and the MAO-B isoforms with pK(i) values ranging between 5.92 and 8.14 for the MAO-A and between 4.69 and 9.09 for the MAO-B isoforms. Both the MAO-A and the MAO-B isoforms, deposited in the Protein Data Bank as model 2BXR and 1GOS, respectively, were considered in a computational study performed with docking techniques on the most active and MAO-B-selective inhibitor, 18.

  DOI：

  10.1021/jm060869d

文献信息

• An investigation of the biological effect of structural modifications of isothiosemicarbazones and their cyclic analogues
  作者：E Maccioni、M.C Cardia、S Distinto、L Bonsignore、A De Logu

  DOI：10.1016/s0014-827x(03)00154-x

  日期：2003.9

  Several arylideneisothiosemicarbazones and arylidenehydrazothiazoles have been synthesised to obtain new antimicrobial agents. Their activity against both bacteria and fungi has been tested and some interesting informations about their biological activity have been obtained.
• Selective Inhibitory Activity against MAO and Molecular Modeling Studies of 2-Thiazolylhydrazone Derivatives
  作者：Franco Chimenti、Elias Maccioni、Daniela Secci、Adriana Bolasco、Paola Chimenti、Arianna Granese、Olivia Befani、Paola Turini、Stefano Alcaro、Francesco Ortuso、Maria C. Cardia、Simona Distinto

  DOI：10.1021/jm060869d

  日期：2007.2.1

  A series of 2-thiazolylhydrazone derivatives have been investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) selectively. All of the compounds showed high activity against both the MAO-A and the MAO-B isoforms with pK(i) values ranging between 5.92 and 8.14 for the MAO-A and between 4.69 and 9.09 for the MAO-B isoforms. Both the MAO-A and the MAO-B isoforms, deposited in the Protein Data Bank as model 2BXR and 1GOS, respectively, were considered in a computational study performed with docking techniques on the most active and MAO-B-selective inhibitor, 18.
• Synthesis and Biological Evaluation of Bisthiazoles and Polythiazoles
  作者：Mohammed Al-Omair、Abdelwahed Sayed、Magdy Youssef

  DOI：10.3390/molecules23051133

  日期：——

  activities of compounds were studied with the aid of E. coli AB1157 DNA and agarose gel electrophoresis. The antioxidant evaluation of the compounds was carried out with different antioxidant techniques, such as ABTS and NO scavenging efficiency. The antibacterial behavior was evaluated against various bacterial strains, both Gram-positive and -negative, and the minimum inhibitory concentration (MIC) values

  含有氮和硫原子的小杂环化合物，如噻唑衍生物，是一类重要的有机唑，具有良好的生物活性，在医药和农业领域具有巨大潜力。介绍了一种用于一系列有机分子的方便且高产的合成方法。借助大肠杆菌 AB1157 DNA 和琼脂糖凝胶电泳研究了化合物的核酸酶样活性。使用不同的抗氧化技术，如 ABTS 和 NO 清除效率，对化合物进行了抗氧化评估。对各种细菌菌株（革兰氏阳性和革兰氏阴性菌株）的抗菌行为进行了评估，并确定了这些化合物的最小抑菌浓度 (MIC) 值。