4-isopropyl-N'-(1-(4-hydroxyphenyl)ethylidene)thiazole-2-carbohydrazide | 1198603-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-isopropyl-N'-(1-(4-hydroxyphenyl)ethylidene)thiazole-2-carbohydrazide
• CAS: 1198603-95-0
• 化学式: C₁₅H₁₇N₃O₂S
• 分子量: 303.385
• InChiKey: ZRQZVFNFMIRMTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.58
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-isopropyl-N'-(1-(4-hydroxyphenyl)ethylidene)thiazole-2-carbohydrazide 、 乙酸酐 反应 4.0h， 以70%的产率得到1-(2-(4-hydroxyphenyl)-5-(4-isopropylthiazol-2-yl)-2-methyl-1,3,4-oxadiazol-3(2H)-yl)ethanone
  参考文献：
  名称：

  Synthesis of some novel 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazoles as potential antimicrobial and antitubercular agents

  摘要：

  In the present study a series of 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazole derivatives have been synthesized and characterized by IR, (1)H NMR, (13)C NMR and mass spectral analysis. Synthesized compounds were evaluated for their preliminary cytotoxicity, antimicrobial and antitubercular activity against Mycobacterium tuberculosis H37Rv strain by broth dilution assay method.Antimycobacterial activity tested against M. tuberculosis indicated that compounds 4b and 6g exhibited twofold enhanced potency than parent compound 1 and the results indicate that some of them exhibited promising activities and they deserve more consideration as potential antitubercular agents.Compound 3c, 4b and 6c exhibited good or moderate antibacterial inhibition and compounds 3h and 7c showed excellent antifungal activity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.045
• 作为产物：
  描述：

  4-isopropyl-1,3-thiazole-2-carbohydrazide 、 对羟基苯乙酮 在 溶剂黄146 作用下， 反应 4.0h， 以56%的产率得到4-isopropyl-N'-(1-(4-hydroxyphenyl)ethylidene)thiazole-2-carbohydrazide
  参考文献：
  名称：

  新的4-异丙基噻唑酰肼类似物和一些衍生的棒状三唑，恶二唑环系统的合成-一类新型的潜在抗菌剂，抗真菌剂和抗结核剂

  摘要：

  在本研究中，已合成了一系列4-异丙基噻唑-2-碳酰肼类似物，衍生的棒状恶二唑-噻唑和三唑-噻唑衍生物，并通过IR，1 H NMR，13 C NMR，元素和质谱分析对其进行了表征。通过肉汤稀释法评价合成的化合物对结核分枝杆菌H 37 Rv菌株的初步体外抗菌，抗真菌和抗结核活性。 合成的化合物7a，7b，7d和4的抗结核功效明显高于母体4-异丙基-1,3-噻唑-2-碳酰肼1，这表明取代的4-异丙基噻唑-2-碳酰肼部分起着抗结核作用。在增强这类化合物的抗结核特性中起重要作用。化合物2C，3，4，图6D，图7A和7B显示出良好的或中等的抗菌和抗真菌活性。化合物4和7b 在250μM的浓度下显示出明显的细胞毒性。

  DOI：

  10.1016/j.ejmech.2009.06.008

文献信息

• Synthesis of new 4-isopropylthiazole hydrazide analogs and some derived clubbed triazole, oxadiazole ring systems – A novel class of potential antibacterial, antifungal and antitubercular agents
  作者：B.P. Mallikarjuna、B.S. Sastry、G.V. Suresh Kumar、Y. Rajendraprasad、S.M. Chandrashekar、K. Sathisha

  DOI：10.1016/j.ejmech.2009.06.008

  日期：2009.11

  the antitubercular properties of this class of compounds. Compounds 2c, 3, 4, 6d, 7a and 7b exhibited good or moderate antibacterial and antifungal activity. Compounds 4 and 7b showed appreciable cytotoxicity at a concentration of 250 μM.

  在本研究中，已合成了一系列4-异丙基噻唑-2-碳酰肼类似物，衍生的棒状恶二唑-噻唑和三唑-噻唑衍生物，并通过IR，1 H NMR，13 C NMR，元素和质谱分析对其进行了表征。通过肉汤稀释法评价合成的化合物对结核分枝杆菌H 37 Rv菌株的初步体外抗菌，抗真菌和抗结核活性。 合成的化合物7a，7b，7d和4的抗结核功效明显高于母体4-异丙基-1,3-噻唑-2-碳酰肼1，这表明取代的4-异丙基噻唑-2-碳酰肼部分起着抗结核作用。在增强这类化合物的抗结核特性中起重要作用。化合物2C，3，4，图6D，图7A和7B显示出良好的或中等的抗菌和抗真菌活性。化合物4和7b 在250μM的浓度下显示出明显的细胞毒性。
• Synthesis of some novel 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazoles as potential antimicrobial and antitubercular agents
  作者：G.V. Suresh Kumar、Y. Rajendraprasad、B.P. Mallikarjuna、S.M. Chandrashekar、C. Kistayya

  DOI：10.1016/j.ejmech.2010.01.045

  日期：2010.5

  In the present study a series of 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazole derivatives have been synthesized and characterized by IR, (1)H NMR, (13)C NMR and mass spectral analysis. Synthesized compounds were evaluated for their preliminary cytotoxicity, antimicrobial and antitubercular activity against Mycobacterium tuberculosis H37Rv strain by broth dilution assay method.Antimycobacterial activity tested against M. tuberculosis indicated that compounds 4b and 6g exhibited twofold enhanced potency than parent compound 1 and the results indicate that some of them exhibited promising activities and they deserve more consideration as potential antitubercular agents.Compound 3c, 4b and 6c exhibited good or moderate antibacterial inhibition and compounds 3h and 7c showed excellent antifungal activity. (C) 2010 Elsevier Masson SAS. All rights reserved.