1-(4-(2,4-dimethoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine | 1448513-92-5

• 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: 1-(4-(2,4-dimethoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine
• 英文别名: 1-(4-(2,4-dmethoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine；4-(2,4-dimethoxyphenyl)-N-(propan-2-ylideneamino)-1,3-thiazol-2-amine
• CAS: 1448513-92-5
• 化学式: C₁₄H₁₇N₃O₂S
• 分子量: 291.374
• InChiKey: BQYKHJSEQSRESR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴-2,4-二甲氧基苯乙酮 、 丙酮缩氨基硫脲 以 乙醇 为溶剂， 生成 1-(4-(2,4-dimethoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine
  参考文献：
  名称：

  Synthesis and cytotoxicity of novel (thiazol-2-yl)hydrazine derivatives as promising anti-Candida agents

  摘要：

  Thirty-eight new (4-(4-substituted-phenyl/2,4-disubstituted-phenyl)-thiazol-2-yl)hydrazine derivatives were synthesized in good yield and assayed for their in vitro anti-Candida activity, compared to topical and systemic antifungal drugs, against twenty-two clinical isolates of Candida spp. The concurrent presence of aliphatic chains or cycloaliphatic rings at N1-hydrazine and a 4-methyl/4-methoxyphenyl at C4 position of the thiazole nucleus exhibited an interesting anti-Candida inhibitory activity. Moreover, some of the most active compounds showed synergistic antifungal effects and lower cell toxicity when combined with clotrimazole. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.042

文献信息

• Microwave and Ultrasound-Assisted Synthesis of Thiosemicarbazones and Their Corresponding (4,5-Substituted-thiazol-2-yl)hydrazines
  作者：Simone Carradori、Daniela Secci、Melissa D'Ascenzio、Paola Chimenti、Adriana Bolasco

  DOI：10.1002/jhet.1856

  日期：2014.11

  Hantzsch cyclization of thiosemicarbazone intermediates is a very popular approach to the synthesis of substituted thiazoles. We developed a convenient microwave and ultrasound‐assisted method both for the synthesis of 1‐(alkyliden/cycloalkyliden/aryliden)thiosemicarbazone intermediates and their cyclization into (4,5‐substituted‐thiazol‐2‐yl)hydrazines. The search for optimal reaction conditions included

  硫半脲中间体的汉茨环化是合成取代噻唑的一种非常流行的方法。我们开发了一种便捷的微波和超声辅助方法，用于合成1-（亚烷基/环亚烷基/芳基）硫代半碳酮中间体并将其环化为（4,5-取代-噻唑-2-基）肼。寻找最佳反应条件的方法包括在不连续的温度，压力和照射功率下使用不同的催化剂（路易斯酸和树脂）和溶剂。比较收率，反应时间和工作量证明，微波和超声辅助技术优于常规加热，并且对合成有显着影响。