3-(4-propan-2-yl-1,3-thiazol-2-yl)-4-[(3,4,5-trimethoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione | 1225196-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-propan-2-yl-1,3-thiazol-2-yl)-4-[(3,4,5-trimethoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
• CAS: 1225196-35-9
• 化学式: C₁₈H₂₁N₅O₃S₂
• 分子量: 419.528
• InChiKey: UWQNLRZNJWXGRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.65
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  4-amino-5-(4-isopropyl-1,3-thiazol-2-yl)-4H-1,2,4-triazole-3-thiol 、 3,4,5-三甲氧基苯甲醛 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以86%的产率得到3-(4-propan-2-yl-1,3-thiazol-2-yl)-4-[(3,4,5-trimethoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
  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

文献信息

• Synthesis and pharmacological evaluation of clubbed isopropylthiazole derived triazolothiadiazoles, triazolothiadiazines and mannich bases as potential antimicrobial and antitubercular agents
  作者：G.V. Suresh Kumar、Y. Rajendra Prasad、B.P. Mallikarjuna、S.M. Chandrashekar

  DOI：10.1016/j.ejmech.2010.08.023

  日期：2010.11

  triazolothiadiazines 2a–g, dihydro triazolothiadiazoles 3a–g, thioxotriazoles 4a–d, triazolothiadiazole 5, arylideneamino triazolethiones 7a–h and oxadiazolethiones 11a–b were synthesized and characterized by IR, 1H NMR, 13C NMR, elemental and mass spectral analysis. These compounds were evaluated for their preliminary in vitro antibacterial, antifungal and antitubercular activity against Mycobacterium tuberculosis

  一系列新颖的杵异丙基衍生物triazolothiadiazines 2A -克，二氢triazolothiadiazoles 3A -克，thioxotriazoles 4A - d，triazolothiadiazole 5，arylideneamino triazolethiones 7A - ħ和oxadiazolethiones 11A - b被合成和表征通过IR，1 H NMR，13 C NMR ，元素和质谱分析。评估了这些化合物对结核分枝杆菌H的初步体外抗菌，抗真菌和抗结核活性用肉汤稀释法测定37 Rv株。 所有化合物均表现出中度至显着的抗菌和抗真菌活性。抗结核分枝杆菌H 37 Rv的抗结核筛选结果显示，与一线药物异烟肼（0.25μg/ mL）相比，化合物7c和7d分别具有良好的抗结核活性（MIC 4和8μg/ mL）。