3-ethyl-6-(3-(4-methoxyphenyl)-1H-pyrazol-4-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole | 1347062-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-ethyl-6-(3-(4-methoxyphenyl)-1H-pyrazol-4-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• 英文别名: 3-ethyl-6-[5-(4-methoxyphenyl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• CAS: 1347062-97-8
• 化学式: C₁₅H₁₄N₆OS
• 分子量: 326.382
• InChiKey: HBAHPIHTMASWTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(4-甲氧基苯基)-1H-吡唑-4-甲醛 在 potassium permanganate 、 水 、 sodium hydroxide 、 三氯氧磷 作用下， 生成 3-ethyl-6-(3-(4-methoxyphenyl)-1H-pyrazol-4-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Synthesis and anti-inflammatory evaluation of some new 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles bearing pyrazole moiety

  摘要：

  In the present study, a new series of 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles (4aj) have been synthesized by condensing 3-substituted-4-amino-5-mercapto-1,2,4-triazoles (1a-b) with various 3-substituted-pyrazole-4-carboxylic acids (3a-e) in the presence of POCl3. The structures of newly synthesized compounds were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, and mass spectroscopic studies. Structure of the compound 4b was also confirmed by recording the single crystal X-ray structure. All the synthesized compounds were screened for their anti-inflammatory activities by carrageenan induced paw edema method. Anti-inflammatory screening indicated that, compounds 4d, 4e, and 4h were found to be biologically active whereas remaining compounds showed poor anti-inflammatory activity. Also molecular docking studies were also performed for compounds which showed good anti-inflammatory activity.

  DOI：

  10.1007/s00044-011-9865-0

文献信息

• Synthesis and anti-inflammatory evaluation of some new 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles bearing pyrazole moiety
  作者：Shridhar Malladi、Arun M. Isloor、Prashanth Shetty、Hoong Kun Fun、Sandeep Telkar、Riaz Mahmood、Nishitha Isloor

  DOI：10.1007/s00044-011-9865-0

  日期：2012.10

  In the present study, a new series of 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles (4aj) have been synthesized by condensing 3-substituted-4-amino-5-mercapto-1,2,4-triazoles (1a-b) with various 3-substituted-pyrazole-4-carboxylic acids (3a-e) in the presence of POCl3. The structures of newly synthesized compounds were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, and mass spectroscopic studies. Structure of the compound 4b was also confirmed by recording the single crystal X-ray structure. All the synthesized compounds were screened for their anti-inflammatory activities by carrageenan induced paw edema method. Anti-inflammatory screening indicated that, compounds 4d, 4e, and 4h were found to be biologically active whereas remaining compounds showed poor anti-inflammatory activity. Also molecular docking studies were also performed for compounds which showed good anti-inflammatory activity.