3-[4-(4-Methoxy-phenyl)-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-ylmethyl]-3H-benzothiazol-2-one

• 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-[4-(4-Methoxy-phenyl)-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-ylmethyl]-3H-benzothiazol-2-one
• 英文别名: 3-[[5-Thioxo-4-(4-methoxyphenyl)-1H-1,2,4-triazole-3-yl]methyl]benzothiazole-2(3H)-one；3-[[4-(4-methoxyphenyl)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl]-1,3-benzothiazol-2-one
• 化学式: C₁₇H₁₄N₄O₂S₂
• 分子量: 370.456
• InChiKey: COAQMSFJMOUOLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以46%的产率得到3-[4-(4-Methoxy-phenyl)-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-ylmethyl]-3H-benzothiazol-2-one
  参考文献：
  名称：

  Synthesis and antinociceptive activity of [(2-oxobenzothiazolin-3-yl)methyl]-4-alkyl/aryl-1,2,4-triazoline-5-thiones

  摘要：

  The synthesis and pharmacological evaluation of new [(2-oxobenzothiazolin-3-yl)-methyl]-4-alkyl/aryl-1,2,4-triazoline-5-thiones are reported. All compounds were screened for analgesic and antiinflammatory activities by using the AcOH induced-stretching test, the hot plate test, the tail clip test, and the tail flick test. All of the title compounds showed more potent activity than the standard compound aspirin in the AcOH induced-stretching test. In the hot plate test [(2-oxobenzothiazolin-3-yl)methyl]-4-phenethyl-1,2,4-triazoline-5-thione 5j were revealed to be two-fold more potent in antinociceptive activity than novalgine. However, in the tail flick and tail clip test none of the compounds showed an antinociceptive activity as high as that of novalgine. On the basis of available data the structure-activity relationship in the [(2-oxobenzothiazolin-3-yl)methyl]-4-alkyl/aryl-1,2,4-triazoline-5-thiones was also discussed.

  DOI：

  10.1002/1521-4184(200109)334:8/9<279::aid-ardp279>3.0.co;2-w

文献信息

• Synthesis and antinociceptive activity of [(2-oxobenzothiazolin-3-yl)methyl]-4-alkyl/aryl-1,2,4-triazoline-5-thiones
  作者：M. Gökce、B. Cakir、K. Erol、M. F. Sahin

  DOI：10.1002/1521-4184(200109)334:8/9<279::aid-ardp279>3.0.co;2-w

  日期：2001.9

  The synthesis and pharmacological evaluation of new [(2-oxobenzothiazolin-3-yl)-methyl]-4-alkyl/aryl-1,2,4-triazoline-5-thiones are reported. All compounds were screened for analgesic and antiinflammatory activities by using the AcOH induced-stretching test, the hot plate test, the tail clip test, and the tail flick test. All of the title compounds showed more potent activity than the standard compound aspirin in the AcOH induced-stretching test. In the hot plate test [(2-oxobenzothiazolin-3-yl)methyl]-4-phenethyl-1,2,4-triazoline-5-thione 5j were revealed to be two-fold more potent in antinociceptive activity than novalgine. However, in the tail flick and tail clip test none of the compounds showed an antinociceptive activity as high as that of novalgine. On the basis of available data the structure-activity relationship in the [(2-oxobenzothiazolin-3-yl)methyl]-4-alkyl/aryl-1,2,4-triazoline-5-thiones was also discussed.