4-amino-3-methyl-N,1-diphenyl-1H-thieno[2,3-c]pyrazole-5-carboxamide | 51626-35-8

• 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: 4-amino-3-methyl-N,1-diphenyl-1H-thieno[2,3-c]pyrazole-5-carboxamide
• 英文别名: 4-amino-3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid anilide
• CAS: 51626-35-8
• 化学式: C₁₉H₁₆N₄OS
• 分子量: 348.428
• InChiKey: OMFFPWLAGUQQRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  72.94
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-amino-3-methyl-N,1-diphenyl-1H-thieno[2,3-c]pyrazole-5-carboxamide 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 3-methyl-5-(2-oxo-acenaphthen-1-ylidene)-1-phenyl-1H-thieno[2,3-c]pyrazol-4-one
  参考文献：
  名称：

  Zakharov,L.N. et al., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 2429 - 2434

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氯-3-甲基-1-苯基-吡唑-4-腈 在 sulfur 、 sodium tetrahydroborate 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.17h， 生成 4-amino-3-methyl-N,1-diphenyl-1H-thieno[2,3-c]pyrazole-5-carboxamide
  参考文献：
  名称：

  A convenient synthesis and biological activity of novel thieno[2,3-c]pyrazole compounds as antimicrobial and anti-inflammatory agents

  摘要：

  A new method for synthesizing 4-amino-3-methyl-1-phenyl-1H-5-substituted thieno [2,3-cipyrazole was reported. The substituted groups at position 5 include carbonitrile, carboxamide, N-phenyl carboxamide, and benzoyl groups. The newly synthesized compounds and their derivatives were characterized by elemental analysis and spectroscopy (IR, H-1 NMR, and mass spectra). Furthermore, some of these synthesized compounds were screened against various pathogenic bacterial and fungal strains. The results demonstrate that most of the synthesized compounds possess a significant antibacterial activity against gram-positive and gram-negative bacteria. In addition, most of these compounds showed a remarkable anti-fungal activity. On the other hand, some of the synthesized compounds possess high anti-inflammatory activity, which was demonstrated using the carrageenan-induced rat paw edema assay.

  DOI：

  10.1134/s1068162015010057