5-amino-3-methyl-N-phenylpyrazole-4-carboxamide | 96319-19-6

• 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: 5-amino-3-methyl-N-phenylpyrazole-4-carboxamide
• 英文别名: 3-amino-5-methyl-N-phenyl-1H-pyrazole-4-carboxamide
• CAS: 96319-19-6
• 化学式: C₁₁H₁₂N₄O
• 分子量: 216.242
• InChiKey: XJJUYIAKJIYEHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  83.8
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-amino-3-methyl-N-phenylpyrazole-4-carboxamide 在 盐酸 、 溴 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 2.5h， 生成 N-4'-bromophenyl-2-methylpyrazolo<1,5-a>pyrimidine-3-carboxamide
  参考文献：
  名称：

  Huppatz, John L., Australian Journal of Chemistry, 1985, vol. 38, # 1, p. 221 - 230

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氰基乙酰苯胺 在 sodium ethanolate 、 肼 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 5-amino-3-methyl-N-phenylpyrazole-4-carboxamide
  参考文献：
  名称：

  Synthesis and in Vitro Anti-Tumor Activity of A New Class of Acyclic Thioglycosides

  摘要：

  The reaction of sodium 2-cyano-ethylene-1-thiolate salts with 2,3,4,6-tetra-O-acetyl-D-gluco- and D-galactopyranosyl bromides and with 2,3,4-tri-O-acetyl-D-xylo-. and L-arabinopyranosyl bromides, respectively, afforded new thioglycosides. Heating of the resultout glycosides with hydrazine produced pyrazole derivatives. The cytotoxicities toward the hepatoma cell line (HEPG2) of some synthesized compounds were tested. Some compounds showed high cytotoxic activity against (HEPG2) cell line. The OH moieties in the free glycosides were vital for potency. The synthesis procedures, spectroscopic data and antitumor activities for the prepared compounds are reported herein.

  DOI：

  10.1080/15257770.2015.1016168

文献信息

• HUPPATZ, J. L., AUSTRAL. J. CHEM., 1985, 38, N 1, 221-230
  作者：HUPPATZ, J. L.

  DOI：——

  日期：——
• Synthesis and in Vitro Anti-Tumor Activity of A New Class of Acyclic Thioglycosides
  作者：G. H. Elgemeie、N. M. Saber

  DOI：10.1080/15257770.2015.1016168

  日期：2015.7.3

  The reaction of sodium 2-cyano-ethylene-1-thiolate salts with 2,3,4,6-tetra-O-acetyl-D-gluco- and D-galactopyranosyl bromides and with 2,3,4-tri-O-acetyl-D-xylo-. and L-arabinopyranosyl bromides, respectively, afforded new thioglycosides. Heating of the resultout glycosides with hydrazine produced pyrazole derivatives. The cytotoxicities toward the hepatoma cell line (HEPG2) of some synthesized compounds were tested. Some compounds showed high cytotoxic activity against (HEPG2) cell line. The OH moieties in the free glycosides were vital for potency. The synthesis procedures, spectroscopic data and antitumor activities for the prepared compounds are reported herein.
• Huppatz, John L., Australian Journal of Chemistry, 1985, vol. 38, # 1, p. 221 - 230
  作者：Huppatz, John L.

  DOI：——

  日期：——