Ethyl 5-amino-2-phenylpyrazolo[4,3-c]isoquinoline-3-carboxylate | 1426235-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 5-amino-2-phenylpyrazolo[4,3-c]isoquinoline-3-carboxylate
• 英文别名: ethyl 5-amino-2-phenylpyrazolo[4,3-c]isoquinoline-3-carboxylate
• CAS: 1426235-36-0
• 化学式: C₁₉H₁₆N₄O₂
• 分子量: 332.362
• InChiKey: RLSVSTROLMBHHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯胺 在 盐酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 Ethyl 5-amino-2-phenylpyrazolo[4,3-c]isoquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some new benzo and naphthonitrile derivatives

  摘要：

  The reaction of 2-(cyanomethyl)benzonitrile (1) with different diazonium salts gave the corresponding aryldiazenyl derivatives 2a-e which reacted with sodium hydroxide and ethyl chloroacetate and hydroxylamine hydrochloride to afford the corresponding acetamides 4a-e, pyrazoloisoquinolines 6a-e and triazoloisoquinoline derivatives 8a-e, respectively. Moreover, the reaction of 1 with arylidene malononitriles 9a-c afforded dihydronaphthalenes ha, b and naphthalene derivative 12, respectively. The newly synthesized compounds were characterized by analytical and spectral data. The investigated compounds were screened for their antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and antifungal activity. Among the synthesized compounds, (E)-2-(cyano((4-nitrophenyl)diazenyl)methyl)benzonitrile (2e) exhibited a significant activity toward both Gram-positive, Gram-negative bacteria and exhibit the most potent in vitro antifungal with MIC's (6.25 mu g/mL) against Botrytis fabae. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.017