1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-4-carbonyl azide | 94692-07-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-4-carbonyl azide
• 英文别名: 1-phenyl-5-pyrrol-1-yl-1H-pyrazole-4-carboxylic azide；1-Phenyl-5-pyrrol-1-ylpyrazole-4-carbonyl azide
• CAS: 94692-07-6
• 化学式: C₁₄H₁₀N₆O
• 分子量: 278.273
• InChiKey: BYSZJLFLECNVAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-4-carbonyl azide 在 sodium hydroxide 作用下， 以 乙醇 、 水 、 苯甲醇 为溶剂， 反应 50.0h， 生成 1-phenyl-5-(1H-pyrrol-1-yl)-1H-pyrazol-4-ylamine
  参考文献：
  名称：

  Pyrazoles and Pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazines, I. Synthesis and Antimicrobial Activity

  摘要：

  The synthesis of the title compounds was achieved using 1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-3-carboxylic acid azide as starting material. The latter compound was allowed to react with alcohols and amines to afford the corresponding carbamates and urea derivatives. Alkaline hydrolysis of the carbamates gave the corresponding amine, which was acylated and/or aroylated to give amide derivatives. These and the urea derivatives were subjected to cyclodehydration to give the title compounds. Antibacterial and antifungal activities were observed for several derivatives.

  DOI：

  10.1007/s00706-004-0234-2
• 作为产物：
  描述：

  1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-4-carbohydrazide 在 sodium azide 、 溶剂黄146 作用下， 以92%的产率得到1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-4-carbonyl azide
  参考文献：
  名称：

  Svetlik, Jan, Heterocycles, 1984, vol. 22, # 11, p. 2513 - 2516

  摘要：

  DOI：

文献信息

• Synthesis of novel pyrazolopyrrolopyrazines, potential analogs of sildenafil
  作者：Marina Kopp、Jean-Charles Lancelot、Patrick Dallemagne、Sylvain Rault

  DOI：10.1002/jhet.5570380506

  日期：2001.9

  Synthesis of novel pyrazolopyrrolopyrazines is herein described with the aim to reach new specific PDE-5 inhibitors of potential clinical interest in male erectile dysfunction.

  本文描述了新型吡唑并吡咯并吡嗪的合成，目的是获得对男性勃起功能障碍具有潜在临床意义的新的特定PDE-5抑制剂。
• Svetlik, Jan, Heterocycles, 1984, vol. 22, # 11, p. 2513 - 2516
  作者：Svetlik, Jan

  DOI：——

  日期：——
• SVETLIK, J., HETEROCYCLES, 1984, 22, N 11, 2513-2516
  作者：SVETLIK, J.

  DOI：——

  日期：——
• Pyrazoles and Pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazines, I. Synthesis and Antimicrobial Activity
  作者：Abdel-Rahman Farghaly、Hussein El-Kashef

  DOI：10.1007/s00706-004-0234-2

  日期：2005.2

  The synthesis of the title compounds was achieved using 1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-3-carboxylic acid azide as starting material. The latter compound was allowed to react with alcohols and amines to afford the corresponding carbamates and urea derivatives. Alkaline hydrolysis of the carbamates gave the corresponding amine, which was acylated and/or aroylated to give amide derivatives. These and the urea derivatives were subjected to cyclodehydration to give the title compounds. Antibacterial and antifungal activities were observed for several derivatives.