4-[imino(morpholin-4-yl)methyl]-1-(p-tolyl)-1H-imidazol-5-amine | 1187665-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[imino(morpholin-4-yl)methyl]-1-(p-tolyl)-1H-imidazol-5-amine
• 英文别名: 3-(4-Methylphenyl)-5-(morpholine-4-carboximidoyl)imidazol-4-amine
• CAS: 1187665-68-4
• 化学式: C₁₅H₁₉N₅O
• 分子量: 285.349
• InChiKey: MRZQLDGVXWXDOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[imino(morpholin-4-yl)methyl]-1-(p-tolyl)-1H-imidazol-5-amine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 3,4-二羟基苯甲醛 作用下， 以 乙醇 为溶剂， 反应 408.0h， 以7%的产率得到1-(p-tolyl)-5-aminoimidazole-4-carboxamide
  参考文献：
  名称：

  Synthesis and in vitro activity of 6-amino-2,9-diarylpurines for Mycobacterium tuberculosis

  摘要：

  A mild method was developed to synthesize 6-amino-2-phenolic-9-alkyl and 9-arylpurines. The new compounds were screened for antibacterial activity against Mycobacterium tuberculosis strain H(37)Rv. The 9-tolyl derivatives with a dimethylamino or a piperidine substituent in C6 and the 3-hydroxyphenyl or 4-hydroxyphenyl substituent in C2 were highly active against the bacilli. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.065
• 作为产物：
  描述：

  吗啉 、 5-amino-1-(p-tolyl)-1H-imidazole-4-carbimidoyl cyanide 以 乙腈 为溶剂， 反应 24.0h， 以84%的产率得到4-[imino(morpholin-4-yl)methyl]-1-(p-tolyl)-1H-imidazol-5-amine
  参考文献：
  名称：

  Synthesis and in vitro activity of 6-amino-2,9-diarylpurines for Mycobacterium tuberculosis

  摘要：

  A mild method was developed to synthesize 6-amino-2-phenolic-9-alkyl and 9-arylpurines. The new compounds were screened for antibacterial activity against Mycobacterium tuberculosis strain H(37)Rv. The 9-tolyl derivatives with a dimethylamino or a piperidine substituent in C6 and the 3-hydroxyphenyl or 4-hydroxyphenyl substituent in C2 were highly active against the bacilli. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.065

文献信息

• General Synthetic Approach to 2-Phenolic Adenine Derivatives
  作者：M. Carvalho、Carla Correia、Ashly Rocha、M. Proença

  DOI：10.1055/s-0031-1290694

  日期：2012.8

  A simple and general 'one-pot' procedure for the synthesis of 2,9-diarylpurines with one or multiple hydroxyl groups in the 2-aryl unit is described, from the reaction of 5-amino-4-amidinoimidazoles with phenolic aldehydes.