1,3,5-trimethyl-2,4-dioxo-8-(4-nitrophenyl)-1,2,3,4-tetrahydro[1,2,4]triazolo[4,3-e]purine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1,3,5-trimethyl-2,4-dioxo-8-(4-nitrophenyl)-1,2,3,4-tetrahydro[1,2,4]triazolo[4,3-e]purine
• 英文别名: 1,3,5-Trimethyl-8-(4-nitrophenyl)purino[8,9-c][1,2,4]triazole-2,4-dione
• 化学式: C₁₅H₁₃N₇O₄
• 分子量: 355.313
• InChiKey: ANOCGBCXNQNWQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  8-hydrazinocaffeine 在 溴 、 sodium acetate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 20.0h， 生成 1,3,5-trimethyl-2,4-dioxo-8-(4-nitrophenyl)-1,2,3,4-tetrahydro[1,2,4]triazolo[4,3-e]purine
  参考文献：
  名称：

  New [ e ]-Fused Caffeines: A Simple Synthesis of 3-Substituted [1,2,4]Triazolo[4,3- e ]purines

  摘要：

  In a recent paper from our laboratory [1], we have described the synthesis of [1,2,4]triazolo[3,4-f]purines (1). In this paper we wish to report a facile synthesis of [1,2,4]triazolo[4,3-e]caffeines (2). Our interest in synthesis of fused purines is due to the fact that purine derivatives such as theophylline, caffeine, and theobromine, which are widely distributed in nature, have many important biological activities [2]. The strategy adopted for the synthesis of the target compounds 2 is based on in situ 1,5-electrocyclization of the nitrilimines 3 derived from the respective novel hydrazonoyl bromides 4. It is worth mentioning that although numerous N-heteroaryl hydrazonoyl halides have been prepared [3], the bromides 4, which are used herein as precursors for 2, have not yet been reported.

  DOI：

  10.1007/s00706-002-0514-7

文献信息

• New [ e ]-Fused Caffeines: A Simple Synthesis of 3-Substituted [1,2,4]Triazolo[4,3- e ]purines
  作者：Mosselhi A. N. Mosselhi、Nagla M. Tawfik、Ahmad S. Shawali

  DOI：10.1007/s00706-002-0514-7

  日期：2003.3.1

  In a recent paper from our laboratory [1], we have described the synthesis of [1,2,4]triazolo[3,4-f]purines (1). In this paper we wish to report a facile synthesis of [1,2,4]triazolo[4,3-e]caffeines (2). Our interest in synthesis of fused purines is due to the fact that purine derivatives such as theophylline, caffeine, and theobromine, which are widely distributed in nature, have many important biological activities [2]. The strategy adopted for the synthesis of the target compounds 2 is based on in situ 1,5-electrocyclization of the nitrilimines 3 derived from the respective novel hydrazonoyl bromides 4. It is worth mentioning that although numerous N-heteroaryl hydrazonoyl halides have been prepared [3], the bromides 4, which are used herein as precursors for 2, have not yet been reported.