6-amino-5-nitroso-1-phenyl-3-n-propyl-2.4-(1H, 3H)-pyrimidinedione | 117740-74-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-amino-5-nitroso-1-phenyl-3-n-propyl-2.4-(1H, 3H)-pyrimidinedione
• 英文别名: 6-amino-5-nitroso-1-phenyl-3-n-propyl-2,4-(1H,3H)-pyrimidindione；6-Amino-5-nitroso-1-phenyl-3-propylpyrimidine-2,4-dione
• CAS: 117740-74-6
• 化学式: C₁₃H₁₄N₄O₃
• 分子量: 274.279
• InChiKey: YCHJLMAJSYNPLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  96.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-amino-5-nitroso-1-phenyl-3-n-propyl-2.4-(1H, 3H)-pyrimidinedione 在 palladium on activated charcoal 氢气 、 三乙胺 、 二苯基次膦酰氯 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成 N-(6-amino-2,4-dioxo-1-phenyl-3-propylpyrimidin-5-yl)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxamide
  参考文献：
  名称：

  Structure and activity relationships of novel uracil derivatives as topical anti-inflammatory agents

  摘要：

  In order to create novel, topical anti-inflammatory compounds exhibiting more potent activities than lead compound CX-659S (1), we designed and synthesized various derivatives of 1 focusing on the uracil N(l)- and N(3)-substituents, and evaluated their anti-inflammatory activities via inhibition of the picryl chloride-induced contact hypersensitivity reaction (CHR) in mice. In the course of our structure and activity relationship study, we found that compounds 6k, 6q, and 6r inhibited by approximately 50% the CHR, at 0.1 mg/ear. These activities were essentially equipotent with that of Tacrolimus, a strong immunosuppressant. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.012
• 作为产物：
  描述：

  2-氰基-N-(苯基氨基甲酰基)-N-丙基乙酰胺 在 盐酸 、 sodium hydroxide 、 sodium nitrite 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 8.0h， 生成 6-amino-5-nitroso-1-phenyl-3-n-propyl-2.4-(1H, 3H)-pyrimidinedione
  参考文献：
  名称：

  Structure and activity relationships of novel uracil derivatives as topical anti-inflammatory agents

  摘要：

  In order to create novel, topical anti-inflammatory compounds exhibiting more potent activities than lead compound CX-659S (1), we designed and synthesized various derivatives of 1 focusing on the uracil N(l)- and N(3)-substituents, and evaluated their anti-inflammatory activities via inhibition of the picryl chloride-induced contact hypersensitivity reaction (CHR) in mice. In the course of our structure and activity relationship study, we found that compounds 6k, 6q, and 6r inhibited by approximately 50% the CHR, at 0.1 mg/ear. These activities were essentially equipotent with that of Tacrolimus, a strong immunosuppressant. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.012