5,6-Diamino-3-methyl-1-(3-methylsulfanyl-phenyl)-1H-pyrimidine-2,4-dione | 658061-64-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5,6-Diamino-3-methyl-1-(3-methylsulfanyl-phenyl)-1H-pyrimidine-2,4-dione
• CAS: 658061-64-4
• 化学式: C₁₂H₁₄N₄O₂S
• 分子量: 278.335
• InChiKey: NYKPMWLUMWMDSD-UHFFFAOYSA-N

物化性质

• 沸点：
  418.3±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.42
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  96.04
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  奎诺二甲基丙烯酸酯 、 5,6-Diamino-3-methyl-1-(3-methylsulfanyl-phenyl)-1H-pyrimidine-2,4-dione 在 三乙胺 、 二苯基次膦酰氯 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 以31%的产率得到
  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：

  1-(2-Cyano-acetyl)-1-methyl-3-(3-methylsulfanyl-phenyl)-urea 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 、 sodium nitrite 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 9.0h， 生成 5,6-Diamino-3-methyl-1-(3-methylsulfanyl-phenyl)-1H-pyrimidine-2,4-dione
  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