6-amino-3-ethyl-1-phenyluracil | 76562-60-2

• 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-3-ethyl-1-phenyluracil
• 英文别名: 6-Amino-3-ethyl-1-phenylpyrimidine-2,4-dione
• CAS: 76562-60-2
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: WGEYEOUIZGTOSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-amino-3-ethyl-1-phenyluracil 在 sodium hydrogensulfite 、 溶剂黄146 、 sodium nitrite 作用下， 以 ammonium hydroxide 为溶剂， 反应 1.0h， 生成 (1-Ethyl-2,6-dioxo-3-phenyl-2,3,6,9-tetrahydro-1H-purin-8-yl)-carbamic acid methyl ester
  参考文献：
  名称：

  Shridhar, D. R.; Rao, K. Srinivasa; Bhopale, K.K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 8, p. 699 - 701

  摘要：

  DOI：
• 作为产物：
  描述：

  N-乙-N’-苯脲 在 sodium hydroxide 、 乙酸酐 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 10.0h， 生成 6-amino-3-ethyl-1-phenyluracil
  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

文献信息

• SHRIDHAR D. R.; RAO K. S.; BHOPALE K. K.; TRIPATHI H. N.; SAI G. S. T., INDIAN J. CHEM., 1980, B19, NO 8, 699-701
  作者：SHRIDHAR D. R.、 RAO K. S.、 BHOPALE K. K.、 TRIPATHI H. N.、 SAI G. S. T.

  DOI：——

  日期：——
• Shridhar, D. R.; Rao, K. Srinivasa; Bhopale, K.K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 8, p. 699 - 701
  作者：Shridhar, D. R.、Rao, K. Srinivasa、Bhopale, K.K.、Tripathi, H. N.、Sai, G. S. T.

  DOI：——

  日期：——
• Structure and activity relationships of novel uracil derivatives as topical anti-inflammatory agents
  作者：Yoshiaki Isobe、Masanori Tobe、Yoshifumi Inoue、Masakazu Isobe、Masami Tsuchiya、Hideya Hayashi

  DOI：10.1016/j.bmc.2003.09.012

  日期：2003.11

  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.