5-(4-hydroxy-phenyl)-5-methyl-barbituric acid | 99985-16-7

• 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: 5-(4-hydroxy-phenyl)-5-methyl-barbituric acid
• 英文别名: 5-(4-Hydroxy-phenyl)-5-methyl-barbitursaeure；5-(4-Hydroxy-phenyl)-5-methyl-pyrimidine-2,4,6-trione；5-(4-hydroxyphenyl)-5-methyl-1,3-diazinane-2,4,6-trione
• CAS: 99985-16-7
• 化学式: C₁₁H₁₀N₂O₄
• 分子量: 234.211
• InChiKey: XTJZQNUILYKCRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-Benzyloxy-phenyl)-2-methyl-malonic acid dimethyl ester 在 palladium dihydroxide 氢气 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 5-(4-hydroxy-phenyl)-5-methyl-barbituric acid
  参考文献：
  名称：

  Non-hydroxamate 5-phenylpyrimidine-2,4,6-trione derivatives as selective inhibitors of tumor necrosis factor-α converting enzyme

  摘要：

  New inhibitors of tumor necrosis factor-a converting enzyme (TACE) were discovered with a pyrimidine-2,4,6-trione in place of the commonly used hydroxamic acid. These non-hydroxamate TACE inhibitors were developed by incorporating a 4-(2methyl-4-quinolinylmethoxy)phenyl group, an optimized TACE selective P1' group. Several leads were identified with IC50 values around 100 nM in a porcine TACE assay and selective over MMP-1, -2, -9, -13, and aggrecanase. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.039

文献信息

• Ledvina et al., 1959, vol. 98, p. 840
  作者：Ledvina et al.

  DOI：——

  日期：——
• Non-hydroxamate 5-phenylpyrimidine-2,4,6-trione derivatives as selective inhibitors of tumor necrosis factor-α converting enzyme
  作者：James J.-W. Duan、Zhonghui Lu、Zelda R. Wasserman、Rui-Qin Liu、Maryanne B. Covington、Carl P. Decicco

  DOI：10.1016/j.bmcl.2005.04.039

  日期：2005.6

  New inhibitors of tumor necrosis factor-a converting enzyme (TACE) were discovered with a pyrimidine-2,4,6-trione in place of the commonly used hydroxamic acid. These non-hydroxamate TACE inhibitors were developed by incorporating a 4-(2methyl-4-quinolinylmethoxy)phenyl group, an optimized TACE selective P1' group. Several leads were identified with IC50 values around 100 nM in a porcine TACE assay and selective over MMP-1, -2, -9, -13, and aggrecanase. (c) 2005 Elsevier Ltd. All rights reserved.