5-(4-Benzyloxy-benzyl)-pyrimidine-2,4,6-trione

• 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-Benzyloxy-benzyl)-pyrimidine-2,4,6-trione
• 英文别名: 5-[(4-Benzyloxyphenyl)methyl]hexahydropyrimidine-2,4,6-trione；5-[(4-phenylmethoxyphenyl)methyl]-1,3-diazinane-2,4,6-trione
• 化学式: C₁₈H₁₆N₂O₄
• 分子量: 324.336
• InChiKey: VCKAXUDGJJEUGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(4-(benzyloxy)benzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 5-(4-Benzyloxy-benzyl)-pyrimidine-2,4,6-trione
  参考文献：
  名称：

  Uridine phosphorylase inhibitors: Chemical modification of benzyloxybenzyl-barbituric acid and its effects on UrdPase inhibition

  摘要：

  5-(o-Benzyloxy)benzylbarbituric acid (6) and 5-(p-benzyloxy)benzylbarbituric acid (7) were prepared and their inhibitory activities compared to 5-(m-benzyloxy)-benzylbarbituric acid (BBB) a known, potent inhibitor of uridine phosphorylase (UrdPase). Compounds 6 and 7 were 18-fold and 51-fold less active, respectively, than BBB in inhibiting UrdPase. These data provide solid evidence that the 5-benzylbarbituric acids possessing meta substituents are the most active inhibitors. In addition, 2-thioBBB (11) was synthesized and it was shown to be as active an inhibitor as BBB. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00238-3

文献信息

• Uridine phosphorylase inhibitors: Chemical modification of benzyloxybenzyl-barbituric acid and its effects on UrdPase inhibition
  作者：David J. Guerin、Daniel Mazeas、Manoj S. Musale、Fardos N.M. Naguib、Omar N. Al Safarjalani、Mahmoud H. el Kouni、Raymond P. Panzica

  DOI：10.1016/s0960-894x(99)00238-3

  日期：1999.6

  5-(o-Benzyloxy)benzylbarbituric acid (6) and 5-(p-benzyloxy)benzylbarbituric acid (7) were prepared and their inhibitory activities compared to 5-(m-benzyloxy)-benzylbarbituric acid (BBB) a known, potent inhibitor of uridine phosphorylase (UrdPase). Compounds 6 and 7 were 18-fold and 51-fold less active, respectively, than BBB in inhibiting UrdPase. These data provide solid evidence that the 5-benzylbarbituric acids possessing meta substituents are the most active inhibitors. In addition, 2-thioBBB (11) was synthesized and it was shown to be as active an inhibitor as BBB. (C) 1999 Elsevier Science Ltd. All rights reserved.