1-(2-羟基乙氧基甲基)-3-[[3-(苯基甲氧基)苯基]甲基]-1,3-二嗪农-2,4,6-三酮 | 138660-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1-(2-羟基乙氧基甲基)-3-[[3-(苯基甲氧基)苯基]甲基]-1,3-二嗪农-2,4,6-三酮
• 英文名称: 5-(benzyloxybenzyl)barbituric acid acyclonucleoside
• 英文别名: 5-(m-benzyloxy)benzylbarbituric acid acyclonucleoside；1-<(2-hydroxyethoxy)methyl>-5-(m-benzyloxy)benzylbarbituric acid；BBBA；1-[(2-hydroxyethoxy)methyl]-5-(m-benzyloxy)benzylbarbituric acid；1-(2-Hydroxyethoxymethyl)-5-[(3-phenylmethoxyphenyl)methyl]-1,3-diazinane-2,4,6-trione
• CAS: 138660-09-0
• 化学式: C₂₁H₂₂N₂O₆
• 分子量: 398.415
• InChiKey: KTBGXWUGOOTKNO-UHFFFAOYSA-N

物化性质

• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-<(2-acetoxyethoxy)methyl>barbituric acid 在 sodium tetrahydroborate 、 sodium methylate 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 8.0h， 生成 1-(2-羟基乙氧基甲基)-3-[[3-(苯基甲氧基)苯基]甲基]-1,3-二嗪农-2,4,6-三酮
  参考文献：
  名称：

  Tzeng, Cherng-Chyi; Panzica, Raymond P.; Naguib, Fardos N.M., Journal of Heterocyclic Chemistry, 1993, vol. 30, # 5, p. 1399 - 1404

  摘要：

  DOI：

文献信息

• Exploring new inhibitors of Plasmodium falciparum purine nucleoside phosphorylase
  作者：Huaqing Cui、Gian Filippo Ruda、Juana Carrero-Lérida、Luis M. Ruiz-Pérez、Ian H. Gilbert、Dolores González-Pacanowska

  DOI：10.1016/j.ejmech.2010.08.026

  日期：2010.11

  Plasmodium falciparum purine nucleoside phosphorylase (PfPNP) has a central role in purine salvage and inhibitors of the enzyme have been shown to have antiplasmodial activity. The enzyme preferentially uses inosine as substrate (K-m = 51 mu M, k(cat)/K-m = 7.4 x 10(4) M-1 s(-1)), but can also use uridine, albeit less efficiently (K-m = 85 mu M, k(cat)/K-m = 306 M-1 s(-1)). In an effort to identify new PfPNP inhibitors, two series of compounds were prepared. Series 1 was based on known human uridine phosphorylase inhibitors whilst series 2 was uracil equivalents of purine-based PNP transition state inhibitors. These two series of compounds were assayed for inhibition of both PfPNP activity and growth of P. falciparum. The transition state analogues were found to be moderate inhibitors of PfPNP (most potent compound, K-i = 6 mu M). (C) 2010 Elsevier Masson SAS. All rights reserved.
• Tzeng, Cherng-Chyi; Panzica, Raymond P.; Naguib, Fardos N.M., Journal of Heterocyclic Chemistry, 1993, vol. 30, # 5, p. 1399 - 1404
  作者：Tzeng, Cherng-Chyi、Panzica, Raymond P.、Naguib, Fardos N.M.、Kouni, Mahmoud H. el

  DOI：——

  日期：——