3-Benzyl-1-[2-(4-methylphenoxy)ethyl]quinazoline-2,4-dione | 1424798-83-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-Benzyl-1-[2-(4-methylphenoxy)ethyl]quinazoline-2,4-dione
• 英文别名: 3-benzyl-1-[2-(4-methylphenoxy)ethyl]quinazoline-2,4-dione
• CAS: 1424798-83-3
• 化学式: C₂₄H₂₂N₂O₃
• 分子量: 386.45
• InChiKey: MANHDYQMBSKQIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2-溴乙氧基)-4-甲基苯 、 3-benzylquinazoline-2,4-dione 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以89%的产率得到3-Benzyl-1-[2-(4-methylphenoxy)ethyl]quinazoline-2,4-dione
  参考文献：
  名称：

  N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  A series of phenyloxyethyl and cinnamyl derivatives of substituted uracils were synthesized and found to exhibit potent activity against HIV-RT and HIV replication in cell culture. In general, the cinnamyl derivatives proved superior to the phenyloxyethyl derivatives, however 1-[2-(4-methylphenoxy)ethyl]3-(3,5-dimethylbenzyl)uracil (19) exhibited the highest activity (EC50 = 0.27 mu M) thus confirming that the 3-benzyluracil fragment in the NNRTI structure can be regarded as a functional analogue of the benzophenone pharmacophore typically found in NNRTIs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.12.027

文献信息

• N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase
  作者：Mikhail S. Novikov、Vladimir T. Valuev-Elliston、Denis A. Babkov、Maria P. Paramonova、Alexander V. Ivanov、Sergey A Gavryushov、Anastasia L. Khandazhinskaya、Sergey N. Kochetkov、Christophe Pannecouque、Graciela Andrei、Robert Snoeck、Jan Balzarini、Katherine L. Seley-Radtke

  DOI：10.1016/j.bmc.2012.12.027

  日期：2013.3

  A series of phenyloxyethyl and cinnamyl derivatives of substituted uracils were synthesized and found to exhibit potent activity against HIV-RT and HIV replication in cell culture. In general, the cinnamyl derivatives proved superior to the phenyloxyethyl derivatives, however 1-[2-(4-methylphenoxy)ethyl]3-(3,5-dimethylbenzyl)uracil (19) exhibited the highest activity (EC50 = 0.27 mu M) thus confirming that the 3-benzyluracil fragment in the NNRTI structure can be regarded as a functional analogue of the benzophenone pharmacophore typically found in NNRTIs. (C) 2012 Elsevier Ltd. All rights reserved.