2-(3-(3,5-dimethylbenzyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2,3-dimethylphenyl)acetamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-(3,5-dimethylbenzyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2,3-dimethylphenyl)acetamide
• 英文别名: N-(2,3-dimethylphenyl)-2-[3-[(3,5-dimethylphenyl)methyl]-2,4-dioxopyrimidin-1-yl]acetamide
• 化学式: C₂₃H₂₅N₃O₃
• 分子量: 391.47
• InChiKey: GGFWBLZIVVIIBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-二甲基溴苄 在 吡啶 、 氯化亚砜 、 lithium hydroxide monohydrate 、 水 、 potassium carbonate 作用下， 以 乙醇 、 乙二醇二乙醚 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 2-(3-(3,5-dimethylbenzyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2,3-dimethylphenyl)acetamide
  参考文献：
  名称：

  Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs

  摘要：

  In order to identify novel nonnucleoside inhibitors of HIV-1 reverse transcriptase two series of amide-containing uracil derivatives were designed as hybrids of two scaffolds of previously reported inhibitors. Subsequent biological evaluation confirmed acetamide uracil derivatives 15a-k as selective micromolar NNRTIs with a first generation-like resistance profile. Molecular modeling of the most active compounds 15c and 15i was employed to provide insight on their inhibitory properties and direct future design efforts. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.002

文献信息

• Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs
  作者：Denis A. Babkov、Vladimir T. Valuev-Elliston、Maria P. Paramonova、Alexander A. Ozerov、Alexander V. Ivanov、Alexander O. Chizhov、Anastasia L. Khandazhinskaya、Sergey N. Kochetkov、Jan Balzarini、Dirk Daelemans、Christophe Pannecouque、Katherine L. Seley-Radtke、Mikhail S. Novikov

  DOI：10.1016/j.bmc.2015.01.002

  日期：2015.3

  In order to identify novel nonnucleoside inhibitors of HIV-1 reverse transcriptase two series of amide-containing uracil derivatives were designed as hybrids of two scaffolds of previously reported inhibitors. Subsequent biological evaluation confirmed acetamide uracil derivatives 15a-k as selective micromolar NNRTIs with a first generation-like resistance profile. Molecular modeling of the most active compounds 15c and 15i was employed to provide insight on their inhibitory properties and direct future design efforts. (C) 2015 Elsevier Ltd. All rights reserved.