1,3-Dimethyl-6-[(2-methyltetrahydrofuran-2-yl)methyl]pyrimidine-2,4-dione

• 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: 1,3-Dimethyl-6-[(2-methyltetrahydrofuran-2-yl)methyl]pyrimidine-2,4-dione
• 英文别名: 1,3-dimethyl-6-[(2-methyloxolan-2-yl)methyl]pyrimidine-2,4-dione
• 化学式: C₁₂H₁₈N₂O₃
• 分子量: 238.287
• InChiKey: GWEAIQGLRQUGDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  5-氯-2-戊酮 、 1,3,4-三甲基尿嘧啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 以23%的产率得到1,3-Dimethyl-6-[(2-methyltetrahydrofuran-2-yl)methyl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis, Biological Evaluation, and Pharmacophore Generation of Uracil, 4(3H)-Pyrimidinone, and Uridine Derivatives as Potent and Selective Inhibitors of Parainfluenza 1 (Sendai) Virus

  摘要：

  Several new 6-oxiranyl-, 6-oxiranylmethyluracils, and pyrimidinone derivatives, synthesized by lithiation-alkylation sequence of 1,3,6-trimethyluracil, 1,3-dimethyl-6-chloromethyluracil, and 2-alkoxy-6-methyl-4(3H)-pyrimidinones, showed a potent and selective antiviral activity against Sendai virus (SV) replication. To gain insight into the structural features required for SV inhibition activity, the new compounds were submitted to a pharmacophore generation procedure using the program Catalyst. The resulting pharmacophore model showed high correlation and predictive power. It also rationalized the relationships between structural properties and biological data of these inhibitors of SV replication.

  DOI：

  10.1021/jm010938i

文献信息

• Synthesis, Biological Evaluation, and Pharmacophore Generation of Uracil, 4(3<i>H</i>)-Pyrimidinone, and Uridine Derivatives as Potent and Selective Inhibitors of Parainfluenza 1 (Sendai) Virus
  作者：Raffaele Saladino、Claudia Crestini、Anna Teresa Palamara、Maria Chiara Danti、Fabrizio Manetti、Federico Corelli、E. Garaci、Maurizio Botta

  DOI：10.1021/jm010938i

  日期：2001.12.1

  Several new 6-oxiranyl-, 6-oxiranylmethyluracils, and pyrimidinone derivatives, synthesized by lithiation-alkylation sequence of 1,3,6-trimethyluracil, 1,3-dimethyl-6-chloromethyluracil, and 2-alkoxy-6-methyl-4(3H)-pyrimidinones, showed a potent and selective antiviral activity against Sendai virus (SV) replication. To gain insight into the structural features required for SV inhibition activity, the new compounds were submitted to a pharmacophore generation procedure using the program Catalyst. The resulting pharmacophore model showed high correlation and predictive power. It also rationalized the relationships between structural properties and biological data of these inhibitors of SV replication.