2-[1-Allyl-3-(2,6-difluoro-benzyl)-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-2-methyl-malonic acid diethyl ester | 1027033-30-2

• 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: 2-[1-Allyl-3-(2,6-difluoro-benzyl)-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-2-methyl-malonic acid diethyl ester
• 英文别名: Diethyl 2-[3-[(2,6-difluorophenyl)methyl]-2,6-dioxo-1-prop-2-enylpyrimidin-4-yl]-2-methylpropanedioate
• CAS: 1027033-30-2
• 化学式: C₂₂H₂₄F₂N₂O₆
• 分子量: 450.439
• InChiKey: JJPNMDBERPTVEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[1-Allyl-3-(2,6-difluoro-benzyl)-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-2-methyl-malonic acid diethyl ester 在 氢氧化钾 、 sodium periodate 、 四氧化锇 、 溴 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 2-[5-Bromo-3-[(2,6-difluorophenyl)methyl]-4-ethyl-2,6-dioxopyrimidin-1-yl]acetaldehyde
  参考文献：
  名称：

  Identification of 1-Arylmethyl-3- (2-aminoethyl)-5-aryluracil as Novel Gonadotropin-Releasing Hormone Receptor Antagonists

  摘要：

  Based on SAR from hicyclic GnRH antagonists such as 6-aminomethyl-7-arylpyrrolo[1,2-a]pyrimid-4-ones (1) and 2-aryl-3-aminomethylimidazolo[1,2-a]pyrimid-5-ones (2a,b), a series of novel uracil compounds (4) were derived as the GnRH antagonists. Their syntheses and initial SAR are discussed herein. This is the first time that monocycle-based GnRH receptor antagonists are reported.

  DOI：

  10.1021/jm034041s
• 作为产物：
  描述：

  1-allylbarbituric acid 在 水 、 sodium hydride 、 potassium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[1-Allyl-3-(2,6-difluoro-benzyl)-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-2-methyl-malonic acid diethyl ester
  参考文献：
  名称：

  Identification of 1-Arylmethyl-3- (2-aminoethyl)-5-aryluracil as Novel Gonadotropin-Releasing Hormone Receptor Antagonists

  摘要：

  Based on SAR from hicyclic GnRH antagonists such as 6-aminomethyl-7-arylpyrrolo[1,2-a]pyrimid-4-ones (1) and 2-aryl-3-aminomethylimidazolo[1,2-a]pyrimid-5-ones (2a,b), a series of novel uracil compounds (4) were derived as the GnRH antagonists. Their syntheses and initial SAR are discussed herein. This is the first time that monocycle-based GnRH receptor antagonists are reported.

  DOI：

  10.1021/jm034041s