2-[5-Bromo-3-[(2,6-difluorophenyl)methyl]-4-ethyl-2,6-dioxopyrimidin-1-yl]acetaldehyde | 552291-28-8

• 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-[5-Bromo-3-[(2,6-difluorophenyl)methyl]-4-ethyl-2,6-dioxopyrimidin-1-yl]acetaldehyde
• CAS: 552291-28-8
• 化学式: C₁₅H₁₃BrF₂N₂O₃
• 分子量: 387.181
• InChiKey: YIGCBNLVNGPZTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[5-Bromo-3-[(2,6-difluorophenyl)methyl]-4-ethyl-2,6-dioxopyrimidin-1-yl]acetaldehyde 在 四(三苯基膦)钯 、 三乙酰氧基硼氢化钠 、 sodium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 1-(2,6-Difluoro-benzyl)-6-ethyl-5-(3-methoxy-phenyl)-3-{2-[methyl-(2-pyridin-2-yl-ethyl)-amino]-ethyl}-1H-pyrimidine-2,4-dione
  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：

  3-Allyl-1-(2,6-difluoro-benzyl)-6-ethyl-1H-pyrimidine-2,4-dione 在 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

文献信息

• Identification of 1-Arylmethyl-3- (2-aminoethyl)-5-aryluracil as Novel Gonadotropin-Releasing Hormone Receptor Antagonists
  作者：Yun-Fei Zhu、Timothy D. Gross、Zhiqiang Guo、Patrick J. Connors,、Yinghong Gao、Fabio C. Tucci、R. Scott Struthers、Greg J. Reinhart、John Saunders、Ta Kung Chen、Anne L. Killam Bonneville、Chen

  DOI：10.1021/jm034041s

  日期：2003.5.1

  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.