5-acetyl-6-methyl-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-3,4-dihydropyrimidin-2(1H)-one | 1315320-85-4

• 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: 5-acetyl-6-methyl-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-3,4-dihydropyrimidin-2(1H)-one
• 英文别名: 5-Acetyl-4-methyl-6-phenyl-3-(3-trimethylsilylprop-2-ynyl)-1,6-dihydropyrimidin-2-one；5-acetyl-4-methyl-6-phenyl-3-(3-trimethylsilylprop-2-ynyl)-1,6-dihydropyrimidin-2-one
• CAS: 1315320-85-4
• 化学式: C₁₉H₂₄N₂O₂Si
• 分子量: 340.497
• InChiKey: LVPFCIXHGDXKOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-acetyl-6-methyl-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-3,4-dihydropyrimidin-2(1H)-one 在 四氯金酸水合物 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 4-acetyl-3-phenyl-6-(trimethylsilyl)-2,3,7,8-tetrahydro-1H-pyrido[1,2-c]pyrimidin-1-one
  参考文献：
  名称：

  Gold Catalyzed Cyclization of Alkyne-Tethered Dihydropyrimidones

  摘要：

  Dihydropyrimidones are an important class of biologically active heterocycles accessible from the multicomponent Biginelli condensation. Further manipulation of the dihydropyrimidone skeleton gives access to unique heterocycles. Presented herein is a Au-catalyzed cyclization of alkyne-tethered dihydropyrimidones to yield pyridopyrimidones.

  DOI：

  10.1021/ol2015658
• 作为产物：
  描述：

  5-乙酰基-6-甲基-4-苯基-3,4-二氢-1H-嘧啶-2-酮 在 哌啶 、 4-二甲氨基吡啶 、 偶氮二甲酸二异丙酯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 2.0h， 生成 5-acetyl-6-methyl-4-phenyl-1-(3-(trimethylsilyl)prop-2-yn-1-yl)-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Gold Catalyzed Cyclization of Alkyne-Tethered Dihydropyrimidones

  摘要：

  Dihydropyrimidones are an important class of biologically active heterocycles accessible from the multicomponent Biginelli condensation. Further manipulation of the dihydropyrimidone skeleton gives access to unique heterocycles. Presented herein is a Au-catalyzed cyclization of alkyne-tethered dihydropyrimidones to yield pyridopyrimidones.

  DOI：

  10.1021/ol2015658

文献信息

• Pyridopyrimidinone inhibitors of viruses
  申请人：Trustees of Boston University

  公开号：US09567331B2

  公开（公告）日：2017-02-14

  Provided herein are novel small molecule pyridomyrimidone viral inhibitor agents of Formula (I), such as 4-acetyl-2,3,7,8-tetrahydro-3-phenylpyrido[1,2-f]pyrimidin-1-one, and methods of using pharmaceutical or therapeutic compositions comprising such viral inhibitor agents of Formula (I) in inhibiting and treating viral infections including orthopox and retroviral infections. Methods of synthesizing such agents are also provided herein.

  本文提供了一种新型小分子吡啶并嘧啶病毒抑制剂，其化学式为（I），例如4-乙酰基-2,3,7,8-四氢-3-苯基吡啶[1,2-f]嘧啶-1-酮，并提供了使用这种化合物制成药物或治疗组合物来抑制和治疗包括正痘病毒和逆转录病毒在内的病毒感染的方法。本文还提供了合成这种化合物的方法。
• Identification of Small Molecules with Improved Potency against Orthopoxviruses from Vaccinia to Smallpox
  作者：Lauren E. Brown、Scott Seitz、Ashley V. Kondas、Paul T. Marcyk、Claire Marie Filone、Mohammad M. Hossain、Scott E. Schaus、Victoria A. Olson、John H. Connor

  DOI：10.1128/aac.00841-22

  日期：2022.11.15

  The genus Orthopoxvirus contains several human pathogens, including vaccinia, monkeypox, cowpox, and variola virus, the causative agent of smallpox. Although there are a few effective vaccines, widespread prophylactic vaccination has ceased and is unlikely to resume, making therapeutics increasingly important to treat poxvirus disease.

  正痘病毒属包含几种人类病原体，包括疫苗、猴痘、牛痘和天花的病原体水痘病毒。虽然有几种有效的疫苗，但广泛的预防性疫苗接种已经停止，而且不太可能恢复，因此治疗痘病毒疾病的疗法变得越来越重要。
• Gold Catalyzed Cyclization of Alkyne-Tethered Dihydropyrimidones
  作者：Lauren E. Brown、Peng Dai、John A. Porco、Scott E. Schaus

  DOI：10.1021/ol2015658

  日期：2011.8.19

  Dihydropyrimidones are an important class of biologically active heterocycles accessible from the multicomponent Biginelli condensation. Further manipulation of the dihydropyrimidone skeleton gives access to unique heterocycles. Presented herein is a Au-catalyzed cyclization of alkyne-tethered dihydropyrimidones to yield pyridopyrimidones.