5-acetyl-1,3-dibenzyluracil | 875296-11-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-acetyl-1,3-dibenzyluracil
• 英文别名: 5-acetyl-1,3-dibenzylpyrimidine-2,4-dione
• CAS: 875296-11-0
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: WGQGUEGZMVQCHT-UHFFFAOYSA-N

物化性质

• 熔点：
  92-93 °C(Solv: ethanol (64-17-5))
• 沸点：
  521.3±60.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-acetyl-1,3-dibenzyluracil 在 盐酸 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 8.0h， 生成 4-(1,3-dibenzyl-1,2,3,4-tetrahydro-2,4-dioxopyrimidin-5-yl)-2-hydroxy-4-oxobut-2-enoic acid
  参考文献：
  名称：

  HIV Integrase Inhibitors with Nucleobase Scaffolds:  Discovery of a Highly Potent Anti-HIV Agent

  摘要：

  HIV integrase is essential for HIV replication. However, there are currently no integrase inhibitors in clinical use for AIDS. We have discovered a conceptually new beta-diketo acid that is a powerful inhibitor of both the 3'-processing and strand transfer steps of HIV-1 integrase. The in vitro anti-HIV data of this inhibitor were remarkable as exemplified by its highly potent antiviral therapeutic efficacy against HIVTEKI and HIV-1(NL4-3) replication in PBMC (TI > 4,000 and > 10,000, respectively).

  DOI：

  10.1021/jm0508890
• 作为产物：
  描述：

  ethyl 2-acetyl-3-ureido-2-propenoate 在 氢氧化钾 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 5-acetyl-1,3-dibenzyluracil
  参考文献：
  名称：

  HIV Integrase Inhibitors with Nucleobase Scaffolds:  Discovery of a Highly Potent Anti-HIV Agent

  摘要：

  HIV integrase is essential for HIV replication. However, there are currently no integrase inhibitors in clinical use for AIDS. We have discovered a conceptually new beta-diketo acid that is a powerful inhibitor of both the 3'-processing and strand transfer steps of HIV-1 integrase. The in vitro anti-HIV data of this inhibitor were remarkable as exemplified by its highly potent antiviral therapeutic efficacy against HIVTEKI and HIV-1(NL4-3) replication in PBMC (TI > 4,000 and > 10,000, respectively).

  DOI：

  10.1021/jm0508890

文献信息

• Diketo acids with nucleobase scaffolds: anti-HIV replication inhibitors targeted at HIV integrase
  申请人：Nair Vasu

  公开号：US20060172973A1

  公开（公告）日：2006-08-03

  A new class of diketo acids constructed on nucleobase scaffolds, designed as inhibitors of HIV replication through inhibition of HIV integrase, is described. These compounds are useful in the prevention or treatment of infection by HIV and in the treatment of AIDS and ARC, either as the compounds, or as pharmaceutically acceptable salts, with pharmaceutically acceptable carriers, used alone or in combination with antivirals, immunomodulators, antibiotics, vaccines, and other therapeutic agents. Methods of treating AIDS and ARC and methods of treating or preventing infection by HIV are also described.

  一种新型的二酮酸类化合物，构建在核碱基支架上，设计为通过抑制HIV整合酶来抑制HIV复制，这些化合物可用于预防或治疗HIV感染，治疗艾滋病和ARC，可以作为化合物或药用盐的形式，与药用载体一起使用，单独或与抗病毒药物、免疫调节剂、抗生素、疫苗和其他治疗药物联合使用。还描述了治疗艾滋病和ARC的方法，以及治疗或预防HIV感染的方法。
• Diketo acids on nucleobase scaffolds as inhibitors of Flaviviridae
  申请人：Nair Vasu

  公开号：US20060223834A1

  公开（公告）日：2006-10-05

  A new class of diketo acids constructed on nucleobase scaffolds, designed as inhibitors of HCV replication through inhibition of HCV NS5B RNA polymerase, is described. These compounds are useful in the prevention or treatment of infection by HCV and in the treatment of other Flaviviridae infections, either as the compounds, or as pharmaceutically acceptable salts, with pharmaceutically acceptable carriers, used alone or in combination with antivirals, immunomodulators, antibiotics, vaccines, and other therapeutic agents. Methods of treating HCV and methods of treating or preventing infection by HCV are also described.

  一种新型的二酮酸类化合物，构建在核碱基支架上，设计为通过抑制HCV NS5B RNA聚合酶来抑制HCV复制，这些化合物可用于预防或治疗HCV感染，以及治疗其他黄病毒科感染，可以作为化合物或药用盐的形式，与药用载体一起使用，单独或与抗病毒药物、免疫调节剂、抗生素、疫苗和其他治疗药物联合使用。还描述了治疗HCV的方法以及治疗或预防HCV感染的方法。
• WO2007/106450
  申请人：——

  公开号：——

  公开（公告）日：——
• DIKETO ACIDS WITH NUCLEOBASE SCAFFOLDS: ANTI-HIV REPLICATION INHIBITORS TARGETED AT HIV INTEGRASE
  申请人：THE UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC.

  公开号：EP1848697A2

  公开（公告）日：2007-10-31
• US7250421B2
  申请人：——

  公开号：US7250421B2

  公开（公告）日：2007-07-31