Methyl 4-(1,3-dibenzyl-2,4-dioxopyrimidin-5-yl)-2,4-dioxobutanoate | 875296-12-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Methyl 4-(1,3-dibenzyl-2,4-dioxopyrimidin-5-yl)-2,4-dioxobutanoate
• CAS: 875296-12-1
• 化学式: C₂₃H₂₀N₂O₆
• 分子量: 420.422
• InChiKey: PPDOFSLFBBTDFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 4-(1,3-dibenzyl-2,4-dioxopyrimidin-5-yl)-2,4-dioxobutanoate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以84.2%的产率得到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 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 Methyl 4-(1,3-dibenzyl-2,4-dioxopyrimidin-5-yl)-2,4-dioxobutanoate
  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

• HIV Integrase Inhibitors with Nucleobase Scaffolds:  Discovery of a Highly Potent Anti-HIV Agent
  作者：Vasu Nair、Guochen Chi、Roger Ptak、Nouri Neamati

  DOI：10.1021/jm0508890

  日期：2006.1.1

  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).