hydroxy-4 α-naphtyl-5 pyrimidine | 22433-70-1

• 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: hydroxy-4 α-naphtyl-5 pyrimidine
• 英文别名: 5-(naphthalen-1-yl)pyrimidin-4-ol；4-Hydroxy-5α-naphthylpyrimidin；5-naphthalen-1-yl-3H-pyrimidin-4-one；5-(1-Naphthalenyl)-4(3H)-pyrimidinone；5-naphthalen-1-yl-1H-pyrimidin-6-one
• CAS: 22433-70-1
• 化学式: C₁₄H₁₀N₂O
• 分子量: 222.246
• InChiKey: RAXDFQVEYOEGOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  hydroxy-4 α-naphtyl-5 pyrimidine 以 乙醚 、 氯仿 为溶剂， 反应 3.0h， 生成 1-Methyl-5-naphthalen-1-yl-1H-pyrimidin-4-one
  参考文献：
  名称：

  Tsatsaronis, Gheorghios; Grekou-Lazana, Domniki, Bulletin de la Societe Chimique de France, 1980, vol. 2, # 11-12, p. 559 - 564

  摘要：

  DOI：
• 作为产物：
  描述：

  1-萘硼酸 、 5-溴嘧啶-4-酮 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.0h， 生成 hydroxy-4 α-naphtyl-5 pyrimidine
  参考文献：
  名称：

  Arylazolyl(azinyl)thioacetanilides. Part 16: Structure-based bioisosterism design, synthesis and biological evaluation of novel pyrimidinylthioacetanilides as potent HIV-1 inhibitors

  摘要：

  A series of novel pyrimidinylthioacetanilides were designed, synthesized, and evaluated for their biological activity as potent HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). Most of the tested compounds were proved to be effective in inhibiting HIV-1 (IIIB) replication with EC50 ranging from 0.15 μM to 24.2 μM, thereinto compound 15 was the most active lead with favorable inhibitory activity against HIV-1 (IIIB) (EC50=0.15 μM, SI=684). Besides, compound 6 displayed moderate inhibition against the double-mutated HIV-1 strain (K103N/Y181C) (EC50=3.9 μM). Preliminary structure-activity relationships (SARs), structure-cytotoxicity relationships (SCRs) data, and molecular modeling studies were discussed as well, which may provide valuable insights for further optimizations.

  DOI：

  10.1016/j.bmc.2014.08.001

文献信息

• Arylazolyl(azinyl)thioacetanilides. Part 16: Structure-based bioisosterism design, synthesis and biological evaluation of novel pyrimidinylthioacetanilides as potent HIV-1 inhibitors
  作者：Xiao Li、Xueyi Lu、Wenmin Chen、Huiqing Liu、Peng Zhan、Christophe Pannecouque、Jan Balzarini、Erik De Clercq、Xinyong Liu

  DOI：10.1016/j.bmc.2014.08.001

  日期：2014.10

  A series of novel pyrimidinylthioacetanilides were designed, synthesized, and evaluated for their biological activity as potent HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). Most of the tested compounds were proved to be effective in inhibiting HIV-1 (IIIB) replication with EC50 ranging from 0.15 μM to 24.2 μM, thereinto compound 15 was the most active lead with favorable inhibitory activity against HIV-1 (IIIB) (EC50=0.15 μM, SI=684). Besides, compound 6 displayed moderate inhibition against the double-mutated HIV-1 strain (K103N/Y181C) (EC50=3.9 μM). Preliminary structure-activity relationships (SARs), structure-cytotoxicity relationships (SCRs) data, and molecular modeling studies were discussed as well, which may provide valuable insights for further optimizations.
• Tsatsaronis, Gheorghios; Grekou-Lazana, Domniki, Bulletin de la Societe Chimique de France, 1980, vol. 2, # 11-12, p. 559 - 564
  作者：Tsatsaronis, Gheorghios、Grekou-Lazana, Domniki

  DOI：——

  日期：——