1-[3,5-Bis(azidomethyl)phenyl]ethanone | 544467-02-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[3,5-Bis(azidomethyl)phenyl]ethanone
• CAS: 544467-02-9
• 化学式: C₁₀H₁₀N₆O
• 分子量: 230.229
• InChiKey: PWYULWZIOPCRKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[3,5-Bis(azidomethyl)phenyl]ethanone 在 sodium hydroxide 、 sodium hydride 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 1.0h， 生成 4-(3,5-Bis-azidomethyl-phenyl)-2,4-dioxo-butyric acid
  参考文献：
  名称：

  Azido-Containing aryl β-Diketo acid HIV-1 integrase inhibitors

  摘要：

  Aryl beta-diketo acids (ADK) comprise a general class of potent HIV-1 integrase (IN) inhibitors, which can exhibit selective inhibition of strand transfer reactions in extracellular recombinant IN assays and provide potent antiviral effects in HIV-infected cells. Recent studies have shown that polycyclic aryl or aryl rings bearing aryl-containing substituents are components of potent members of this class. Reported herein is the first use of azido functionality as an aryl replacement in beta-diketo acid IN inhibitors. The ability of azido-containing inhibitors to exhibit potent inhibition of IN and antiviral protection in HIV-infected cells, renders the azide group of potential value in the further development of ADK-based IN inhibitors. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00059-3
• 作为产物：
  描述：

  3,5-dimethylacetophenone 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 水 、 丙酮 为溶剂， 生成 1-[3,5-Bis(azidomethyl)phenyl]ethanone
  参考文献：
  名称：

  Azido-Containing aryl β-Diketo acid HIV-1 integrase inhibitors

  摘要：

  Aryl beta-diketo acids (ADK) comprise a general class of potent HIV-1 integrase (IN) inhibitors, which can exhibit selective inhibition of strand transfer reactions in extracellular recombinant IN assays and provide potent antiviral effects in HIV-infected cells. Recent studies have shown that polycyclic aryl or aryl rings bearing aryl-containing substituents are components of potent members of this class. Reported herein is the first use of azido functionality as an aryl replacement in beta-diketo acid IN inhibitors. The ability of azido-containing inhibitors to exhibit potent inhibition of IN and antiviral protection in HIV-infected cells, renders the azide group of potential value in the further development of ADK-based IN inhibitors. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00059-3

文献信息

• Azido-Containing aryl β-Diketo acid HIV-1 integrase inhibitors
  作者：Xuechun Zhang、Godwin C.G Pais、Evguenia S Svarovskaia、Christophe Marchand、Allison A Johnson、Rajeshri G Karki、Marc C Nicklaus、Vinay K Pathak、Yves Pommier、Terrence R Burke

  DOI：10.1016/s0960-894x(03)00059-3

  日期：2003.3

  Aryl beta-diketo acids (ADK) comprise a general class of potent HIV-1 integrase (IN) inhibitors, which can exhibit selective inhibition of strand transfer reactions in extracellular recombinant IN assays and provide potent antiviral effects in HIV-infected cells. Recent studies have shown that polycyclic aryl or aryl rings bearing aryl-containing substituents are components of potent members of this class. Reported herein is the first use of azido functionality as an aryl replacement in beta-diketo acid IN inhibitors. The ability of azido-containing inhibitors to exhibit potent inhibition of IN and antiviral protection in HIV-infected cells, renders the azide group of potential value in the further development of ADK-based IN inhibitors. (C) 2003 Elsevier Science Ltd. All rights reserved.