Methyl 4,9-dioxobenzo[f][1,2]benzoxazole-3-carboxylate | 1200406-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Methyl 4,9-dioxobenzo[f][1,2]benzoxazole-3-carboxylate
• CAS: 1200406-00-3
• 化学式: C₁₃H₇NO₅
• 分子量: 257.202
• InChiKey: IPKNQIJCDYJESE-UHFFFAOYSA-N

物化性质

• 沸点：
  492.4±45.0 °C(Predicted)
• 密度：
  1.486±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  86.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二氯-1,4-萘醌 、 乙醇 、 硝基乙酸甲酯 在 N,N-二异丙基乙胺 作用下， 反应 6.5h， 以33%的产率得到Methyl 4,9-dioxobenzo[f][1,2]benzoxazole-3-carboxylate
  参考文献：
  名称：

  Reaction of naphthoquinones with substituted nitromethanes. Facile synthesis and antifungal activity of naphtho[2,3-d]isoxazole-4,9-diones

  摘要：

  We report here a simple entry into naphtho[2,3-d]isoxazole-4,9-dione system containing a EWG in position 3 using the readily available 2,3-dichloro-1,4-naphthoquinone and nitromethyl derivatives in the presence of base. Antifungal activity of synthesised naphthoquinones was evaluated against ATCC and PYCC reference strains of Candida. The results suggest that the naphtho[2,3-d]isoxazole-4,9-dione scaffold has the potential to be developed into novel and safe therapeutic antifungal agents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.137

文献信息

• Reaction of naphthoquinones with substituted nitromethanes. Facile synthesis and antifungal activity of naphtho[2,3-d]isoxazole-4,9-diones
  作者：Maria M.M. Santos、Natália Faria、Jim Iley、Simon J. Coles、Michael B. Hursthouse、M. Luz Martins、Rui Moreira

  DOI：10.1016/j.bmcl.2009.10.137

  日期：2010.1

  We report here a simple entry into naphtho[2,3-d]isoxazole-4,9-dione system containing a EWG in position 3 using the readily available 2,3-dichloro-1,4-naphthoquinone and nitromethyl derivatives in the presence of base. Antifungal activity of synthesised naphthoquinones was evaluated against ATCC and PYCC reference strains of Candida. The results suggest that the naphtho[2,3-d]isoxazole-4,9-dione scaffold has the potential to be developed into novel and safe therapeutic antifungal agents. (C) 2009 Elsevier Ltd. All rights reserved.