3-(Benzenesulfonyl)benzo[f][1,2]benzoxazole-4,9-dione | 1208170-64-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(Benzenesulfonyl)benzo[f][1,2]benzoxazole-4,9-dione
• CAS: 1208170-64-2
• 化学式: C₁₇H₉NO₅S
• 分子量: 339.328
• InChiKey: CNIUQSGPRNCEBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 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 、 硝甲基苯砜 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以10%的产率得到3-(Benzenesulfonyl)benzo[f][1,2]benzoxazole-4,9-dione
  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.