3-bromo-8-quinolinol-5-sulfonic acid | 374563-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-bromo-8-quinolinol-5-sulfonic acid
• 英文别名: 3,6-Bromo-8-quinolinol-5-sulfonic acid；3-bromo-8-hydroxyquinoline-5-sulfonic acid
• CAS: 374563-05-0
• 化学式: C₉H₆BrNO₄S
• 分子量: 304.121
• InChiKey: WPKUSFKZEYQGMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-bromo-8-quinolinol-5-sulfonic acid 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 为溶剂， 反应 0.5h， 以56%的产率得到3,7-dibromo-8-quinolinol-5-sulfonic acid
  参考文献：
  名称：

  Preparation and Fungitoxicity of Some Dibromo-8-quinolinols

  摘要：

  2,5-, 3,5-, 3,6-, 3,7-, 4,5-, 5,6-, 5,7-, and 6,7-dibromo-8-quinolinols were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. Most of the compounds were strongly antifungal, inhibiting five of the fungi below 1 mug/cm(3), but were somewhat less fungitoxic than the corresponding chloro analogues. M. cirinelloides was not inhibited by any of the compounds except 4,5-dibromo-8-quinolinol. This high level of fungitoxicity is attributed to intramolecular synergism.

  DOI：

  10.1007/s007060170071
• 作为产物：
  描述：

  3-bromo-8-quinolinol 在 硫酸 作用下， 以89%的产率得到3-bromo-8-quinolinol-5-sulfonic acid
  参考文献：
  名称：

  Preparation and Fungitoxicity of Some Dibromo-8-quinolinols

  摘要：

  2,5-, 3,5-, 3,6-, 3,7-, 4,5-, 5,6-, 5,7-, and 6,7-dibromo-8-quinolinols were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. Most of the compounds were strongly antifungal, inhibiting five of the fungi below 1 mug/cm(3), but were somewhat less fungitoxic than the corresponding chloro analogues. M. cirinelloides was not inhibited by any of the compounds except 4,5-dibromo-8-quinolinol. This high level of fungitoxicity is attributed to intramolecular synergism.

  DOI：

  10.1007/s007060170071

文献信息

• Preparation and Fungitoxicity of Some Dibromo-8-quinolinols
  作者：Herman Gershon、Donald D. Clarke、John J. McMahon、Muriel Gershon

  DOI：10.1007/s007060170071

  日期：2001.7

  2,5-, 3,5-, 3,6-, 3,7-, 4,5-, 5,6-, 5,7-, and 6,7-dibromo-8-quinolinols were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. Most of the compounds were strongly antifungal, inhibiting five of the fungi below 1 mug/cm(3), but were somewhat less fungitoxic than the corresponding chloro analogues. M. cirinelloides was not inhibited by any of the compounds except 4,5-dibromo-8-quinolinol. This high level of fungitoxicity is attributed to intramolecular synergism.