N-(4-((2,5-dihydroxyphenyl)sulfonyl)phenyl)acetamide | 100867-36-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-((2,5-dihydroxyphenyl)sulfonyl)phenyl)acetamide
• 英文别名: N-[4-(2,5-Dihydroxy-benzenesulfonyl)-phenyl]-acetamide；N-[4-(2,5-dihydroxyphenyl)sulfonylphenyl]acetamide
• CAS: 100867-36-5
• 化学式: C₁₄H₁₃NO₅S
• 分子量: 307.327
• InChiKey: OQXREQZOGOFYJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-((2,5-dihydroxyphenyl)sulfonyl)phenyl)acetamide 在 盐酸 作用下， 生成 2-sulfanilyl-hydroquinone
  参考文献：
  名称：

  Jain; Iyer; Guha, Journal of the Indian Chemical Society, 1947, vol. 24, p. 220

  摘要：

  DOI：
• 作为产物：
  描述：

  对氨基苯磺酸钠 、 对苯醌 在 碘化铵 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以78%的产率得到N-(4-((2,5-dihydroxyphenyl)sulfonyl)phenyl)acetamide
  参考文献：
  名称：

  Ammonium iodide-promoted unprecedented arylsulfonylation of quinone with sodium arylsulfinates

  摘要：

  A novel ammonium iodide-promoted arylsulfonylation of quinones with sodium arylsulfinates has been explored. This reaction proceeded smoothly through unique nucleophilic addition reaction and produced the arylsulfonylation products in moderate to good yields. The reactions proceeded efficiently over a broad range of substrates with good regioselectivity and functional group tolerance. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2017.10.022

文献信息

• Electrochemical‐In‐Situ‐Oxidative Sulfonylation of Phenols with Sulfinic Acids as an Access to Sulfonylated Hydroquinones
  作者：Xue Sun、Fanjun Zhang、Kelu Yan、Wenfeng Feng、Xuejun Sun、Jianjing Yang、Jiangwei Wen

  DOI：10.1002/adsc.202100366

  日期：——

  The electrochemical in-situ oxidative sulfonylation of phenols with sulfinic acids access to sulfonylated hydroquinones has been developed. A series of sulfonylated hydroquinones were prepared under mild mediator-, catalyst- and exogenous-oxidant-free conditions. Notably, such an electrochemical in-situ-oxidative synthetic strategy presented wide functional group tolerance and amenability to gram-scale

  已经开发了苯酚与亚磺酸的电化学原位氧化磺酰化获得磺酰化氢醌。在温和的无介质、无催化剂和无外源氧化剂的条件下制备了一系列磺酰化氢醌。值得注意的是，这种电化学原位氧化合成策略表现出广泛的官能团耐受性和克级合成的适应性，产率为 62-80%。
• 142. The preparation of 4-aminophenyl sulphonyl sulphones. Part I. The reaction between aromatic sulphinic acids and quinones or quinoneimines
  作者：S. Pickholz

  DOI：10.1039/jr9460000685

  日期：——
• Synthesis and biological evaluation of novel sulfonyl-naphthalene-1,4-diols as FabH inhibitors
  作者：Mamoun M. Alhamadsheh、Norman C. Waters、Sarbjot Sachdeva、Patricia Lee、Kevin A. Reynolds

  DOI：10.1016/j.bmcl.2008.10.097

  日期：2008.12

  A series of analogs of 2-tosylnaphthalene-1,4-diol were prepared and were found to be potent 10-20 nM reversible inhibitors of the Escherichia coli FabH enzyme. The inhibitors were also effective but to a lesser degree (30 nM-5 mu M), against the Mycobacterium tuberculosis and Plasmodium falciparum FabH enzymes. Preliminary SAR studies demonstrated that the sulfonyl group and naphthalene-1,4 diol were required for activity against all enzymes but the toluene portion could be significantly altered and leads to either modest increases or decreases in activity against the three enzymes. The in vitro activity of the analogs against E. coli FabH parallel the in vivo activity against E. coli TolC strain and many of the compounds were also shown to have antimalarial activity against P. falciparum. (C) 2008 Published by Elsevier Ltd.
• Ettel; Semonsky, Collection of Czechoslovak Chemical Communications, 1948, vol. 13, p. 601,607
  作者：Ettel、Semonsky

  DOI：——

  日期：——
• 169. Chemotherapeutic agents of the sulphone type. Part I. Sulphones containing a p-aminophenyl group
  作者：James Walker

  DOI：10.1039/jr9450000630

  日期：——