1-(4-氯苯基)磺酰基-2-硝基苯 | 61174-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-氯苯基)磺酰基-2-硝基苯
• 英文名称: 1-((4-chlorophenyl)sulfonyl)-2-nitrobenzene
• 英文别名: 4-chlorophenyl 2-nitrophenyl sulfone；(4-chloro-phenyl)-(2-nitro-phenyl)-sulfone；(4-Chlor-phenyl)-(2-nitro-phenyl)-sulfon；4'-Chlor-2-nitro-diphenylsulfon；1-(4-chlorophenylsulfonyl)-2-nitrobenzene；2-Nitrophenyl-4-chlorphenylsulfon；2-Nitrophenyl 4-chlorophenyl sulfone；1-(4-chlorophenyl)sulfonyl-2-nitrobenzene
• CAS: 61174-18-3
• 化学式: C₁₂H₈ClNO₄S
• 分子量: 297.719
• InChiKey: QKTUYJALSXYYSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-氯苯基)磺酰基-2-硝基苯 在 吡啶 、 铁粉 、 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis and antiviral/antitumor evaluation of 2-amino- and 2-carboxamido-3-arylsulfonylthiophenes and related compounds as a new class of diarylsulfones

  摘要：

  Based on general SARs previously described for anti-HIV-l diarylsulfone derivatives, a series of 2-amino- and 2-carboxamido-3-arylsulfonylthiophenes has been prepared and evaluated as potential antiviral and antitumor agents. In cell culture, some of the 2-aminothiophenes exhibited moderate and selective activity against HIV-1, with 2-amino-3-(2-nitrophenylsulfonyl)thiophene (7e) being most attractive (EC50 = 3.8 mug/mL: CC50 = > 100 mug/mL). In broad-spectrum antiviral assays, the 3-arylsulfonyl-2-(trifluoroacetamido)thio (8c-g) and 2-acetamido-3-arylsulfonyl-5-nitrothiophenes (9f-g) proved considerably active (IC50 = 0.1-10 mug/mL) against human cytomegalovirus (CMV) and/or varicella tester virus (VZV). Based on the activity of the trifluoroacetamides, ring-modified furan, N-(substituted)pyrrole, phenyl, and 3,4-thiophene analogues were prepared, and these compounds were also active against CMV and/or VZV, with the notable exception of the 3,4-thiophene derivative. In contrast to other amines, the 2-aminopyrrole precursors (13a-d) also exhibited potent activity against CMV. Unfortunately, most of these compounds displayed significant cytotoxicity against human fibroblasts, the cells supporting CMV and VZV replication, and thus selectivity indices were low. The most notable exception to this was the naphthyl-substituted aminopyrrole 13d, which exhibited both potent (IC50 = 0.3 mug/mL) and selective (CC50 = > 50 mug/mL) activity against CMV. Finally, thiophene aryl amides 8i-k displayed moderate in vitro activity against certain leukemia, breast, and colon cancer cell lines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00333-3
• 作为产物：
  描述：

  2-硝基-4'-氯二苯硫醚 在 双氧水 、 溶剂黄146 作用下， 生成 1-(4-氯苯基)磺酰基-2-硝基苯
  参考文献：
  名称：

  Cadogan,J.I.G. et al., Journal of the Chemical Society. Perkin transactions I, 1976, p. 1749 - 1757

  摘要：

  DOI：

文献信息

• Silver-Promoted Decarboxylative Sulfonylation of Aromatic Carboxylic Acids with Sodium Sulfinates
  作者：Yongqi Yu、Qianlong Wu、Da Liu、Lin Yu、Ze Tan、Gangguo Zhu

  DOI：10.1021/acs.joc.9b01333

  日期：2019.9.6

  A novel and efficient synthesis of sulfones was developed via a silver-promoted decarboxylative sulfonylation reaction between aromatic carboxylic acids and sodium sulfinates for the first time. The approach features operational simplicity and good functional group compatibility and uses readily available starting materials. Furthermore, mechanistic studies reveal that the decarboxylative sulfonylation

  首次通过芳香族羧酸与亚磺酸钠之间的银促进的脱羧磺酰化反应，开发了一种新颖，有效的砜合成方法。该方法具有操作简单和良好的功能组兼容性的特点，并使用了容易获得的起始材料。此外，机理研究表明，脱羧磺酰化反应可能通过自由基机理进行。
• Aryl and heteroaryl compounds having anti-retrovirus activity
  申请人：The University of Connecticut

  公开号：US05679695A1

  公开（公告）日：1997-10-21

  The present invention relates to a method of treating a retrovirus utilizing a compound of the formula (R.sub.2).sub.n R.sub.1 --Ar--X--Y--R(T.sub.1)(T.sub.2).sub.m I The present invention also relates to pharmaceutical compositions in which the active ingredient has a compound of formula I.

  本发明涉及一种利用化合物（R.sub.2).sub.n R.sub.1 --Ar--X--Y--R(T.sub.1)(T.sub.2).sub.m I 治疗逆转录病毒的方法。本发明还涉及药物组合物，其中活性成分具有化合物I的公式。
• ARYL AND HETEROARYL COMPOUNDS HAVING ANTI-RETROVIRUS ACTIVITY
  申请人：RESEARCH CORPORATION TECHNOLOGIES, INC.

  公开号：EP0554377A1

  公开（公告）日：1993-08-11
• EP0554377A4
  申请人：——

  公开号：EP0554377A4

  公开（公告）日：1993-10-20
• US5679695A
  申请人：——

  公开号：US5679695A

  公开（公告）日：1997-10-21