2-bromo-1-(4-(phenylsulfonyl)phenyl)ethan-1-one | 4779-37-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-1-(4-(phenylsulfonyl)phenyl)ethan-1-one
• 英文别名: 1-(4-benzenesulfonyl-phenyl)-2-bromoethanone；2-bromo-1-(4-(phenylsulfonyl)phenyl)ethanone；4-Bromacetyl-diphenylsulfon；2-Bromo-1-[4-(phenylsulfonyl)phenyl]ethanone；1-[4-(benzenesulfonyl)phenyl]-2-bromoethanone
• CAS: 4779-37-7
• 化学式: C₁₄H₁₁BrO₃S
• 分子量: 339.21
• InChiKey: AQQNYOUDJMZJFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(4-(phenylsulfonyl)phenyl)ethan-1-one 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.92h， 生成 6-benzenesulfonyl-7-(4-benzenesulfonylphenyl)-3-(4-methoxyphenylazo)pyrazolo[1,5-a]pyrimidin-2-ylamine
  参考文献：
  名称：

  含有单和二苯磺酰基的新型吡唑并嘧啶的合成和抗菌评价

  摘要：

  通过 2-(苯磺酰基)-1-(4-(苯磺酰基)苯基)ethan-1-one, 2-benzosulfonyl 的反应合成了一系列含有苯磺酰基的新型吡唑并[1,5-a]嘧啶环系统-1-(4-苯磺酰基-苯基)-3-二甲氨基-丙烯酮和3-(二甲氨基)-1-(4-(苯磺酰基)苯基)prop-2-en-1-各具有多种取代的氨基偶氮吡唑衍生物合二为一锅反应策略。讨论了所提出的结构及其反应机理，并用所有可能的光谱数据证明了这一点。新砜衍生物的抗菌活性结果表明，几种衍生物的活性超过了参考药物的活性。与预期相反，

  DOI：

  10.3390/molecules24214009
• 作为产物：
  描述：

  1-[4-(苯磺基）苯基]乙酮 在 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 生成 2-bromo-1-(4-(phenylsulfonyl)phenyl)ethan-1-one
  参考文献：
  名称：

  微波辅助合成新型唑类、吖嗪类和唑并嗪类抗肿瘤药物，悬挂在苯砜部分和 VEGFR-2 激酶的分子对接

  摘要：

  本研究文章包含两种有价值的起始苯砜 - 烯胺酮，它们在微波辐射下在短时间内以优异的收率合成。这两种烯胺酮与亲核试剂和亲电试剂反应，得到带有苯砜部分的新型杂环。基于它们的光谱数据研究了所有制备的苯砜衍生物的结构及其机理途径。此外，在体外筛选了17 种苯砜衍生物对 HepG-2 和 HCT-116 细胞系的抗癌活性。化合物 5 和 7 与阿霉素对 HepG-2 细胞系具有同等效力。此外，二苯砜衍生物 5 对人结肠癌细胞系的效力是阿霉素的 3 倍，IC 50 = 3.9 和 9.4 μg/mL，分别。值得注意的是，化合物 10 对两种测试细胞系的活性是阿霉素的 2 倍。还进行了标题化合物与 VEGFR-2 激酶的对接研究。

  DOI：

  10.1016/j.molstruc.2021.131657

文献信息

• Catalytic dehydrogenative dual functionalization of ethers: dealkylation–oxidation–bromination accompanied by C–O bond cleavage via aerobic oxidation of bromide
  作者：Katsuhiko Moriyama、Tsukasa Hamada、Yu Nakamura、Hideo Togo

  DOI：10.1039/c7cc02166f

  日期：——

  A catalytic dehydrogenative dual functionalization (DDF) of ethers via oxidation, dealkylation, and α-bromination by the aerobic oxidation of bromide was developed to obtain the corresponding α-bromo ketones in high yields. In particular, the reaction of substituted tetrahydrofurans as cyclic ethers provided 3,3-dibromo tetrahydrofuran-2-ols in high yields selectively through the double α-bromination

  通过溴的需氧氧化，通过氧化，脱烷基和α-溴化反应，开发了醚的催化脱氢双官能化（DDF），以高收率获得了相应的α-溴代酮。特别地，取代的四氢呋喃作为环醚的反应通过双α-溴化选择性地以高收率提供了3,3-二溴四氢呋喃-2-醇。
• [EN] BIARYL INHIBITORS OF THE SODIUM CHANNEL<br/>[FR] INHIBITEURS BIARYLE DU CANAL SODIQUE
  申请人：ZALICUS PHARMACEUTICALS LTD

  公开号：WO2013131018A1

  公开（公告）日：2013-09-06

  The invention relates to compounds useful in treating conditions associated with voltage- gated ion channel function, particularly conditions associated with sodium channel activity. More specifically, the invention concerns biaryl derivatives (e.g., compounds according to any of Formulas (I)-(XII) or Compounds (l)-(372) of Table 1) that are that are useful in treatment of conditions such as epilepsy, cancer, pain, migraine, Parkinson's Disease, mood disorders, schizophrenia, psychosis, tinnitus, amyotropic lateral sclerosis, glaucoma, ischaemia, spasticity disorders, obsessive compulsive disorder, restless leg syndrome and Tourette syndrome.

  该发明涉及与电压门控离子通道功能相关的化合物，特别是与钠通道活性相关的病症。更具体地说，该发明涉及联萘衍生物（例如，根据表1的任一公式（I）-（XII）或化合物（l）-（372）的化合物），这些化合物可用于治疗癫痫、癌症、疼痛、偏头痛、帕金森病、情绪障碍、精神分裂症、精神病、耳鸣、肌萎缩性侧索硬化、青光眼、缺血、痉挛性障碍、强迫症、不安腿综合征和抽动症等病症的治疗。
• Synthesis and evaluation of non-dimeric HCV NS5A inhibitors
  作者：Franck Amblard、Hongwang Zhang、Longhu Zhou、Junxing Shi、Drew R. Bobeck、James H. Nettles、Satish Chavre、Tamara R. McBrayer、Philip Tharnish、Tony Whitaker、Steven J. Coats、Raymond F. Schinazi

  DOI：10.1016/j.bmcl.2013.02.023

  日期：2013.4

  Based on the symmetrical bidentate structure of the NS5A inhibitor BMS-790052, a series of new monodentate molecules were designed. The synthesis of 36 new non-dimeric NS5A inhibitors is reported along with their ability to block HCV replication in an HCV 1b replicon system. Among them compound 5a showed picomolar range activity along with an excellent selectivity index (SI > 90,000). (C) 2013 Elsevier Ltd. All rights reserved.
• Antibacterial Agents. Some New Halomethyl Aryl Ketones
  作者：G. Cavallini、E. Massarani、D. Nardi、L. Mauri、F. Tenconi、F. Pacchiano、P. Mantegazza

  DOI：10.1021/jm00341a025

  日期：1963.9
• Ultrasound-assisted synthesis of novel 1,2,3-triazoles coupled diaryl sulfone moieties by the CuAAC reaction, and biological evaluation of them as antioxidant and antimicrobial agents
  作者：Mohamed F. Mady、Ghada E.A. Awad、Kåre B. Jørgensen

  DOI：10.1016/j.ejmech.2014.07.042

  日期：2014.9

  A series of 1,2,3-triazoles coupled diaryl sulfone containing compounds were synthesized by the copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) reaction in benign solvents under ultrasound irradiation. In situ formation of azides from α-bromoketones together with the CuAAC reaction in one pot allowed safe handling and good availability of azides for the development of a small library of compounds. The sonication reduced reaction time and increased yields compared to otherwise same conditions. All synthesized compounds were evaluated for antibacterial, antifungal and antioxidant activities. Compounds 3b, 6b and 9e-9g were found to be the most potent antifungal agents with minimal inhibitory concentration (MIC) at 25 μg/mL; moreover other compounds revealed good to moderate antimicrobial activity. Compound 8e showed an excellent antioxidant activity using a DPPH free radical scavenging assay.