1-(4-乙氧基苯基)-2-(4-甲磺酰基苯基)乙烷-1-酮 | 346413-00-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(4-乙氧基苯基)-2-(4-甲磺酰基苯基)乙烷-1-酮
• 中文别名: 1-(4-乙氧基苯基)-2-(4-甲磺酰基苯基)-1-乙酮
• 英文名称: 1-(4-ethoxyphenyl)-2-[4-(methylsulfonyl)phenyl]ethanone
• 英文别名: 1-(4-Ethoxyphenyl)-2-(4-methylsulfonylphenyl)ethanone
• CAS: 346413-00-1
• 化学式: C₁₇H₁₈O₄S
• 分子量: 318.394
• InChiKey: KCFDBQJCUNNTHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1-(4-乙氧基苯基)-2-(4-甲磺酰基苯基)乙烷-1-酮 、 苯肼 在 三氟化硼乙醚 、 溶剂黄146 作用下， 反应 1.5h， 以10%的产率得到2-(4-ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]-1H-indole
  参考文献：
  名称：

  2,3-Diaryl-substituted indole based COX-2 inhibitors as leads for imaging tracer development

  摘要：

  一系列含有氟或甲氧基的2,3-二芳基取代吲哚化合物通过菲舍尔吲哚合成、麦克默里环化反应或比希勒-默劳反应合成，以寻找正电子发射断层扫描（PET）放射性示踪剂开发的潜在先导化合物。

  DOI：

  10.1039/c4ra05650g
• 作为产物：
  描述：

  4-甲烷磺酰基苯乙酸 在 aluminum (III) chloride 、 氯化亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 1-(4-乙氧基苯基)-2-(4-甲磺酰基苯基)乙烷-1-酮
  参考文献：
  名称：

  2,3-Diaryl-substituted indole based COX-2 inhibitors as leads for imaging tracer development

  摘要：

  一系列含有氟或甲氧基的2,3-二芳基取代吲哚化合物通过菲舍尔吲哚合成、麦克默里环化反应或比希勒-默劳反应合成，以寻找正电子发射断层扫描（PET）放射性示踪剂开发的潜在先导化合物。

  DOI：

  10.1039/c4ra05650g

文献信息

• Application of the Catalytic Friedel-Crafts Acylation Reaction and ­Regioselectivity Correlations
  作者：Mark Wilkinson、Fabienne Saez、Wei Hon

  DOI：10.1055/s-2006-939705

  日期：——

  A correlation was found between electronic properties and regioselectivity in the Friedel-Crafts reaction of substituted phenylacetic and benzoic acids with anisole, utilising substoichiometric (down to 1 mol%) amounts of catalyst. Relative reactivities of selected catalysts for this reaction were also studied.

  在取代苯乙酸和苯甲酸与苯甲醚的 Friedel-Crafts 反应中，使用亚化学计量（低至 1 mol%）量的催化剂，发现电子特性和区域选择性之间存在相关性。还研究了用于该反应的所选催化剂的相对反应性。
• “Greener” Friedel−Crafts Acylations: A Metal- and Halogen-Free Methodology
  作者：Mark C. Wilkinson

  DOI：10.1021/ol200482s

  日期：2011.5.6

  The utility of methanesulfonic anhydride for promoting the Friedel−Crafts acylation reaction of aryl and alkyl carboxylic acids is disclosed. This reagent allows the preparation of aryl ketones in good yield with minimal waste containing no metallic or halogenated components, clearly differentiating it from other available methodologies.

  公开了甲磺酸酐用于促进芳基和烷基羧酸的Friedel-Crafts酰化反应的用途。该试剂可以以高收率制备芳基酮，而且废料最少，不含金属或卤化组分，这与其他可用方法明显不同。
• Process for the preparation of pyrazolopyridine derivatives
  申请人：——

  公开号：US20030078267A1

  公开（公告）日：2003-04-24

  1 The invention provides a process for preparing a compound of formula (I) and pharmaceutically acceptable derivatives thereof in which: R 0 is halogen, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkoxy substituted by one or more fluorine atoms, or O(CH 2 ) n NR 4 R 5 ; R 1 and R 2 are independently selected from H, C 1-6 alkyl, C 1-6 alkyl substituted by one or more fluorine atoms, C 1-6 alkoxy C 1-6 hydroxyalkyl, SC 1-6 alkyl, C(O)H, C(O)C 1-6 alkyl, C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 , (CH 2 ) n SC 1-6 alkyl or C(O)NR 4 R 5 ; with the proviso that when R 0 is at the 4-position and is halogen, at least one of R 1 and R 2 is C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 or (CH 2 ) n SC 1-6 alkyl, C(O)NR 4 R 5 ; R 3 is C 1-6 alkyl or NH 2 ; R 4 and R 5 are independently selected from H, or C 1-6 alkyl or, together with the nitrogen atom to which they are attached, form a 4-8 membered saturated ring; and n is 1-4; which comprises oxidizing a corresponding compound of formula (II) or an isomer thereof.

  本发明提供了一种制备式(I)化合物及其药学可接受衍生物的方法，其中：R0为卤素，C1-6烷基，C1-6烷氧基，C1-6烷氧基被一个或多个氟原子取代，或O(CH2)nNR4R5; R1和R2分别选自H，C1-6烷基，C1-6烷基被一个或多个氟原子取代，C1-6烷氧基，C1-6羟基烷基，SC1-6烷基，C（O）H，C（O）C1-6烷基，C1-6烷基磺酰基，C1-6烷氧基被一个或多个氟原子取代，O( )nCO2C1-6烷基，O( nSC1-6烷基，( )nNR4R5，( )nSC1-6烷基或C（O）NR4R5; 前提是当R0位于4位且为卤素时，R1和R2中至少有一个为C1-6烷基磺酰基，C1-6烷氧基被一个或多个氟原子取代，O( )nCO2C1-6烷基，O( )nSC1-6烷基，( )nNR4R5或( )nSC1-6烷基，C（O）NR4R5; R3为C1-6烷基或NH2; R4和R5分别选自H或C1-6烷基，或与它们连接的氮原子一起形成4-8成员饱和环; n为1-4;其中包括氧化式(II)化合物或其异构体的相应化合物。
• [EN] PROCESS FOR THE PREPARATION OF PYRAZOLOPYRIDAZINE DERIVATIVES<br/>[FR] PROCEDE DE PREPARATION DE DERIVES DE PYRAZOLOPYRIDAZINE
  申请人：GLAXO GROUP LTD

  公开号：WO2001046194A2

  公开（公告）日：2001-06-28

  The invention provides a process for preparing a compound of formula (I) and pharmaceutically acceptable derivatives thereof in which: R0 is halogen, C¿1-6?alkyl, C1-6alkoxy, C1-6alkoxy substituted by one or more fluorine atoms, or O(CH2)nNR?4R5; R1 and R2¿ are independently selected from H, C¿1-6?alkyl, C1-6alkyl substituted by one or more fluorine atoms, C1-6alkoxy, C1-6hydroxyalkyl, SC1-6alkyl, C(O)H, C(O)C1-6alkyl, C1-6alkylsulphonyl, C1-6alkoxy substituted by one or more fluorine atoms, O(CH2)nCO2C1-6alkyl, O(CH2nSC1-6alkyl, (CH2)nNR?4R5, (CH¿2)nSC1-6alkyl or C(O)NR4R5; with the proviso that when R0 is at the 4-position and is halogen, at least one of R?1 and R2¿ is C¿1-6?alkylsulphonyl, C1-6alkoxy substituted by one or more fluorine atoms, O(CH2)nCO2C1-6alkyl, O(CH2)nSC1-6alkyl, (CH2)nNR?4R5¿ or (CH¿2?)nSC1-6alkyl, C(O)NR?4R5; R3¿ is C¿1-6?alkyl or NH2; R?4 and R5¿ are independently selected from H, or C¿1-6?alkyl or, together with the nitrogen atom to which they are attached, form a 4-8 membered saturated ring; and n is 1-4;which comprises oxidising a corresponding compound of formula (II) or an isomer thereof.

  本发明提供了一种制备式（I）化合物及其药学可接受衍生物的方法，其中：R0为卤素、C1-6烷基、C1-6烷氧基、被1个或多个氟原子取代的C1-6烷氧基，或O(CH2)nNR4R5；R1和R2'独立选择自H、C1-6烷基、被1个或多个氟原子取代的C1-6烷基、C1-6烷氧基、C1-6羟基烷基、SC1-6烷基、C（O）H、C（O）C1-6烷基、C1-6烷基磺酰基、被1个或多个氟原子取代的C1-6烷氧基、O( )nCO2C1-6烷基、O( )nSC1-6烷基、（ )nNR4R5、（ )nSC1-6烷基或C（O）NR4R5；但当R0位于4位且为卤素时，R1和R2'中至少有一个为C1-6烷基磺酰基、被1个或多个氟原子取代的C1-6烷氧基、O( )nCO2C1-6烷基、O( )nSC1-6烷基、（ )nNR4R5或（ )nSC1-6烷基、C（O）NR4R5；R3'为C1-6烷基或NH2；R4和R5'独立选择自H或C1-6烷基，或与它们所连接的氮原子共同形成4-8个成员的饱和环；n为1-4；其中包括氧化式（II）的相应化合物或其异构体。
• Efficient synthesis of the selective COX-2 inhibitor GW406381X
  作者：Andrew J. Whitehead、Richard A. Ward、Martin F. Jones

  DOI：10.1016/j.tetlet.2006.12.045

  日期：2007.2

  An efficient synthesis of the selective COX-2 inhibitor GW406381X is described via a novel intramolecular Mannich-type cyclisation to construct the pyrazolo-[1,5a]-pyridazine heterocyclic core. (c) 2006 Elsevier Ltd. All rights reserved.