3-(4-methylsulfonylphenyl)-4-(4-methoxyphenyl) thiophene | 157671-73-3

• 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: 3-(4-methylsulfonylphenyl)-4-(4-methoxyphenyl) thiophene
• 英文别名: 3-(4-Methylsulphonylphenyl)-4-(4-methoxyphenyl)thiophene；3-(4-methoxyphenyl)-4-(4-methylsulfonylphenyl)thiophene
• CAS: 157671-73-3
• 化学式: C₁₈H₁₆O₃S₂
• 分子量: 344.455
• InChiKey: MLWNUESLTIUJNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-methylsulfonylphenyl)-4-(4-methoxyphenyl) thiophene 在 溴 作用下， 以 正己烷 、 溶剂黄146 、 乙酸乙酯 为溶剂， 生成 4-(4-methylsulfonylphenyl)-3-(4-methoxyphenyl)-2-bromothiophene
  参考文献：
  名称：

  Method of treating skin related conditions

  摘要：

  一种3,4-二芳基取代噻吩类，其衍生物和类似物，包含它们的制药组合物以及使用它们治疗炎症和炎症相关疾病的方法。特别感兴趣的化合物由式I定义：其中Y为S；其中X为从氢基，卤素，低烷氧基羰基和羧基中选择的一个或两个取代基；其中R2和R3分别为芳基或杂环芳基；其中R2和R3可以选择地用来自磺酰胺基，烷基磺酰基，卤素，低烷氧基和低烷基的一个或多个基团取代；或其药学上可接受的盐。

  公开号：

  US06274590B1
• 作为产物：
  描述：

  4-甲硫基苯硼酸 在 Oxone 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 甲醇 、 乙醇 、 水 、 甲苯 为溶剂， 生成 3-(4-methylsulfonylphenyl)-4-(4-methoxyphenyl) thiophene
  参考文献：
  名称：

  Chemistry and pharmacokinetics of diarylthiophenes and terphenyls as selective COX-2 inhibitors

  摘要：

  DuP697, 2-bromo-4-(4'-sulfonylmethyl)phenyl-5-(4'-fluoro)phenylthiophene, is a selective type 2 cyclooxygenase (COX-2) inhibitor. Its relatively weak COX-2 selectivity coupled with a poor human pharmacokinetic profile led us to seek improvements on the in vitro selectivity while at the same time, addressing some of its pharmacokinetic liabilities. In this paper we discuss some strategies at solving the PK issue within a class of COX-2 inhibitors. The result of these efforts led to the discovery of a new class of COX-2 inhibitors the terphenyls, which prove to be superior alternatives to the diarylthiophenes. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00513-6

文献信息

• 3,4-diaryl thiophenes and analogs thereof having use as anti-inflammatory agents
  申请人：G.D. Searle & Co.

  公开号：US20030013744A1

  公开（公告）日：2003-01-16

  A class of 3,4-diaryl substituted thiophene, furan and pyrrole derivatives and analogs thereof, pharmaceutical compositions containing them and methods of using them to treat inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: 1 wherein Y is selected from O, S and NR 1 ; wherein R 1 is selected from hydrido and lower alkyl; wherein X is one or two substituent selected from hydrido, halo, lower alkoxycarbonyl and carboxyl; wherein R 2 and R 3 are independently aryl or heteroaryl; and wherein R 2 and R 3 are optionally substituted at a substitutable position with one or more radicals selected from sulfamyl, alkylsulfonyl, halo, lower alkoxy and lower alkyl; or a pharmaceutically-acceptable salt thereof.

  一类3,4-二芳基取代的噻吩、呋喃和吡咯衍生物及其类似物，包括含有它们的制药组合物和使用它们治疗炎症和炎症相关疾病的方法。特别感兴趣的化合物由公式I定义：其中Y选择自O、S和NR1；其中R1选择自氢和较低的烷基；其中X是一个或两个取代基，选择自氢、卤素、较低的烷氧羰基和羧基；其中R2和R3分别为芳基或杂芳基；其中R2和R3在可取代位置上可以选择一个或多个基团进行取代，选择自磺酰胺基、烷基磺酰基、卤素、较低的烷氧基和较低的烷基；或其药学上可接受的盐。
• 3,4-Diaryl Thiophenes and analogs thereof having use as antiflammatory agents
  申请人：——

  公开号：US20020058691A1

  公开（公告）日：2002-05-16

  A class of 3,4-diaryl substituted thiophene, furan and pyrrole derivatives and analogs thereof, pharmaceutical compositions containing them and methods of using them to treat inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: 1 wherein Y is selected from O, S and NR 1 ; wherein R 1 is selected from hydrido and lower alkyl; wherein X is one or two substicuent selected from hydrido, halo, lower alkoxycarbonyl and carboxyl; wherein R 2 and R 3 are independently aryl or heteroaryl; and wherein R 2 and R 3 are optionally substituted at a substitutable position with one or more radicals selected from sulfamyl, alkylsulfonyl, halo, lower alkoxy and lower alkyl; or a pharmaceutically-acceptable salt thereof.

  一类3,4-二芳基取代噻吩、呋喃和吡咯衍生物及其类似物，含有它们的制药组合物以及使用它们治疗炎症和炎症相关疾病的方法。特别感兴趣的化合物由式I:1定义：其中Y选自O、S和NR1；其中R1选自氢和较低的烷基；其中X是一个或两个取代基，选自氢、卤素、较低的烷氧羰基和羧基；其中R2和R3独立地是芳基或杂环芳基；其中R2和R3在可取代位置上可以选择性地用一个或多个基团取代，所述基团选自磺酰胺基、烷基磺酰基、卤素、较低的烷氧基和较低的烷基；或其药学上可接受的盐。
• 3,4-diaryl thiophenes and analogs thereof having use as antiinflammatory agents
  申请人：G.D. Searle & Co.

  公开号：US20030153602A1

  公开（公告）日：2003-08-14

  A class of 3,4-diaryl substituted thiophene, furan and pyrrole derivatives and analogs thereof, pharmaceutical compositions containing them and methods of using them to treat inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: 1 wherein Y is selected from O, S and NR 1 ; wherein R 1 is selected from hydrido and lower alkyl; wherein X is one or two substituent selected from hydrido, halo, lower alkoxycarbonyl and carboxyl; wherein R 2 and R 3 are independently aryl or heteroaryl; and wherein R 2 and R 3 are optionally substituted at a substitutable position with one or more radicals selected from sulfamyl, alkylsulfonyl, halo, lower alkoxy and lower alkyl; or a pharmaceutically-acceptable salt thereof.

  一类3,4-二芳基取代的噻吩、呋喃和吡咯衍生物及其类似物，包含它们的制药组合物以及使用它们治疗炎症和炎症相关疾病的方法。特别感兴趣的化合物由式I定义：其中Y从O、S和NR1中选择；其中R1选择自氢和较低烷基；其中X是一个或两个取代基，从氢、卤素、较低烷氧基和羧基中选择；其中R2和R3分别为芳基或杂环芳基；其中R2和R3在可取代位置上可选择一个或多个基团进行取代，所述基团从磺酰胺基、烷基磺酰基、卤素、较低烷氧基和较低烷基中选择；或其药学上可接受的盐。
• 3,4-diaryl thiopenes and analogs thereof having use as antiinflammatory agents
  申请人：G.D. Searle & Co.

  公开号：US06599934B1

  公开（公告）日：2003-07-29

  A class of 3,4-diaryl substituted thiophene, furan and pyrrole derivatives and analogs thereof, pharmaceutical compositions containing them and methods of using them to treat inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: wherein Y is selected from O, S and NR1; wherein R1 is selected from hydrido and lower alkyl; wherein X is one or two substituent selected from hydrido, halo, lower alkoxycarbonyl and carboxyl; wherein R2 and R3 are independently aryl or heteroaryl; and wherein R2 and R3 are optionally substituted at a substitutable position with one or more radicals selected from sulfamyl, alkylsulfonyl, halo, lower alkoxy and lower alkyl; or a pharmaceutically-acceptable salt thereof.

  一类3,4-二芳基取代的噻吩、呋喃和吡咯衍生物及其类似物，包含它们的制药组合物和使用它们治疗炎症和炎症相关疾病的方法。特别感兴趣的化合物由式I定义：其中Y选自O、S和NR1;其中R1选自氢和较低的烷基;其中X是一个或两个取代基，选自氢、卤素、较低的烷氧羰基和羧基;其中R2和R3独立地是芳基或杂环芳基;其中R2和R3在可取代的位置上可以选择一个或多个基团进行取代，所选的基团包括磺酰胺基、烷基磺酰基、卤素、较低的烷氧基和较低的烷基;或其药学上可接受的盐。
• 3.4-diaryl thiophenes and analogs thereof having use as antiinflammatory agents
  申请人：G.D. Searle & Co.

  公开号：US06492413B2

  公开（公告）日：2002-12-10

  A class of 3,4-diaryl substituted thiophene, furan and pyrrole derivatives and analogs thereof, pharmaceutical compositions containing them and methods of using them to treat inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: wherein Y is selected from O, S and NR1; wherein R1 is selected from hydrido and lower alkyl; wherein X is one or two substituent selected from hydrido, halo, lower alkoxycarbonyl and carboxyl; wherein R2 and R3 are independently aryl or heteroaryl; and wherein R2 and R3 are optionally substituted at a substitutable position with one or more radicals selected from sulfamyl, alkylsulfonyl, halo, lower alkoxy and lower alkyl; or a pharmaceutically-acceptable salt thereof.

  一类3,4-二芳基取代噻吩、呋喃和吡咯衍生物及其类似物，含有它们的制药组合物以及使用它们用于治疗炎症和与炎症相关的疾病的方法。特别感兴趣的化合物由公式I定义：其中Y从O、S和NR1中选择；其中R1从氢和较低的烷基中选择；其中X是一个或两个取代基，从氢、卤素、较低的烷氧羰基和羧基中选择；其中R2和R3独立地是芳基或杂环芳基；并且R2和R3在可取代位置上可以用一个或多个基团从磺酰胺基、烷基磺酰基、卤素、较低的烷氧基和较低的烷基中选择进行取代；或其药学上可接受的盐。