2-Bromo-3-(4-methylsulfanylphenyl)thiophene | 1055998-25-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-Bromo-3-(4-methylsulfanylphenyl)thiophene
• CAS: 1055998-25-8
• 化学式: C₁₁H₉BrS₂
• 分子量: 285.228
• InChiKey: DXSXKUZCASPXIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Bromo-3-(4-methylsulfanylphenyl)thiophene 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 生成 3-(4-Methanesulfonyl-phenyl)-2-p-tolyl-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
• 作为产物：
  描述：

  3-(4-(methylthio)phenyl)thiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 2.0h， 以80%的产率得到2-Bromo-3-(4-methylsulfanylphenyl)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

• 8-(3-Biaryl)phenylquinoline phosphodiesterase-4 inhibitors
  申请人：Dube Daniel

  公开号：US20060223850A1

  公开（公告）日：2006-10-05

  Novel substituted 8-phenylquinolines represented by Formula (I), wherein the phenyl group at the 8-position contains an aryl or heteroaryl substituent in the meta position, are PDE4 inhibitors.

  小说代替了公式（I）所代表的8-苯基喹啉，其中8-位置的苯基含有一个在间位的芳基或杂环芳基取代基，是PDE4抑制剂。
• 8-(3-BIARYL)PHENYLQUINOLINE PHOSPHODIESTERASE-4-INHIBITORS
  申请人：Merck Frosst Canada Ltd.

  公开号：EP1635829A1

  公开（公告）日：2006-03-22
• US7482456B2
  申请人：——

  公开号：US7482456B2

  公开（公告）日：2009-01-27
• [EN] 8-(3-BIARYL)PHENYLQUINOLINE PHOSPHODIESTERASE-4-INHIBITORS<br/>[FR] 8-(3-BIARYL)PHENYLQUINOLEINES COMME INHIBITEURS DE LA PHOSPHODIESTERASE DE TYPE 4
  申请人：MERCK FROSST CANADA INC

  公开号：WO2004096220A1

  公开（公告）日：2004-11-11

  Novel substituted 8-phenylquinolines represented by Formula (I), wherein the phenyl group at the 8-position contains an aryl or heteroaryl substituent in the meta position, are PDE4 inhibitors.