3,5-diethoxyphenyl trifluoromethanesulfonate | 236747-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-diethoxyphenyl trifluoromethanesulfonate
• 英文别名: (3,5-diethoxyphenyl) trifluoromethanesulfonate
• CAS: 236747-80-1
• 化学式: C₁₁H₁₃F₃O₅S
• 分子量: 314.282
• InChiKey: KPYQLMADFUDBKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,5-diethoxyphenyl trifluoromethanesulfonate 在 sodium hydroxide 、 tris(dibenzylideneacetone)dipalladium (0) 、 三苯胂 、 邻苯二甲酸二甲酯 、 2,6-二叔丁基-4-甲基苯酚 、 六甲基二锡 、 三苯基膦 、 lithium chloride 作用下， 反应 18.0h， 生成 2-(4-(3,5-DIETHOXYPHENYL)-3-FLUOROPHENYL) PROPIONIC ACID
  参考文献：
  名称：

  Structure-based design of COX-2 selectivity into flurbiprofen

  摘要：

  Comparative computer modeling of the X-ray crystal structures of cyclooxygenase isoforms COX-1 and COX-2 has led to the design of COX-2 selectivity into the nonselective inhibitor flurbiprofen. The COX-2 modeling was based on a postulated binding mode for flurbiprofen and took advantage of a small alcove in the COX-2 active site created by different positions of the Leu384 sidechain between COX-I and COX-2. The design hypothesis was tested by synthesis and biological assay of a series of flurbiprofen analogs, culminating in the discovery of several inhibitors having up to 78-fold selectivity for COX-2 over COX-1. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00717-3
• 作为产物：
  描述：

  三氟甲磺酸酐 、 3,5-二乙氧基苯酚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到3,5-diethoxyphenyl trifluoromethanesulfonate
  参考文献：
  名称：

  Structure-based design of COX-2 selectivity into flurbiprofen

  摘要：

  Comparative computer modeling of the X-ray crystal structures of cyclooxygenase isoforms COX-1 and COX-2 has led to the design of COX-2 selectivity into the nonselective inhibitor flurbiprofen. The COX-2 modeling was based on a postulated binding mode for flurbiprofen and took advantage of a small alcove in the COX-2 active site created by different positions of the Leu384 sidechain between COX-I and COX-2. The design hypothesis was tested by synthesis and biological assay of a series of flurbiprofen analogs, culminating in the discovery of several inhibitors having up to 78-fold selectivity for COX-2 over COX-1. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00717-3

文献信息

• Bisaryl COX-2 inhibiting compounds, compositions and methods of use
  申请人：Merck Frosst Canada, Inc.

  公开号：US05994379A1

  公开（公告）日：1999-11-30

  The present invention relates to inhibitors of COX-2, compositions which contain such compounds and methods of use. The compounds are represented by formula I: ##STR1## and include pharmaceutically acceptable salts and esters thereof.

  这项发明涉及COX-2的抑制剂，包含这类化合物的组合物以及使用方法。这些化合物由式I代表：##STR1##，并包括其药用可接受的盐和酯。
• Bis(5-aryl-2-pyridyl) derivatives
  申请人：Kowa Co., Ltd.

  公开号：US20030027814A1

  公开（公告）日：2003-02-06

  A bis(5-aryl-2-pyridyl) compound represented by formula (1) or a salt thereof: 1 wherein A is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group, and X is a group selected from the group consisting of moieties having formulas (2) to (5): 2 wherein, in formula (2), m is an integer of 1 or 2; in formula (3), n is an integer of 1 to 6; and in formula (4), R is hydrogen or a lower alkyl group and p is an integer of 1 to 6.

  一种双(5-芳基-2-吡啶基)化合物，其代表性结构如式(1)所示或其盐：其中A为取代或未取代的芳香烃基团或取代或未取代的芳香杂环基团，X为从具有式(2)至式(5)结构的基团中选择的基团：其中，在式(2)中，m为1或2的整数；在式(3)中，n为1至6的整数；在式(4)中，R为氢或低级烷基，p为1至6的整数。
• [EN] BIARYL-ACETIC ACID DERIVATIVES AND THEIR USE AS COX-2 INHIBITORS<br/>[FR] DERIVES D'ACIDE BIARYLE-ACETIQUE ET LEUR UTILISATION COMME INHIBITEURS DE COX-2
  申请人：MERCK FROSST CANADA & CO.

  公开号：WO1999041224A1

  公开（公告）日：1999-08-19

  (EN) The present invention relates to inhibitors of COX-2, compositions which contain such compounds and methods of use. The compounds are represented by formula (I) and include pharmaceutically acceptable salts and esters thereof.(FR) La présente invention porte sur des inhibiteurs de COX-2, sur des compositions contenant ces composés, et sur leurs procédés d'utilisation. Les composés sont représentés par la formule (I) et comprennent des sels pharmaceutiquement acceptables et les esters de ceux-ci.

  (中文) 本发明涉及COX-2抑制剂，包含这些化合物的组合物和使用方法。这些化合物由公式(I)表示，并包括其药学上可接受的盐和酯。
• Bis(5-aeyl-2-pyridyl) derivatives
  申请人：Ishiwata Hiroyuki

  公开号：US20050101634A1

  公开（公告）日：2005-05-12

  A bis(5-aryl-2-pyridyl) compound represented by formula (1) or a salt thereof: wherein A is a substituted or unsubstituted aromatic hydrocarbyl group or a substituted or unsubstituted aromatic heterocyclic group, and X is a group selected from the group consisting of moieties having formulas (2) to (5): wherein, in formula (2), m is an integer of 1 or 2; in formula (3), n is an integer of 1 to 6; and in formula (4), R is hydrogen or a lower alkyl group and p is an integer of 1 to 6.

  一种由公式（1）表示的双(5-芳基-2-吡啶基)化合物或其盐：其中A是取代或未取代的芳基烃基团或取代或未取代的芳基杂环基团，X是选择自具有公式（2）至（5）的基团的基团：其中，在公式（2）中，m是1或2的整数；在公式（3）中，n是1至6的整数；在公式（4）中，R是氢或较低的烷基团，p是1至6的整数。
• BIS(5-ARYL-2-PYRIDYL) DERIVATIVE
  申请人：Kowa Co., Ltd.

  公开号：EP1403250A1

  公开（公告）日：2004-03-31

  Disclosed are bis(5-aryl-2-pyridyl) derivatives represented by the following formula (1) or salts thereof: wherein A represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group, and X represents a group selected from the following formulas (2) to (5): wherein in the formula (2), m stands for an integer of 1 or 2; in the formula (3), n stands for an integer of 1 to 6; in the formula (4), R represents a hydrogen atom or a lower alkyl group and p stands for an integer of 1 to 6. Medicines, IgE antibody production inhibitors, medicinal compositions and treatment methods for allergic immune diseases, all of which make use of the bis(5-aryl-2-pyridyl) derivatives or salts thereof, are also disclosed.

  本发明公开了由下式（1）代表的双（5-芳基-2-吡啶基）衍生物或其盐： 其中 A 代表取代或未取代的芳香烃基团或取代或未取代的芳香杂环基团，X 代表选自下式 (2) 至 (5) 的基团： 其中，在式 (2) 中，m 代表 1 或 2 的整数；在式 (3) 中，n 代表 1 至 6 的整数；在式 (4) 中，R 代表氢原子或低级烷基，p 代表 1 至 6 的整数。此外，还公开了利用双（5-芳基-2-吡啶基）衍生物或其盐的药物、IgE 抗体产生抑制剂、药物组合物和过敏性免疫疾病的治疗方法。