4-[4-chloro-2-[[4-chloro-3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-methoxy-N-(2-pyrrolidin-1-ylethyl)benzamide | 1350765-01-3

• 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: 4-[4-chloro-2-[[4-chloro-3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-methoxy-N-(2-pyrrolidin-1-ylethyl)benzamide
• CAS: 1350765-01-3
• 化学式: C₂₇H₂₆Cl₂F₃N₃O₅S
• 分子量: 632.488
• InChiKey: PPEXQGGZFWGXPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  methyl 4-(2-amino-4-chlorophenoxy)-3-methoxybenzoate 在 4-二甲氨基吡啶 、 水 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 lithium hydroxide 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 生成 4-[4-chloro-2-[[4-chloro-3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-methoxy-N-(2-pyrrolidin-1-ylethyl)benzamide
  参考文献：
  名称：

  CCR2 receptor antagonists: Optimization of biaryl sulfonamides to increase activity in whole blood

  摘要：

  A series of biarylsulfonamides was identified as hCCR2 receptor antagonist but suffered from high plasma protein binding resulting in a >100 fold shift in activity in a functional GTP gamma S assay run in tandem in the presence and absence of human serum albumin. Introduction of an aryl amide with ethylenediamine linker led to compounds with reduced shifts and improved activity in whole blood. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.038

文献信息

• CCR2 receptor antagonists: Optimization of biaryl sulfonamides to increase activity in whole blood
  作者：Gren Z. Wang、Pamela A. Haile、Tom Daniel、Benjamin Belot、Andrew Q. Viet、Krista B. Goodman、Deyou Sha、Sarah E. Dowdell、Norbert Varga、Xuan Hong、Subhas Chakravorty、Christine Webb、Carla Cornejo、Alan Olzinski、Roberta Bernard、Christopher Evans、Amanda Emmons、Jacques Briand、Chun-Wa Chung、Ruben Quek、Dennis Lee、Peter J. Gough、Clark A. Sehon

  DOI：10.1016/j.bmcl.2011.10.038

  日期：2011.12

  A series of biarylsulfonamides was identified as hCCR2 receptor antagonist but suffered from high plasma protein binding resulting in a >100 fold shift in activity in a functional GTP gamma S assay run in tandem in the presence and absence of human serum albumin. Introduction of an aryl amide with ethylenediamine linker led to compounds with reduced shifts and improved activity in whole blood. (C) 2011 Elsevier Ltd. All rights reserved.