{1-[2-{[ethyl(phenylacetyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid | 1420532-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: {1-[2-{[ethyl(phenylacetyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid
• 英文别名: 2-[1-[2-[[Ethyl-(2-phenylacetyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methylpyrrolo[2,3-b]pyridin-3-yl]acetic acid；2-[1-[2-[[ethyl-(2-phenylacetyl)amino]methyl]-4-(trifluoromethyl)phenyl]-6-methylpyrrolo[2,3-b]pyridin-3-yl]acetic acid
• CAS: 1420532-87-1
• 化学式: C₂₈H₂₆F₃N₃O₃
• 分子量: 509.528
• InChiKey: MRPKRCZFAGKADW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-甲基-7-氮杂-吲哚 在 trans-N,N'-dimethyl-1,2-cyclohexyldiamine 、 盐酸 、 potassium phosphate 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 1,2,3,4,5-五苯基-1′-(二叔丁基膦)二茂铁 、 lithium hydroxide monohydrate 、 三乙胺 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 72.5h， 生成  {1-[2-{[ethyl(phenylacetyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid
  参考文献：
  名称：

  Structure–activity relationships (SAR) and structure–kinetic relationships (SKR) of bicyclic heteroaromatic acetic acids as potent CRTh2 antagonists II: Lead optimization

  摘要：

  Extensive structure-activity relationship (SAR) and structure-kinetic relationship (SKR) studies in the bicyclic heteroaromatic series of CRTh2 antagonists led to the identification of several molecules that possessed both excellent binding and cellular potencies along with long receptor residence times. A small substituent in the bicyclic core provided an order of magnitude jump in dissociation half-lives. Selected optimized compounds demonstrated suitable pharmacokinetic profiles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.08.029

文献信息

• Structure–activity relationships (SAR) and structure–kinetic relationships (SKR) of bicyclic heteroaromatic acetic acids as potent CRTh2 antagonists II: Lead optimization
  作者：Juan Antonio Alonso、Miriam Andrés、Mónica Bravo、Marta Calbet、Paul R. Eastwood、Peter Eichhorn、Cristina Esteve、Manel Ferrer、Elena Gómez、Jacob González、Marta Mir、Imma Moreno、Silvia Petit、Richard S. Roberts、Sara Sevilla、Bernat Vidal、Laura Vidal、Pere Vilaseca、Miriam Zanuy

  DOI：10.1016/j.bmcl.2014.08.029

  日期：2014.11

  Extensive structure-activity relationship (SAR) and structure-kinetic relationship (SKR) studies in the bicyclic heteroaromatic series of CRTh2 antagonists led to the identification of several molecules that possessed both excellent binding and cellular potencies along with long receptor residence times. A small substituent in the bicyclic core provided an order of magnitude jump in dissociation half-lives. Selected optimized compounds demonstrated suitable pharmacokinetic profiles. (C) 2014 Elsevier Ltd. All rights reserved.