2-Fluoro-6-trifluoromethyl-phenylacetic acid methyl ester | 179946-42-0

• 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: 2-Fluoro-6-trifluoromethyl-phenylacetic acid methyl ester
• 英文别名: Methyl 2-(2-fluoro-6-(trifluoromethyl)phenyl)acetate；methyl 2-[2-fluoro-6-(trifluoromethyl)phenyl]acetate
• CAS: 179946-42-0
• 化学式: C₁₀H₈F₄O₂
• 分子量: 236.166
• InChiKey: JNRFVWGIZVRJEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Fluoro-6-trifluoromethyl-phenylacetic acid methyl ester 在 sodium methylate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.09h， 生成 4-amino-6-(2-fluoro-6-(trifluoromethyl)phenyl)-2-(phenylamino)-5,8-dihydropyrido[2,3-d]pyrimidin-7(6H)-one
  参考文献：
  名称：

  Investigating molecular dynamics-guided lead optimization of EGFR inhibitors

  摘要：

  The epidermal growth factor receptor (EGFR) is part of an extended family of proteins that together control aspects of cell growth and development, and thus a validated target for drug discovery. We explore in this work the suitability of a molecular dynamics-based end-point binding free energy protocol to estimate the relative affinities of a virtual combinatorial library designed around the EGFR model inhibitor 6{1} as a tool to guide chemical synthesis toward the most promising compounds. To investigate the validity of this approach, selected analogs including some with better and worse predicted affinities relative to 6{1} were synthesized, and their biological activity determined. To understand the binding determinants of the different analogs, hydrogen bonding and van der Waals contributions, and water molecule bridging in the EGFR-analog complexes were analyzed. The experimental validation was in good qualitative agreement with our theoretical calculations, while also a 6-dibromophenyl-substituted compound with enhanced inhibitory effect on EGFR compared to the reference ligand was obtained. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.12.046
• 作为产物：
  描述：

  2-氟-6-(三氟甲基)苯乙腈 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2-Fluoro-6-trifluoromethyl-phenylacetic acid methyl ester
  参考文献：
  名称：

  Disubstituted p-fluorobenzenesulfonamides

  摘要：

  本文描述了含有CF.sub.3基团的二取代对氟苯磺酰胺，其通式为I，适用作核磁共振诊断试剂。

  公开号：

  US05686492A1

文献信息

• US5686492A
  申请人：——

  公开号：US5686492A

  公开（公告）日：1997-11-11