5-((2-Fluorophenyl)ethynyl)isoindolin-1-one | 1283696-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5-((2-Fluorophenyl)ethynyl)isoindolin-1-one
• 英文别名: 5-[2-(2-fluorophenyl)ethynyl]-2,3-dihydroisoindol-1-one
• CAS: 1283696-09-2
• 化学式: C₁₆H₁₀FNO
• 分子量: 251.26
• InChiKey: QVSHROHXNPJJOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴-2,3-二氢异吲哚-1-酮 、 1-乙炔基-2-氟苯 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 生成 5-((2-Fluorophenyl)ethynyl)isoindolin-1-one
  参考文献：
  名称：

  Synthesis and SAR of centrally active mGlu5 positive allosteric modulators based on an aryl acetylenic bicyclic lactam scaffold

  摘要：

  This Letter describes the hit-to-lead progression and SAR of a series of biphenyl acetylene compounds derived from an HTS screening campaign targeting the mGlu(5) receptor. 'Molecular switches' were identified that modulated modes of pharmacology, and several compounds within this series were shown to be efficacious in reversal of amphetamine induced hyperlocomotion in rats after ip dosing, a preclinical model that shows similar positive effects with known antipsychotic agents. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.01.044

文献信息

• Synthesis and SAR of centrally active mGlu5 positive allosteric modulators based on an aryl acetylenic bicyclic lactam scaffold
  作者：Richard Williams、Jason T. Manka、Alice L. Rodriguez、Paige N. Vinson、Colleen M. Niswender、C. David Weaver、Carrie K. Jones、P. Jeffrey Conn、Craig W. Lindsley、Shaun R. Stauffer

  DOI：10.1016/j.bmcl.2011.01.044

  日期：2011.3

  This Letter describes the hit-to-lead progression and SAR of a series of biphenyl acetylene compounds derived from an HTS screening campaign targeting the mGlu(5) receptor. 'Molecular switches' were identified that modulated modes of pharmacology, and several compounds within this series were shown to be efficacious in reversal of amphetamine induced hyperlocomotion in rats after ip dosing, a preclinical model that shows similar positive effects with known antipsychotic agents. Published by Elsevier Ltd.