(5R)-3-[(3'-chloro-4'-fluorobiphenyl-4-yl)methyl]-5-methyl-1,3-oxazolidin-2-one | 1095986-50-7

• 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: (5R)-3-[(3'-chloro-4'-fluorobiphenyl-4-yl)methyl]-5-methyl-1,3-oxazolidin-2-one
• 英文别名: (5R)-3-[[4-(3-chloro-4-fluorophenyl)phenyl]methyl]-5-methyl-1,3-oxazolidin-2-one
• CAS: 1095986-50-7
• 化学式: C₁₇H₁₅ClFNO₂
• 分子量: 319.763
• InChiKey: RNJMIJHYCDJJMZ-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (5R)-3-(4-bromobenzyl)-5-methyl-1,3-oxazolidin-2-one 、 3-氯-4-氟苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.08h， 生成 (5R)-3-[(3'-chloro-4'-fluorobiphenyl-4-yl)methyl]-5-methyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  3-Benzyl-1,3-oxazolidin-2-ones as mGluR2 positive allosteric modulators: Hit-to lead and lead optimization

  摘要：

  The discovery, synthesis and SAR of a novel series of 3-benzyl-1,3-oxazolidin-2-ones as positive allosteric modulators (PAMs) of mGluR2 is described. Expedient hit-to-lead work on a single HTS hit led to the identification of a ligand-efficient and structurally attractive series of mGluR2 PAMs. Human microsomal clearance and suboptimal physicochemical properties of the initial lead were improved to give potent, metabolically stable and orally available mGluR2 PAMs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.032

文献信息

• 3-Benzyl-1,3-oxazolidin-2-ones as mGluR2 positive allosteric modulators: Hit-to lead and lead optimization
  作者：Allen J. Duplantier、Ivan Efremov、John Candler、Angela C. Doran、Alan H. Ganong、Jessica A. Haas、Ashley N. Hanks、Kenneth G. Kraus、John T. Lazzaro、Jiemin Lu、Noha Maklad、Sheryl A. McCarthy、Theresa J. O’Sullivan、Bruce N. Rogers、Judith A. Siuciak、Douglas K. Spracklin、Lei Zhang

  DOI：10.1016/j.bmcl.2009.03.032

  日期：2009.5

  The discovery, synthesis and SAR of a novel series of 3-benzyl-1,3-oxazolidin-2-ones as positive allosteric modulators (PAMs) of mGluR2 is described. Expedient hit-to-lead work on a single HTS hit led to the identification of a ligand-efficient and structurally attractive series of mGluR2 PAMs. Human microsomal clearance and suboptimal physicochemical properties of the initial lead were improved to give potent, metabolically stable and orally available mGluR2 PAMs. (C) 2009 Elsevier Ltd. All rights reserved.