Methyl 2-(benzyloxy)-5-(2-oxoacetyl)benzoate | 63416-80-8

• 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: Methyl 2-(benzyloxy)-5-(2-oxoacetyl)benzoate
• 英文别名: methyl 5-oxaldehydoyl-2-phenylmethoxybenzoate
• CAS: 63416-80-8
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: XGYNGBGBSHRCGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苄氧基-5-乙酰基苯甲酸甲酯 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 Methyl 2-(benzyloxy)-5-(2-oxoacetyl)benzoate
  参考文献：
  名称：

  Use of 5-hydroxy-4H-benzo[1,4]oxazin-3-ones as β2-adrenoceptor agonists

  摘要：

  Novel beta(2)-agonists with a 5-hydroxy-4H-benzo[1,4]oxazin-3-one moiety as head group are described. Systematic chemical variations at the phenethylamine residue of these compounds lead to the discovery of compound 6m as potent, full agonist of the beta(2)-adrenoceptor with a high beta(1)/beta(2)-selectivity. Molecular modeling revealed an interaction between the carboxylic acid group of 6m and a lysine residue (K305) of the beta(2)-receptor as putative explanation for the high observed selectivity. Further, compound 6m displayed in a guinea pig in vivo model a complete reversal of acetylcholine induced bronchoconstriction which lasted over the complete study time of 5 h. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.013

文献信息

• RUOHONEN, J.
  作者：RUOHONEN, J.

  DOI：——

  日期：——
• Use of 5-hydroxy-4H-benzo[1,4]oxazin-3-ones as β2-adrenoceptor agonists
  作者：Christoph Hoenke、Thierry Bouyssou、Christofer S. Tautermann、Klaus Rudolf、Andreas Schnapp、Ingo Konetzki

  DOI：10.1016/j.bmcl.2009.10.013

  日期：2009.12

  Novel beta(2)-agonists with a 5-hydroxy-4H-benzo[1,4]oxazin-3-one moiety as head group are described. Systematic chemical variations at the phenethylamine residue of these compounds lead to the discovery of compound 6m as potent, full agonist of the beta(2)-adrenoceptor with a high beta(1)/beta(2)-selectivity. Molecular modeling revealed an interaction between the carboxylic acid group of 6m and a lysine residue (K305) of the beta(2)-receptor as putative explanation for the high observed selectivity. Further, compound 6m displayed in a guinea pig in vivo model a complete reversal of acetylcholine induced bronchoconstriction which lasted over the complete study time of 5 h. (C) 2009 Elsevier Ltd. All rights reserved.