(4S)-1-(2,4-dimethoxybenzyl)-4-methyl-3,4-dihydropyridin-2(1H)-one | 1257251-10-7

• 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: (4S)-1-(2,4-dimethoxybenzyl)-4-methyl-3,4-dihydropyridin-2(1H)-one
• 英文别名: (4S)-1-[(2,4-dimethoxyphenyl)methyl]-4-methyl-3,4-dihydropyridin-2-one
• CAS: 1257251-10-7
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: KEMMVUXPTLDNPU-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯仿 、 (4S)-1-(2,4-dimethoxybenzyl)-4-methyl-3,4-dihydropyridin-2(1H)-one 在 tricaprylylmethyl ammoniumchloride 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 22.0h， 以45%的产率得到(1S,5S,6R)-7,7-dichloro-2-(2,4-dimethoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one
  参考文献：
  名称：

  New synthesis and promising neuroprotective role in experimental ischemic stroke of ONO-1714

  摘要：

  In an experimental permanent stroke model, we report here the contribution of ONO-1714 to brain damage prevention. Daily drug administration, twenty-one days prior to and two days after an experimental infarct, was performed by using mini-osmotic pumps (ALZET). Infarct volumes were assessed by image analysis of sequential corona] brain 1 mm(3) sections stained following the 2,3,5-triphenyltetrazolium chloride histological staining technique. Results of this study provide evidence of a significant reduction of the brain lesion size, suggesting ONO-1714 as a potential neuroprotective agent in stroke patients. ONO-1714 was prepared in our laboratory following a procedure which resulted in the supply of the desired compound in an easy and excellent yield. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.031
• 作为产物：
  描述：

  methyl 3-(R)-methyl-5-hydroxypentanoate 在 三氧化硫吡啶 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 、 甲苯 为溶剂， 反应 10.0h， 生成 (4S)-1-(2,4-dimethoxybenzyl)-4-methyl-3,4-dihydropyridin-2(1H)-one
  参考文献：
  名称：

  通过立体选择性环丙烷化反应合成 2-氮杂双环 [4.1.0] 庚烷

  摘要：

  在金属配合物催化的重氮化合物分解的帮助下，不饱和δ-内酰胺被环丙烷化。报道了对反应条件、立体化学结果和基团保护的研究。所得双环产物与生物活性化合物有关。转化为硫内酰胺有利于分离获得的不同异构体和去除保护基团。环丙烷化反应适用于多种重氮化合物。

  DOI：

  10.1002/ejoc.201000863

文献信息

• Synthesis of 2-Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation Reactions
  作者：Irene Suárez del Villar、Ana Gradillas、Javier Pérez-Castells

  DOI：10.1002/ejoc.201000863

  日期：2010.10

  catalysed by metal complexes. A study of the reaction conditions, stereochemical outcome and group protection is reported. The resulting bicyclic products are related to bioactive compounds. Transformation into thiolactams facilitates the separation of the different isomers obtained and the removal of the protecting group. The cyclopropanation reaction works with diverse diazo compounds.

  在金属配合物催化的重氮化合物分解的帮助下，不饱和δ-内酰胺被环丙烷化。报道了对反应条件、立体化学结果和基团保护的研究。所得双环产物与生物活性化合物有关。转化为硫内酰胺有利于分离获得的不同异构体和去除保护基团。环丙烷化反应适用于多种重氮化合物。
• New synthesis and promising neuroprotective role in experimental ischemic stroke of ONO-1714
  作者：Andrea Pozo-Rodrigálvarez、Ana Gradillas、Julia Serrano、Ana Patricia Fernández、Ricardo Martínez-Murillo、Javier Pérez-Castells

  DOI：10.1016/j.ejmech.2012.05.031

  日期：2012.8

  In an experimental permanent stroke model, we report here the contribution of ONO-1714 to brain damage prevention. Daily drug administration, twenty-one days prior to and two days after an experimental infarct, was performed by using mini-osmotic pumps (ALZET). Infarct volumes were assessed by image analysis of sequential corona] brain 1 mm(3) sections stained following the 2,3,5-triphenyltetrazolium chloride histological staining technique. Results of this study provide evidence of a significant reduction of the brain lesion size, suggesting ONO-1714 as a potential neuroprotective agent in stroke patients. ONO-1714 was prepared in our laboratory following a procedure which resulted in the supply of the desired compound in an easy and excellent yield. (C) 2012 Elsevier Masson SAS. All rights reserved.