2-phenyl-3-(α-methoxybenzyl)quinoxaline | 136603-89-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-phenyl-3-(α-methoxybenzyl)quinoxaline
• 英文别名: 2-Phenyl-3-(a-methoxybenzyl)quinoxaline；2-[methoxy(phenyl)methyl]-3-phenylquinoxaline
• CAS: 136603-89-9
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: QXQSIGWUVAEMPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-chloro-1,3-diphenyl-1,2-propanedione 在 溶剂黄146 、 三乙胺 作用下， 反应 16.0h， 生成 2-phenyl-3-(α-methoxybenzyl)quinoxaline
  参考文献：
  名称：

  Medium effect on the direction of the reaction of 3-chloro-1,3-diphenyl-1,2-propanedione with ortho-phenylenediamine

  摘要：

  The reaction of 3-chloro-1,3-diphenyl-1,2-propanedione (I) with ortho-phenylenediamine in acetic acid gave 2-phenyl-3-(alpha-chlorobenzyl)quinoxaline (II). This reaction in methanol with MeONa gave 2-(alpha-hydroxybenzylidene)-3-phenyl-1,4-dihydroquinoxaline (VI).

  DOI：

  10.1007/bf00961256

文献信息

• A simple, highly regioselective, one-pot stereoselective synthesis of tertiary α-hydroxyesters: a tandem oxidation/benzilic ester rearrangement
  作者：Carolina Sílva Marques、Nuno Moura、Anthony J. Burke

  DOI：10.1016/j.tetlet.2006.06.107

  日期：2006.8

  This letter describes a simple, highly regioselective, stereoselective one-pot tandem oxidation/benzilic ester rearrangement protocol for the conversion of α-hydroxyketones to tertiary α-hydroxyesters.

  这封信描述了一种简单的，高度区域选择性，立体选择性的一锅串联氧化/苯甲酸酯重排方案，用于将α-羟基酮转化为叔α-羟基酯。
• Heterocyclic derivatives binding to the peripheral-type benzodiazepine receptor (PBR)
  申请人：Technion Research & Development Foundation

  公开号：EP2589597A2

  公开（公告）日：2013-05-08

  The present invention relates to quinazoline derivatives as well as multimeric derivatives, methods for their preparation, pharmaceutical compositions including such compounds, and methods of using these compounds for the treatment and prevention of brain damage resulting from brain injury, especially secondary brain damage due to traumatic brain injury (TBI). The compounds of the invention are also useful in treating and preventing neurodegenerative diseases.

  本发明涉及喹唑啉衍生物以及多聚衍生物、其制备方法、包括此类化合物的药物组合物，以及使用这些化合物治疗和预防脑损伤导致的脑损伤，特别是创伤性脑损伤（TBI）导致的继发性脑损伤的方法。本发明的化合物还可用于治疗和预防神经退行性疾病。
• HETEROCYCLIC DERIVATIVES BINDING TO THE PERIPHERAL-TYPE BENZODIAZEPINE RECEPTOR (PBR)
  申请人：Technion Research & Development Foundation LTD.

  公开号：EP2061764B1

  公开（公告）日：2014-07-02
• Medium effect on the direction of the reaction of 3-chloro-1,3-diphenyl-1,2-propanedione with ortho-phenylenediamine
  作者：V. A. Mamedov、V. L. Polushina、F. F. Mertsalova、I. A. Nuretdinov、A. Kh. Plyamovatyi

  DOI：10.1007/bf00961256

  日期：1991.7

  The reaction of 3-chloro-1,3-diphenyl-1,2-propanedione (I) with ortho-phenylenediamine in acetic acid gave 2-phenyl-3-(alpha-chlorobenzyl)quinoxaline (II). This reaction in methanol with MeONa gave 2-(alpha-hydroxybenzylidene)-3-phenyl-1,4-dihydroquinoxaline (VI).