2-phenyl-1,4-dihydro-quinoxaline | 29640-09-3

• 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-1,4-dihydro-quinoxaline
• 英文别名: 2-Phenyl-1,4-dihydro-chinoxalin；2-Phenyl-1,4-dihydrochinoxalin；2-Phenyl-1,4-dihydroquinoxaline；2-phenyl-1,4-dihydroquinoxaline
• CAS: 29640-09-3
• 化学式: C₁₄H₁₂N₂
• 分子量: 208.263
• InChiKey: UNFDPOIVNGMHNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2-二甲氧基-2-苯乙醇 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 18.5h， 生成 2-苯基喹噁啉 、 2-phenyl-1,4-dihydro-quinoxaline 、 2-苯基-1,2,3,4-四氢喹噁啉
  参考文献：
  名称：

  Investigation and Application of Amphoteric α-Amino Aldehyde: An in Situ Generated Species Based on Heyns Rearrangement

  摘要：

  In situ generation of the reactive amphoteric a amino aldehyde with simple alpha-hydroxy ketones and phenyl amine-via Heyns rearrangement was proven to be feasible. Metal-free domino reactions based on this reactive intermediate were effectively used to afford important N-heterocycles including polysubstituted pyrroles, indoles, and quinoxalines conveniently. A simple starting material, water as the only byproduct, and diversity of the useful products will make this method greatly attractive for pharmaceutics.

  DOI：

  10.1021/acs.orglett.6b02133

文献信息

• [EN] GLYCINE RECEPTOR ANTAGONIST PHARMACOPHORE<br/>[FR] PHARMACOPHORE D'ANTAGONISTES DU RECEPTEUR DE LA GLYCINE
  申请人：STATE OF OREGON, acting by and through THE OREGON STATE BOARD OF HIGHER EDUCATION, acting for and on behalf of THE OREGON HEALTH SCIENCES UNIVERSITY AND THE UNIVERSITY OF OREGON, EUGENE OREGON

  公开号：WO1996004288A1

  公开（公告）日：1996-02-15

  (EN) Methods of treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia and surgery, as well as treating neurodegenerative diseases including Alzheimer's disease, amyotropic lateral sclerosis, Huntington's disease and Down's syndrome, treating or preventing the adverse consequences of the hyperactivity of the excitatory amino acids, as well as treating anxiety, chronic pain, convulsions and inducing anesthesia are disclosed by administering to an animal in need of such treatment a compound which has high binding to the glycine receptor.(FR) L'invention se rapporte à des procédés de traitement ou de prévention de la perte neuronale associée à l'attaque, à l'ischémie, aux traumatismes du SNC (système nerveux central), à l'hypoglycémie et aux interventions chirurgicales, ainsi qu'au traitement des maladies dégénératives telles que la maladie d'Alzheimer, la sclérose latérale amyotrophique, la maladie de Huntington et le syndrome de Down, et au traitement ou à la prévention des conséquences fâcheuses de l'hyperactivité des acides aminés excitateurs, et au traitement de l'anxiété, de la douleur chronique, des convulsions et à l'induction d'une anesthésie. Ces procédés consistent à administrer à un animal nécessitant ce type de traitement un composé qui se lie fortement au récepteur de la glycine.
• Investigation and Application of Amphoteric α-Amino Aldehyde: An in Situ Generated Species Based on Heyns Rearrangement
  作者：Guangxun Li、Ling Tang、Hongxin Liu、Yingwei Wang、Gang Zhao、Zhuo Tang

  DOI：10.1021/acs.orglett.6b02133

  日期：2016.9.16

  In situ generation of the reactive amphoteric a amino aldehyde with simple alpha-hydroxy ketones and phenyl amine-via Heyns rearrangement was proven to be feasible. Metal-free domino reactions based on this reactive intermediate were effectively used to afford important N-heterocycles including polysubstituted pyrroles, indoles, and quinoxalines conveniently. A simple starting material, water as the only byproduct, and diversity of the useful products will make this method greatly attractive for pharmaceutics.