N-(2-chlorobenzyl)anthracen-2-amine | 350019-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-(2-chlorobenzyl)anthracen-2-amine
• 英文别名: anthracen-2-yl-(2-chloro-benzyl)-amine；N-[(2-chlorophenyl)methyl]anthracen-2-amine
• CAS: 350019-45-3
• 化学式: C₂₁H₁₆ClN
• 分子量: 317.818
• InChiKey: YDUCJZYBUMOVNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2-chlorobenzyl)anthracen-2-amine 在 potassium tert-butylate 作用下， 以 氨 为溶剂， 反应 3.0h， 以72%的产率得到naphtho[2,3-a]phenanthridine
  参考文献：
  名称：

  Electron-Transfer-Mediated Synthesis of Phenanthridines by Intramolecular Arylation of Anions from N-(ortho-Halobenzyl)arylamines: Regiochemical and Mechanistic Analysis

  摘要：

  The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(ortho-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of ortho-halobenzylchlorides with different arylamines. The reaction of the anions of a diverse set of N-(ortho-halobenzyl)arylamines was studied, and the methodology was extended to the synthesis of tri-spheridine, a natural product, in very good yield. In order to explain the regiochemical outcome or these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.

  DOI：

  10.1021/jo9025918
• 作为产物：
  描述：

  2-氨基蒽 、 邻氯氯苄 在 碳酸氢钠 作用下， 以 水 为溶剂， 以72%的产率得到N-(2-chlorobenzyl)anthracen-2-amine
  参考文献：
  名称：

  Electron-Transfer-Mediated Synthesis of Phenanthridines by Intramolecular Arylation of Anions from N-(ortho-Halobenzyl)arylamines: Regiochemical and Mechanistic Analysis

  摘要：

  The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(ortho-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of ortho-halobenzylchlorides with different arylamines. The reaction of the anions of a diverse set of N-(ortho-halobenzyl)arylamines was studied, and the methodology was extended to the synthesis of tri-spheridine, a natural product, in very good yield. In order to explain the regiochemical outcome or these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.

  DOI：

  10.1021/jo9025918

文献信息

• Tricyclic compounds and method of treating herpes virus
  申请人：——

  公开号：US20030229073A1

  公开（公告）日：2003-12-11

  The present invention provides a compound of the formula (I) and pharmaceutically acceptable salts having useful antiviral activity against viruses of the herpes family. In said formula, X=O, (CH 2 ) m , S, SO, SO 2 , NH, NR 8 or a chemical bond; Y=O, (CH 2 ) m , S, SO, SO 2 , NH, NR 8 ; Z=NH, O, NR 8 , S, SO, SO 2 . The remaining substituents are described in the specification.

  本发明提供了一种公式(I)的化合物及其药学上可接受的盐，对于单纯疱疹病毒家族的病毒具有有用的抗病毒活性。在该式中，X=O、(CH2)m、S、SO、SO2、NH、NR8或化学键；Y=O、(CH2)m、S、SO、SO2、NH、NR8；Z=NH、O、NR8、S、SO、SO2。其余的取代基在说明书中描述。
• TRICYCLIC COMPOUNDS WITH ANTIVIRAL ACTIVITY
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1248777A2

  公开（公告）日：2002-10-16
• Tricyclic compounds with antiviral activity
  申请人：Booth John Richard

  公开号：US20050075332A1

  公开（公告）日：2005-04-07

  The present invention provides a compound of the formula (I) and pharmaceutically acceptable salts having useful antiviral activity against viruses of the herpes family. In said formula, X═O, (CH 2 ) m , S, SO, SO 2 , NH, NR 8 , or a chemical bond; Y═O, (CH 2 ) m , S, SO, SO 2 , NH, NR 8 ; Z=NH, O, NR 8 , S, SO, SO 2 . The remaining substituents are described in the specification.
• US6800656B2
  申请人：——

  公开号：US6800656B2

  公开（公告）日：2004-10-05
• [EN] TRICYCLIC COMPOUNDS AND METHOD OF TREATING HERPES VIRUS<br/>[FR] COMPOSES TRICYCLIQUES ET PROCEDES DE TRAITEMENT DES HERPESVIRUS
  申请人：WARNER LAMBERT CO

  公开号：WO2001051479A2

  公开（公告）日：2001-07-19

  The present invention provides a compound of the formula (I) and pharmaceutically acceptable salts having useful antiviral activity against viruses of the herpes family. In said formula, X = O, (CH2)m, S, SO, SO2, NH, NR8 or a chemical bond; Y = O, (CH2)m, S, SO, SO2, NH, NR8; Z = NH, O, NR8, S, SO, SO2. The remaining substituents are described in the specification.