6-amino-8-chlorophenanthridine | 651055-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-amino-8-chlorophenanthridine
• 英文别名: 6-Phenanthridinamine, 8-chloro-；8-chlorophenanthridin-6-amine
• CAS: 651055-79-7
• 化学式: C₁₃H₉ClN₂
• 分子量: 228.681
• InChiKey: ZBTYUWGDAQXGAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二氯苯甲腈 、 2-氨基苯硼酸频哪醇酯 在 palladium diacetate 盐酸金刚烷胺 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以69%的产率得到6-amino-8-chlorophenanthridine
  参考文献：
  名称：

  An expeditious synthesis of 6-aminophenanthridines

  摘要：

  A simple synthesis of biologically active 6-aminophenanthridines was achieved by a Suzuki-Miyaura coupling reaction. Condensation of 2-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)aniline with 2-chlorobenzonitriles afforded 6-aminophenanthridines useful as prions inhibitors in a mild one-step procedure. The intermediate 2-amino-2'cyanobiphenyls could not be isolated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.135

文献信息

• A single step synthesis of 6-aminophenanthridines from anilines and 2-chlorobenzonitriles
  作者：Fabienne Gug、Stéphane Bach、Marc Blondel、Jean-Michel Vierfond、Anne-Sophie Martin、Hervé Galons

  DOI：10.1016/j.tet.2004.03.062

  日期：2004.5

  Biologically active 6-aminophenanthridines were prepared in a single step procedure: Metal amides in liquid ammonia promoted the condensation of anilines with 2-chloro-benzonitriles. 6-Aminophenanthridines were isolated in moderate yield. (C) 2004 Elsevier Ltd. All rights reserved.
• CRIBLAGE DE MOLECULES A ACTIVITE ANTI-PRION : KITS, METHODES ET MOLECULES CRIBLEES
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP1551992B1

  公开（公告）日：2006-12-27
• Screening molecules with anti-prion activity: kits, methods and screened molecules
  申请人：Blondel Marc

  公开号：US20060172337A1

  公开（公告）日：2006-08-03

  The invention concerns screening molecules with anti-prion activity. More particularly, it concerns kits for screening molecules with anti-prion activity characterized in that they comprise in combination a [PSI+], phenotype yeast, an antibiogram and an agent for purifying prions at sub-efficient doses, said yeast including the adel-14 allele of the ADE1 gene and an inactivated ERG6 gene, the screening methods, and a family of molecules with anti-prion activity isolated by the inventive screen. The invention is applicable to anti-prion agents for producing medicines in particular for treating neurodegenerative diseases involving protein aggregates.
• SCREENING MOLECULES WITH ANTI-PRION ACTIVITY: KITS, METHODS AND SCREENED MOLECULES
  申请人：BLONDEL MARC

  公开号：US20110092483A1

  公开（公告）日：2011-04-21

  A kit and a method for identifying compounds having anti-prion activity are provided. The kit comprises a yeast of phenotype [PSI+]; an antibiogram; and a prion curing agent in a sub-effective dose, wherein the yeast has the adel-14 allele of the ADE1 gene and an inactivated ERG6 gene. Compounds and pharmaceutical compositions having anti-prion activity are also provided, which are useful for treating various neurodegenerative diseases, including polyglutamines expansion associated diseases; Huntington's disease; Kennedy disease; amyotrophic lateral sclerosis; cerebellous autosomic ataxies; dentalorubral-pallidoluysian atrophy; and spino-bulbar amyotrophy.
• US8129402B2
  申请人：——

  公开号：US8129402B2

  公开（公告）日：2012-03-06