4-methoxy-N-phenyl-1-naphthalenamine | 871887-75-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-methoxy-N-phenyl-1-naphthalenamine
• 英文别名: (4-methoxy-[1]naphthyl)-phenyl-amine；4-Anilino-naphthol-(1)-methylaether；4-methoxy-N-phenylnaphthalen-1-amine
• CAS: 871887-75-1
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: GNKYIYWLMFSFDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-N-phenyl-1-naphthalenamine 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以88%的产率得到4-phenylamino-naphthalen-1-ol
  参考文献：
  名称：

  Design, Synthesis, and Structure–Activity Relationship of N-Arylnaphthylamine Derivatives as Amyloid Aggregation Inhibitors

  摘要：

  Dyes like CR are able to inhibit the aggregation of A beta fibrils. Thus, a screening of a series of dyes including ABBB (1) was performed. Its main component 2 tested in an in vitro assay (i.e., ThT assay) showed good potency at inhibiting fibrils association. Congeners 4-9 have been designed and synthesized as inhibitors of A beta aggregation. A nurnber of these newly synthesized compounds have been found to be active in the ThT assay with IC50 of 1-57.4 mu M. The most potent compound of this series, 4k, showed micromolar activity in this test. Another potent derivative 4q (IC50 = 5.6 mu M) rapidly crossed the blood-brain barrier, achieving whole brain concentrations higher than in plasma. So 4q could be developed to find novel potent antiaggregating beta A agents useful in Alzheimer disease as well as other neurological diseases characterized by deposits of amyloid aggregates.

  DOI：

  10.1021/jm301105m
• 作为产物：
  描述：

  1-甲氧基-4-硝基萘 生成 4-methoxy-N-phenyl-1-naphthalenamine
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Naphthyl Derivatives as Inhibitors of Beta-Amyloid Aggregation
  申请人：Minetti Patrizia

  公开号：US20080255232A1

  公开（公告）日：2008-10-16

  Compounds useful in the treatment of disorders characterized by deposits of amyloid aggregates are herein described together with pharmaceutical compounds containing the same. In particular the compounds of the present invention are those having the Formula (I) as reported below, where the radicals have the meaning indicated in the description.

  本文描述了用于治疗由淀粉样聚集物沉积所特征化的疾病的化合物，以及含有相同化合物的药物化合物。特别是，本发明的化合物是具有下面报告的式（I）的化合物，其中基团具有描述中所示的含义。
• WO2007/45593
  申请人：——

  公开号：——

  公开（公告）日：——
• Friedlaender, Justus Liebigs Annalen der Chemie, 1925, vol. 443, p. 218
  作者：Friedlaender

  DOI：——

  日期：——
• NAPHTHYL DERIVATIVES AS INHIBITORS OF BETA-AMYLOID AGGREGATION
  申请人：SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP1937243A2

  公开（公告）日：2008-07-02
• [EN] NAPHTHYL DERIVATIVES INHIBITORS OF THE BETA-AMYLOID AGGREGATION<br/>[FR] DERIVES DE NAPHTYLE INHIBITEURS DE L'AGREGATION DE BETA-AMYLOIDE
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2007045593A2

  公开（公告）日：2007-04-26

  [EN] Compounds useful in the treatment of disorders characterised by deposits of amyloid aggregates are herein described together with pharmaceutical compounds containing the same. In particular the compounds of the present invention are those having the Formula (I) as reported below. where the radicals have the meaning indicated in the description.
  [FR] L'invention concerne des composés que l'on utilise dans le traitement de troubles se caractérisant par des dépôts d'agrégats d'amyloïdes, ainsi que de composés pharmaceutiques les contenant. Plus précisément, les composés selon l'invention sont ceux de la formule ci-dessous, où les radicaux ont la signification indiquée dans le descriptif.