4-((4-hydroxymethyl)phenylamino)naphthalen-1-ol hydrochloride | 1418268-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-((4-hydroxymethyl)phenylamino)naphthalen-1-ol hydrochloride
• CAS: 1418268-22-0
• 化学式: C₁₇H₁₅NO₂*ClH
• 分子量: 301.773
• InChiKey: USSBXFYMNAQQMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.49
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-甲氧基-1-萘胺 在 lithium aluminium tetrahydride 、 palladium diacetate 、 三溴化硼 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 40.0h， 生成 4-((4-hydroxymethyl)phenylamino)naphthalen-1-ol hydrochloride
  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