4-(naphthalen-1-yloxy)butan-1-amine | 87272-74-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(naphthalen-1-yloxy)butan-1-amine
• 英文别名: 1-(4-Aminobutoxy)naphthalene；4-naphthalen-1-yloxybutan-1-amine
• CAS: 87272-74-0
• 化学式: C₁₄H₁₇NO
• mdl: MFCD09816042
• 分子量: 215.295
• InChiKey: LWQHQCZWWPIVDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  375.4±25.0 °C(Predicted)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(naphthalen-1-yloxy)butan-1-amine 、 盐酸小檗碱 以 乙醇 为溶剂， 以39%的产率得到17-methoxy-N-(4-naphthalen-1-yloxybutyl)-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-16-amine;chloride
  参考文献：
  名称：

  Synthesis, biological evaluation of 9-N-substituted berberine derivatives as multi-functional agents of antioxidant, inhibitors of acetylcholinesterase, butyrylcholinesterase and amyloid-β aggregation

  摘要：

  A series of 9-N-substituted berberine derivatives were synthesized and biologically evaluated as antioxidant and inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase and amyloid-beta aggregation. Most of these compounds exhibited very good antioxidant activities, inhibitive activities of AChE and amyloid-beta aggregation. Among them, compound 8d, (o-methylphenethyl)amino linked at the 9-position of berberine, was found to be a good antioxidant (with 4.05 mu M of Trolox equivalents), potent inhibitor of AChE (an IC50 value of 0.027 mu M), and high active inhibitor of amyloid-beta aggregation (an IC50 value of 2.73 mu M). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.051
• 作为产物：
  描述：

  2-(4-(naphthalen-1-yloxy)butyl)isoindoline-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 4-(naphthalen-1-yloxy)butan-1-amine
  参考文献：
  名称：

  Synthesis, biological evaluation of 9-N-substituted berberine derivatives as multi-functional agents of antioxidant, inhibitors of acetylcholinesterase, butyrylcholinesterase and amyloid-β aggregation

  摘要：

  A series of 9-N-substituted berberine derivatives were synthesized and biologically evaluated as antioxidant and inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase and amyloid-beta aggregation. Most of these compounds exhibited very good antioxidant activities, inhibitive activities of AChE and amyloid-beta aggregation. Among them, compound 8d, (o-methylphenethyl)amino linked at the 9-position of berberine, was found to be a good antioxidant (with 4.05 mu M of Trolox equivalents), potent inhibitor of AChE (an IC50 value of 0.027 mu M), and high active inhibitor of amyloid-beta aggregation (an IC50 value of 2.73 mu M). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.051

文献信息

• Anti-inflammatory guanidines, their preparation and compositions containing them
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0188333B1

  公开（公告）日：1989-07-19
• DERIVES DE TYPE ARYLOXYALKYLCARBAMATES, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
  申请人：Sanofi-Aventis

  公开号：EP1708994B1

  公开（公告）日：2007-08-08
• US4680300A
  申请人：——

  公开号：US4680300A

  公开（公告）日：1987-07-14
• Synthesis, biological evaluation of 9-N-substituted berberine derivatives as multi-functional agents of antioxidant, inhibitors of acetylcholinesterase, butyrylcholinesterase and amyloid-β aggregation
  作者：Wen-Jun Shan、Ling Huang、Qi Zhou、Fan-Chao Meng、Xing-Shu Li

  DOI：10.1016/j.ejmech.2011.09.051

  日期：2011.12

  A series of 9-N-substituted berberine derivatives were synthesized and biologically evaluated as antioxidant and inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase and amyloid-beta aggregation. Most of these compounds exhibited very good antioxidant activities, inhibitive activities of AChE and amyloid-beta aggregation. Among them, compound 8d, (o-methylphenethyl)amino linked at the 9-position of berberine, was found to be a good antioxidant (with 4.05 mu M of Trolox equivalents), potent inhibitor of AChE (an IC50 value of 0.027 mu M), and high active inhibitor of amyloid-beta aggregation (an IC50 value of 2.73 mu M). (C) 2011 Elsevier Masson SAS. All rights reserved.