N1-(1-(3-methoxyphenyl)ethyl)-N1-methylpropane-1,3-diamine | 903588-35-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N1-(1-(3-methoxyphenyl)ethyl)-N1-methylpropane-1,3-diamine
• 英文别名: N1-[1-(3-Methoxy-phenyl)-ethyl]-N1-methyl-propane-1,3-diamine；N'-[1-(3-methoxyphenyl)ethyl]-N'-methylpropane-1,3-diamine
• CAS: 903588-35-2
• 化学式: C₁₃H₂₂N₂O
• 分子量: 222.33
• InChiKey: IIOMZHSULXGDCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N1-(1-(3-methoxyphenyl)ethyl)-N1-methylpropane-1,3-diamine 、 Thioctic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 以55%的产率得到5-(1,2-dithiolan-3-yl)-N-(3-((1-(3-methoxyphenyl)ethyl)(methyl)amino) propyl) pentanamide
  参考文献：
  名称：

  Exploiting the lipoic acid structure in the search for novel multitarget ligands against Alzheimer’s disease

  摘要：

  Lipoic acid (LA) is a natural antioxidant. Its structure was previously combined with that of the acetylcholinesterase inhibitor tacrine to give lipocrine (1), a lead compound multitargeted against Alzheimer's disease (AD). Herein, we further explore LA as a privileged structure for developing multimodal compounds to investigate AD. First, we studied the effect of LA chirality by evaluating the cholinesterase profile of 1's enantiomers. Then, a new series of LA hybrids was designed and synthesized by combining racemic LA with motifs of other known anticholinesterase agents (rivastigmine and memoquin). This afforded 4, which represents a step forward in the search for balanced anticholinesterase and antioxidant capacities. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.001
• 作为产物：
  描述：

  1-(3-甲氧基苯基)-N-甲基乙胺 在 potassium carbonate 、 三氟乙酸 、 potassium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 N1-(1-(3-methoxyphenyl)ethyl)-N1-methylpropane-1,3-diamine
  参考文献：
  名称：

  Exploiting the lipoic acid structure in the search for novel multitarget ligands against Alzheimer’s disease

  摘要：

  Lipoic acid (LA) is a natural antioxidant. Its structure was previously combined with that of the acetylcholinesterase inhibitor tacrine to give lipocrine (1), a lead compound multitargeted against Alzheimer's disease (AD). Herein, we further explore LA as a privileged structure for developing multimodal compounds to investigate AD. First, we studied the effect of LA chirality by evaluating the cholinesterase profile of 1's enantiomers. Then, a new series of LA hybrids was designed and synthesized by combining racemic LA with motifs of other known anticholinesterase agents (rivastigmine and memoquin). This afforded 4, which represents a step forward in the search for balanced anticholinesterase and antioxidant capacities. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.001

文献信息

• Organic Compounds Useful For The Treatment Of Alzheimer's Disease, Their Use And Method Of Preparation
  申请人：Rosini Michela

  公开号：US20070219241A1

  公开（公告）日：2007-09-20

  Compounds identified by the general formula (I) are used for the treatment of Alzheimer's disease.

  通式(I)所识别的化合物用于治疗阿尔茨海默病。
• Organic Compounds Useful for the Treatment of Alzheimer's Disease, Their Use and Method of Preparation
  申请人：Rosini Michela

  公开号：US20070299093A1

  公开（公告）日：2007-12-27

  Compounds identified by the general formula (I) are used for the treatment of Alzheimer's disease.

  通式（I）所识别的化合物被用于治疗阿尔茨海默病。
• ORGANIC COMPOUNDS USEFUL FOR THE TREATMENT OF ALZHEIMER'S DISEASE, THEIR USE AND METHOD OF PREPARATION
  申请人：Alma Mater Studiorum -Universita' di Bologna

  公开号：EP1853594A2

  公开（公告）日：2007-11-14
• US7307083B2
  申请人：——

  公开号：US7307083B2

  公开（公告）日：2007-12-11
• [EN] ORGANIC COMPOUNDS USEFUL FOR THE TREATMENT OF ALZHEIMER'S DISEASE, THEIR USE AND METHOD OF PREPARATION<br/>[FR] COMPOSES ORGANIQUES CONVENANT POUR LE TRAITEMENT DE LA MALADIE D'ALZHEIMER, UTILISATION ET METHODE DE FABRICATION
  申请人：UNIV BOLOGNA ALMA MATER

  公开号：WO2006080043A2

  公开（公告）日：2006-08-03

  [EN] Compounds identified by the general formula (I) are used for the treatment of Alzheimer's disease.
  [FR] Composés de formule (I) utilisés pour le traitement de la maladie d'Alzheimer.