N-(3-(3-(1-(dimethylamino)ethyl)phenoxy)propyl)-5-(1,2-dithiolan-3-yl)pentanamide | 903588-24-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: N-(3-(3-(1-(dimethylamino)ethyl)phenoxy)propyl)-5-(1,2-dithiolan-3-yl)pentanamide
• 英文别名: 5-[1,2]dithiolan-3-yl-pentanoic acid {3-[3-(1-dimethylamino-ethyl)-phenoxy]-propyl}-amide；N-[3-[3-[1-(Dimethylamino)ethyl]phenoxy]propyl]-1,2-dithiolane-3-pentanamide；N-[3-[3-[1-(dimethylamino)ethyl]phenoxy]propyl]-5-(dithiolan-3-yl)pentanamide
• CAS: 903588-24-9
• 化学式: C₂₁H₃₄N₂O₂S₂
• 分子量: 410.645
• InChiKey: ZRDZIXJPHJDNOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  92.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 3-(3-(1-(dimethylamino)ethyl)phenoxy)propylcarbamate 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.25h， 生成 N-(3-(3-(1-(dimethylamino)ethyl)phenoxy)propyl)-5-(1,2-dithiolan-3-yl)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
• 作为试剂：
  描述：

  3-(3-(1-(dimethylamino)ethyl)phenoxy)propan-1-amine 、 R-(+)-硫辛酸 在 N-(3-(3-(1-(dimethylamino)ethyl)phenoxy)propyl)-5-(1,2-dithiolan-3-yl)pentanamide 、 petroleum ether toluene CH2Cl2 MeOH 作用下， 以afforded 19 as a waxy solid的产率得到N-(3-(3-(1-(dimethylamino)ethyl)phenoxy)propyl)-5-(1,2-dithiolan-3-yl)pentanamide
  参考文献：
  名称：

  Organic Compounds Useful For The Treatment Of Alzheimer's Disease, Their Use And Method Of Preparation

  摘要：

  通式为（I）的化合物被用于治疗阿尔茨海默病。

  公开号：

  US20070219241A1

文献信息

• Tetrahydro-acridine and dithiolane derivatives
  申请人：Alma Mater Studiorum-Universita'di Bologna

  公开号：US07307083B2

  公开（公告）日：2007-12-11

  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.