N-(3-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)propyl)-5-(1,2-dithiolan-3-yl)pentanamide | 903588-30-7

• 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-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)propyl)-5-(1,2-dithiolan-3-yl)pentanamide
• 英文别名: 5-[1,2]dithiolan-3-yl-pentanoic acid [3-(2-chloro-6,7-dimethoxy-quinazoline-4-ylamino)-propyl]-amide；N-[3-[(2-chloro-6,7-dimethoxyquinazolin-4-yl)amino]propyl]-5-(dithiolan-3-yl)pentanamide
• CAS: 903588-30-7
• 化学式: C₂₁H₂₉ClN₄O₃S₂
• 分子量: 485.071
• InChiKey: MCFOZDJLZMYCEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,4-二氯-6,7-二甲氧基喹唑啉 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.25h， 生成 N-(3-(2-chloro-6,7-dimethoxyquinazolin-4-ylamino)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

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。
• US7307083B2
  申请人：——

  公开号：US7307083B2

  公开（公告）日：2007-12-11
• Exploiting the lipoic acid structure in the search for novel multitarget ligands against Alzheimer’s disease
  作者：Michela Rosini、Elena Simoni、Manuela Bartolini、Andrea Tarozzi、Riccardo Matera、Andrea Milelli、Patrizia Hrelia、Vincenza Andrisano、Maria Laura Bolognesi、Carlo Melchiorre

  DOI：10.1016/j.ejmech.2011.09.001

  日期：2011.11

  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.