2-N,N-dimethylamino-5-hydroxy-4-methyl-6-(10-hydroxydecyl)-pyridine | 1330766-65-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-N,N-dimethylamino-5-hydroxy-4-methyl-6-(10-hydroxydecyl)-pyridine
• 英文别名: 6-(Dimethylamino)-2-(10-hydroxydecyl)-4-methylpyridin-3-ol
• CAS: 1330766-65-8
• 化学式: C₁₈H₃₂N₂O₂
• 分子量: 308.464
• InChiKey: VNJKYOCCCXHDBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  56.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(benzyloxy)-6-(dimethylamino)-2-[10-(methoxymethoxy)decyl]-4-methylpyridine 在 盐酸 、 20% palladium hydroxide on charcoal 、 氢气 作用下， 以 水 为溶剂， 反应 16.25h， 以77%的产率得到2-N,N-dimethylamino-5-hydroxy-4-methyl-6-(10-hydroxydecyl)-pyridine
  参考文献：
  名称：

  Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection

  摘要：

  Selected pyridinol analogues of the experimental neuroprotective drug idebenone have been synthesized and evaluated as antioxidants capable of preserving mitochondrial function. The compounds, having a different redox core but the same side chain as idebenone, exhibited a range of potencies, reflecting differences in their structures. The results obtained provide guidance in the design of such analogues with improved properties. Analogues were identified that have significantly improved antioxidant activity compared with idebenone in cultured lymphocytes, and which exhibit lesser inhibition of the electron transport chain. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.005

文献信息

• [EN] MULTIFUNCTIONAL RADICAL QUENCHERS AND THEIR USE<br/>[FR] DÉSACTIVATEURS DE RADICAUX LIBRES MULTIFONCTIONNELS ET LEUR UTILISATION
  申请人：UNIV ARIZONA

  公开号：WO2011103536A1

  公开（公告）日：2011-08-25

  The present disclosure provides biologically active compounds of formula (I): and pharmaceutically acceptable salts thereof, compositions comprising these compounds, and methods of using these compounds in a variety of applications, such as treatment or suppression of diseases associated with decreased mitochondrial function resulting in diminished ATP production and/or oxidative stress and/or lipid peroxidation.

  本公开提供了具有生物活性的公式(I)化合物：以及它们的药用可接受盐，包含这些化合物的组合物，以及在这些化合物在各种应用中的使用方法，例如治疗或抑制与线粒体功能降低有关的疾病，导致ATP产生减少和/或氧化应激和/或脂质过氧化。
• Multifunctional Radical Quenchers and Their Uses
  申请人：HECHT Sidney

  公开号：US20130267546A1

  公开（公告）日：2013-10-10

  The present disclosure provides biologically active compounds of formula (I): and pharmaceutically acceptable salts thereof: compositions comprising these compounds, and methods of using these compounds in a variety of applications, such as treatment or suppression of diseases associated with decreased mitochondrial function resulting in diminished ATP production and/or oxidative stress and/or lipid peroxidation.

  本公开提供了式（I）的生物活性化合物及其药学上可接受的盐：包含这些化合物的组合物，以及使用这些化合物在多种应用中的方法，例如治疗或抑制与减少线粒体功能相关的疾病，导致ATP产生减少和/或氧化应激和/或脂质过氧化。
• MULTIFUNCTIONAL RADICAL QUENCHERS AND THEIR USE
  申请人：Arizona Board Of Regents

  公开号：EP2536690A1

  公开（公告）日：2012-12-26
• US8952025B2
  申请人：——

  公开号：US8952025B2

  公开（公告）日：2015-02-10
• Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection
  作者：Pablo M. Arce、Ruth Goldschmidt、Omar M. Khdour、Manikandadas M. Madathil、Jennifer Jaruvangsanti、Sriloy Dey、David M. Fash、Jeffrey S. Armstrong、Sidney M. Hecht

  DOI：10.1016/j.bmc.2012.07.005

  日期：2012.9

  Selected pyridinol analogues of the experimental neuroprotective drug idebenone have been synthesized and evaluated as antioxidants capable of preserving mitochondrial function. The compounds, having a different redox core but the same side chain as idebenone, exhibited a range of potencies, reflecting differences in their structures. The results obtained provide guidance in the design of such analogues with improved properties. Analogues were identified that have significantly improved antioxidant activity compared with idebenone in cultured lymphocytes, and which exhibit lesser inhibition of the electron transport chain. (C) 2012 Elsevier Ltd. All rights reserved.