3-Benzyloxy-1-[2-(3,5-di-tert-butyl-4-hydroxybenzylamino)ethyl]-2-methyl-4(1H)-pyridinone | 543731-08-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Benzyloxy-1-[2-(3,5-di-tert-butyl-4-hydroxybenzylamino)ethyl]-2-methyl-4(1H)-pyridinone
• 英文别名: 1-[2-[(3,5-Ditert-butyl-4-hydroxyphenyl)methylamino]ethyl]-2-methyl-3-phenylmethoxypyridin-4-one
• CAS: 543731-08-4
• 化学式: C₃₀H₄₀N₂O₃
• 分子量: 476.659
• InChiKey: ZFKKCCRBPSISEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Benzyloxy-1-[2-(3,5-di-tert-butyl-4-hydroxybenzylamino)ethyl]-2-methyl-4(1H)-pyridinone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以96%的产率得到1-[2-[(3,5-Ditert-butyl-4-hydroxyphenyl)methylamino]ethyl]-3-hydroxy-2-methylpyridin-4-one
  参考文献：
  名称：

  Prodrug and covalent linker strategies for the solubilization of dual-Action antioxidants/Iron chelators

  摘要：

  Water soluble prodrugs of hybrid free radical scavenger/iron chelating molecules, based on 3,5-disubstituted-4-hydroxyphenyl derivatives and 3-hydroxy-2-methyl-4(1H)-pyridinone (deferiprone), have been prepared. Related hybrid molecules containing a covalent poly(ethylene)glycol or an amine linker were also synthesized. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00698-4
• 作为产物：
  描述：

  1-(2-aminoethyl)-3-(benzyloxy)-2-methylpyridin-4(1H)-one 、 3,5-二叔丁基-4-羟基苯甲醛 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 以13%的产率得到3-Benzyloxy-1-[2-(3,5-di-tert-butyl-4-hydroxybenzylamino)ethyl]-2-methyl-4(1H)-pyridinone
  参考文献：
  名称：

  Prodrug and covalent linker strategies for the solubilization of dual-Action antioxidants/Iron chelators

  摘要：

  Water soluble prodrugs of hybrid free radical scavenger/iron chelating molecules, based on 3,5-disubstituted-4-hydroxyphenyl derivatives and 3-hydroxy-2-methyl-4(1H)-pyridinone (deferiprone), have been prepared. Related hybrid molecules containing a covalent poly(ethylene)glycol or an amine linker were also synthesized. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00698-4

文献信息

• 3-Hydroxy-2(1H)-pyridinone or 3-hydroxy-4(1H)-pyridinone derivatives useful as reactive oxygen species (ROS) scavengers
  申请人：Cerebrus Pharmaceuticals Limited

  公开号：EP1006108A1

  公开（公告）日：2000-06-07

  A compound of the formula (1): wherein A is wherein R1, R2 and R3 are independently selected from H and alkyl; wherein X is O, S, NR4 or a direct bond, wherein R4 is H or alkyl; wherein Z is a saturated hydrocarbyl chain comprising from 1 to 20 carbon atoms interrupted by one or more heteroatom(s) and optionally substituted by one or more oxo substituent(s); wherein q is 1, 2 or 3; wherein if q is 2 or 3, then each A can be the same or different; wherein the or each R5 is independently selected from H and alkyl; wherein the or each R6 is independently selected from alkyl; wherein n is 1 to 5; wherein p is 0 to 4; and wherein the sum of n and p is less than 6, or a pharmaceutically acceptable salt thereof, and the use thereof in therapy, particularly for the treatment of a condition associated with oxidative stress, such as oxidative damage of the central nervous system or an acute or chronic neurological disorder such as traumatic brain injury, spinal cord injury, cerebral tumour, subharrachnoid haemorrage/cerebral vasospasm, cerebral ischaemia, stroke (ischaemic or haemorragic), Alzheimer's disease, Huntington's Disease, Parkinson's Disease, Friedrich's ataxia, motor neuron disease or multiple sclerosis.

  其中A为其中R1、R2和R3分别独立选择自H和烷基；其中X为O、S、NR4或直接键，其中R4为H或烷基；其中Z为由1至20个碳原子组成的饱和碳氢链，中断一个或多个杂原子，并且可选择地被一个或多个氧代取代基取代；其中q为1、2或3；如果q为2或3，则每个A可以相同也可以不同；其中每个R5独立选择自H和烷基；其中每个R6独立选择自烷基；其中n为1至5；其中p为0至4；且n和p的总和小于6，或其药学上可接受的盐，以及其在治疗中的用途，特别用于治疗与氧化应激有关的疾病，如中枢神经系统的氧化损伤或急性或慢性神经系统疾病，如创伤性脑损伤、脊髓损伤、脑肿瘤、蛛网膜下腔出血/脑血管痉挛、脑缺血、中风（缺血性或出血性）、阿尔茨海默病、亨廷顿病、帕金森病、弗里德里希共济失调、运动神经元疾病或多发性硬化症。
• Prodrug and covalent linker strategies for the solubilization of dual-Action antioxidants/Iron chelators
  作者：David Bebbington、Claire E Dawson、Suneel Gaur、John Spencer

  DOI：10.1016/s0960-894x(02)00698-4

  日期：2002.11

  Water soluble prodrugs of hybrid free radical scavenger/iron chelating molecules, based on 3,5-disubstituted-4-hydroxyphenyl derivatives and 3-hydroxy-2-methyl-4(1H)-pyridinone (deferiprone), have been prepared. Related hybrid molecules containing a covalent poly(ethylene)glycol or an amine linker were also synthesized. (C) 2002 Elsevier Science Ltd. All rights reserved.