N-tert-butyl-1-[3-[(E)-2-(3-formyl-8-methyl-5-propan-2-ylazulen-1-yl)ethenyl]-4-methyl-7-propan-2-ylazulen-1-yl]methanimine oxide | 431042-84-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-tert-butyl-1-[3-[(E)-2-(3-formyl-8-methyl-5-propan-2-ylazulen-1-yl)ethenyl]-4-methyl-7-propan-2-ylazulen-1-yl]methanimine oxide
• CAS: 431042-84-1
• 化学式: C₃₆H₄₁NO₂
• 分子量: 519.727
• InChiKey: IQMVMUVMKSFSIE-WVMCBZOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-tert-butyl-1-[3-[(E)-2-(3-formyl-8-methyl-5-propan-2-ylazulen-1-yl)ethenyl]-4-methyl-7-propan-2-ylazulen-1-yl]methanimine oxide 在 吡啶 、 盐酸羟胺 作用下， 生成
  参考文献：
  名称：

  [EN] AZULENYL NITRONE SPIN TRAPPING AGENTS, METHODS OF MAKING AND USING SAME
  [FR] AGENTS DE PIEGEAGE DE SPIN A BASE D'AZULENYL NITRONE, PROCEDES DE PREPARATION ET D'UTILISATION DE CEUX-CI

  摘要：

  公开号：

  WO2006036768A3
• 作为产物：
  描述：

  愈创奥 在 吡啶 、 barium dihydroxide 、 四(三苯基膦)钯 、 异丙苯 、 air 、 偶氮二异丁腈 、 水 、 magnesium sulfate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 氘代苯 、 水 、 丙酮 、 甲苯 为溶剂， 反应 21.25h， 生成 N-tert-butyl-1-[3-[(E)-2-(3-formyl-8-methyl-5-propan-2-ylazulen-1-yl)ethenyl]-4-methyl-7-propan-2-ylazulen-1-yl]methanimine oxide
  参考文献：
  名称：

  Stilbazulenyl Nitrone (STAZN):  A Nitronyl-Substituted Hydrocarbon with the Potency of Classical Phenolic Chain-Breaking Antioxidants

  摘要：

  Stilbazulenyl nitrone (STAZN), 8, a nitronyl-substituted hydrocarbon, is a novel second-generation azulenyl nitrone with significantly enhanced potency as a chain-breaking antioxidant vs conventional a-phenyl nitrones previously investigated as antioxidant therapeutics. A convenient H-1 NMR-based assay for assessing the potency of chain-breaking antloxidants has shown that STAZN is ca. 300 times more potent in inhibiting the free radical-mediated aerobic peroxidation of cumene than is PBN and the experimental stroke drug NXY-059. Such levels of antioxidant efficacy are unprecedented among archetypal a-phenyl nitrone spin traps. Furthermore, STAZN outperforms such classical phenolic antioxidants as BHT and probucol and rivals the antioxidant potency of Vitamin E in a polar medium comprised of 80,. cumene and 20% methanol, The Voloclarskii electron-transfer mechanism involving the intermediacy of the STAZN radical cation has been implicated in attempts to ascertain the basis for the increased potency of STAZN over the three a-phenyl nitrones PBN, S-PBN, and NXY-059.

  DOI：

  10.1021/ja011507s

文献信息

• Azulenyl Nitrone Spin Trapping Agents, Methods of Making and Using Same
  申请人：Becker David A.

  公开号：US20080167474A1

  公开（公告）日：2008-07-10

  The present invention provides azulenyl nitrones, such as those having the following general formula: (I) compositions comprising the same and methods of their use for the treatment or prevention of oxidative, ischemic, ischemia/reperfusion-related and chemokine-mediated conditions.
• US7910729B2
  申请人：——

  公开号：US7910729B2

  公开（公告）日：2011-03-22
• Stilbazulenyl Nitrone (STAZN):  A Nitronyl-Substituted Hydrocarbon with the Potency of Classical Phenolic Chain-Breaking Antioxidants
  作者：David A. Becker、James J. Ley、Luis Echegoyen、Robert Alvarado

  DOI：10.1021/ja011507s

  日期：2002.5.1

  Stilbazulenyl nitrone (STAZN), 8, a nitronyl-substituted hydrocarbon, is a novel second-generation azulenyl nitrone with significantly enhanced potency as a chain-breaking antioxidant vs conventional a-phenyl nitrones previously investigated as antioxidant therapeutics. A convenient H-1 NMR-based assay for assessing the potency of chain-breaking antloxidants has shown that STAZN is ca. 300 times more potent in inhibiting the free radical-mediated aerobic peroxidation of cumene than is PBN and the experimental stroke drug NXY-059. Such levels of antioxidant efficacy are unprecedented among archetypal a-phenyl nitrone spin traps. Furthermore, STAZN outperforms such classical phenolic antioxidants as BHT and probucol and rivals the antioxidant potency of Vitamin E in a polar medium comprised of 80,. cumene and 20% methanol, The Voloclarskii electron-transfer mechanism involving the intermediacy of the STAZN radical cation has been implicated in attempts to ascertain the basis for the increased potency of STAZN over the three a-phenyl nitrones PBN, S-PBN, and NXY-059.
• [EN] AZULENYL NITRONE SPIN TRAPPING AGENTS, METHODS OF MAKING AND USING SAME<br/>[FR] AGENTS DE PIEGEAGE DE SPIN A BASE D'AZULENYL NITRONE, PROCEDES DE PREPARATION ET D'UTILISATION DE CEUX-CI
  申请人：TEES THE FLORIDA INTERNAT UNIV

  公开号：WO2006036768A3

  公开（公告）日：2006-09-28