3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl | 2154-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl
• 英文别名: 2,2,5,5,-Tetramethyl-3-hydroxy-pyrrolidin-1-oxyl；(3-Hydroxy-2,2,5,5-tetramethylpyrrolidin-1-yl)oxidanyl
• CAS: 2154-37-2
• 化学式: C₈H₁₆NO₂
• 分子量: 158.221
• InChiKey: CBWPXEKUGDLZTH-UHFFFAOYSA-N

物化性质

• 熔点：
  125.5-126.0 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl 在 C₆H₃(CPh₃)C(CH₃)PhCH₂C(CH₃)2N(OH) 作用下， 以 正己烷 为溶剂， 生成 3-hydroxy-2,2,5,5-tetramethyl-1-pyrrolidinyloxy
  参考文献：
  名称：

  位阻羟胺-硝酰基体系中氢原子的交换反应

  摘要：

  测定了喹啉、咪唑啉、吡咯烷和哌啶系列的空间位阻硝酰基自由基-羟胺以及二芳基羟胺体系中氢原子的直接和反向交换反应的速率常数。建立了水胺还原能力的量表。低同位素效应值是羟胺-硝酰基自由基体系中氢交换反应的典型特征。

  DOI：

  10.1007/bf02495549
• 作为产物：
  描述：

  四甲基哌啶酮 在 sodium tetrahydroborate 、 sodium tungstate 、 sodium hypobromide 、 ammonium acetate 、 双氧水 、 溴 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 反应 8.0h， 生成 3-hydroxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl
  参考文献：
  名称：

  Influerce of chemical structure of nitroxyl spin labels on their reduction by ascorbic acid

  摘要：

  DOI：

  10.1016/s0040-4020(01)96516-0

文献信息

• Drug Resistance Reversal In Neoplastic Disease
  申请人：Patil Ghanshyam

  公开号：US20080200405A1

  公开（公告）日：2008-08-21

  The present invention is directed to compounds, compositions, and methods for halting or reversing the effects of chemoresistance in neoplastic diseases. In particular the use of hydroxylamines is described.

  本发明涉及用于阻止或逆转肿瘤性疾病化疗耐药效应的化合物、组合物和方法。具体描述了羟胺的使用。
• WO2008/103613
  申请人：——

  公开号：——

  公开（公告）日：——
• Effect of the chemical structure of nitroxyl radicals on their reactivity in the reaction with hydrazobenzene and tetranitromethane
  作者：A. D. Malievskii、S. V. Koroteev、L. B. Volodarskii、A. B. Shapiro

  DOI：10.1007/bf00958847

  日期：1990.11

  The reaction rate constants of reduction of stable radicals of different classes by hydrazobenzene in hexane at approximately 20-degrees-C, in the range of 0.4-5.10(3) M-1.sec-1, were determined; a single scale of the oxidative properties of stable nitroxyl radicals was constructed. The rate constants of oxidation of a series of nitroxyl radicals by tetranitromethane in aqueous medium at approximately 20-degrees-C, in the range of 0.06-10 M-1.sec-1, were determined. It was shown that the oxidative properties of the nitroxyl group decrease slightly with an increase in its reducing properties for nitroxyl radicals of the piperidine and imidazoline series in reactions with ascorbic acid and tetranitromethane in aqueous medium, respectively.
• Influerce of chemical structure of nitroxyl spin labels on their reduction by ascorbic acid
  作者：W.R. Couet、R.C. Brasch、C. Sosnovsky、J. Lukszo、I. Prakash、C.T. Gnewech、T.N. Tozer

  DOI：10.1016/s0040-4020(01)96516-0

  日期：1985.1
• The exchange reaction of hydrogen atoms in the system sterically hindered hydroxylamine-nitroxyl radical
  作者：A. D. Malievskii、S. V. Koroteev

  DOI：10.1007/bf02495549

  日期：1998.7

  direct and reverse exchange reactions of the hydrogen atom in the system sterically-hindered nitroxyl radical-hydroxylamine of the quinoline, imidazoline, pyrrolidine, and piperidine series as well as diarylhydroxylamine were determined. A scale of the reductive abilities of the hydrolamines was established. A low value of the isotope effect is typical of the reactions of hydrogen exchange in the systems

  测定了喹啉、咪唑啉、吡咯烷和哌啶系列的空间位阻硝酰基自由基-羟胺以及二芳基羟胺体系中氢原子的直接和反向交换反应的速率常数。建立了水胺还原能力的量表。低同位素效应值是羟胺-硝酰基自由基体系中氢交换反应的典型特征。