1-hydroxy-2,2,5,5-tetramethyl-pyrroline-3-carboxamide | 65594-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-hydroxy-2,2,5,5-tetramethyl-pyrroline-3-carboxamide
• 英文别名: 2,5-dihydro-1-hydroxy-2,2,5,5-tetramethyl-1H-pyrrole-3-carboxamide；2,2,5,5-Tetramethyl-3-carbamido-3-pyrroline-1-oxyl；1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carboxamide
• CAS: 65594-24-3
• 化学式: C₉H₁₆N₂O₂
• mdl: MFCD00853564
• 分子量: 184.238
• InChiKey: GMXOTWPDUBXCMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  66.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-hydroxy-2,2,5,5-tetramethyl-pyrroline-3-carboxamide 在 manganese(IV) oxide 作用下， 生成 氨基甲酰基-2,2,5,5-四甲基-3-吡咯啉-1-氧基
  参考文献：
  名称：

  Room-temperature electron spin relaxation of nitroxides immobilized in trehalose: Effect of substituents adjacent to NO-group

  摘要：

  Trehalose has been recently promoted as efficient immobilizer of biomolecules for room-temperature EPR studies, including distance measurements between attached nitroxide spin labels. Generally, the structure of nitroxide influences the electron spin relaxation times, being crucial parameters for room-temperature pulse EPR measurements. Therefore, in this work we investigated a series of nitroxides with different substituents adjacent to NO-moiety including spirocyclohexane, spirocyclopentane, tetraethyl and tetramethyl groups. Electron spin relaxation times (T-1, T-m) of these radicals immobilized in trehalose were measured at room temperature at X- and Q-bands (9/34 GHz). In addition, a comparison was made with the corresponding relaxation times in nitroxide-labeled DNA immobilized in trehalose. In all cases phase memory times T-m, were close to 700 ns and did not essentially depend on structure of substituents. Comparison of temperature dependences of T-m at T = 80-300 K shows that the benefit of spirocyclohexane substituents well-known at medium temperatures (similar to 100-180 K) becomes negligible at 300 K. Therefore, unless there are specific interactions between spin labels and biomolecules, the room temperature value of T-m in trehalose is weakly dependent on the structure of substituents adjacent to NO-moiety of nitroxide. The issues of specific interactions and stability of nitroxide labels in biological media might be more important for room temperature pulsed dipolar EPR than differences in intrinsic spin relaxation of radicals. (C) 2016 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jmr.2016.02.014
• 作为产物：
  描述：

  氨基甲酰基-2,2,5,5-四甲基-3-吡咯啉-1-氧基 在 一水合肼 作用下， 以 甲醇 为溶剂， 生成 1-hydroxy-2,2,5,5-tetramethyl-pyrroline-3-carboxamide
  参考文献：
  名称：

  自由基掩盖的糖基化自旋标记试剂的合成和酶催化水解。

  摘要：

  N1-乙酰氧基-2,2,6,6-四甲基哌啶-4-基2,3,4,6-四-O-苄基-α-和-β-D-吡喃葡萄糖苷（3-α，β）和N1-合成了高产收率的乙酰氧基-2,2,5,5-四甲基吡咯啉-3-基2,3,4,6-四-O-苄基-α-和-β-D-吡喃葡萄糖胺用施密特的糖基化方法。他们随后进行的O-脱苄基反应成功进行，得到了所需的产物1-alpha和1-beta，产率很高，2-alpha的产率很低，在钯-钯存在下仅通过短时间的氢解反应就没有2-beta。 CHCl3-MeOH溶剂系统中的纯碳（Pd-C），其中包括浓HCl。在酶催化的水解作用下，只有2-alpha被酯酶水解，而1-alpha和1-beta都没有被任何其他酶（如脂肪酶）水解。

  DOI：

  10.1016/j.carres.2004.07.014

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。
• HYDROXYLAMINE COMPOUNDS AND METHODS OF THEIR USE
  申请人：Patil Ghanshyam

  公开号：US20080280890A1

  公开（公告）日：2008-11-13

  The present disclosure provides compounds that include hydroxylamines of formula I or II, pharmaceutical compositions, and methods for their use. The methods utilize hydroxylamine compounds and/or their pharmaceutical compositions for the treatment of angiogenesis, hepatitis, complement-mediated pathologies, drusen-mediated pathologies, macular degeneration and certain other ophthalmic conditions, inflammation, arthritis, and related diseases and for the inhibition of complement activation.

  本公开提供了包括式I或II的羟胺化合物、制药组合物以及它们的使用方法。该方法利用羟胺化合物及/或其制药组合物治疗血管生成、肝炎、补体介导的病理、色斑介导的病理、黄斑变性和某些其他眼科疾病、炎症、关节炎和相关疾病，并抑制补体激活。
• Verbessertes Verfahren zur Herstellung von Polyencarbonylverbindungen mit einem hohen Gehalt an dem all-E-Isomeren, sowie von deren Acetalen oder Ketalen
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0691329A1

  公开（公告）日：1996-01-10

  Verfahren zur Herstellung von Polyencarbonylverbindungen mit hohem all-E-Gehalt sowie von deren Acetalen oder Ketalen durch Aldolkondensation oder Horner-Emmons-Reaktion, das dadurch gekennzeichnet ist, daß man die Umsetzung zum Zwecke der bevorzugten Bildung einer Doppelbindung mit E-Konfiguration und um die E-Konfiguration der Doppelbindungen in den Ausgangsverbindungen möglichst vollständig zu erhalten in Gegenwart von Sauerstoff oder einem Sauerstoff-Inertgas-Gemisch oder Stickstoffmonoxid oder einem Stickstoffmonoxid-Inertgas-Gemisch und/oder in Gegenwart spezieller stabiler Radikale und/oder in Gegenwart von Chinonen oder Chinonderivaten durchführt.

  通过醛醇缩合反应或霍纳-艾蒙斯反应制备烯羰基含量高的多烯烃化合物及其缩醛或缩酮的工艺，其特征在于该反应是在有氧气或氧气-惰性气体混合物或一氧化氮或一氧化氮-惰性气体混合物和/或特定稳定自由基和/或醌或醌衍生物存在的情况下进行的，目的是优先形成具有 E 构型的双键，并尽可能完全地获得起始化合物中双键的 E 构型。
• Modified butyl rubber composition
  申请人：The Yokohama Rubber Co., Ltd.

  公开号：EP1777237A1

  公开（公告）日：2007-04-25

  A modified butyl rubber composition including a modified butyl rubber obtained by reacting a compound (a) having, in its molecule, a nitroxide free radical stable at an ordinary temperature in the presence of oxygen, a radical initiator (b), and a bifunctional or higher radical polymerizable monomer (c) or a modified butyl rubber composition containing a modified butyl rubber, obtained by reacting a compound (a) having, in its molecule, a nitroxide free radical stable at ordinary temperature in the presence of oxygen and a radical initiator (b), into which a bi- or more-functional radical polymerizable monomer (c) is compounded.

  一种改性丁基橡胶组合物，包括一种改性丁基橡胶，该改性丁基橡胶是通过使一种化合物（a）反应而得，该化合物（a）的分子中含有一种在常温下有氧条件下稳定的亚硝基自由基、一种自由基引发剂（b）和一种双官能团或更高官能团可聚合单体（c），或一种含有改性丁基橡胶的改性丁基橡胶组合物、将分子中含有在常温下有氧条件下稳定的亚硝基自由基的化合物（a）和自由基引发剂（b）与双官能团或更高官能团可聚合单体（c）复配反应而得。
• SEALING MATERIAL FOR ELECTROLYTIC CAPACITOR AND ELECTROLYTIC CAPACITOR EMPLOYING THE SEALING MATERIAL
  申请人：NIPPON CHEMI-CON CORPORATION

  公开号：EP2146360A1

  公开（公告）日：2010-01-20

  An electrolytic capacitor sealer capable of fulfilling the requirement such as long-term heat resistance without risk of reversion due to crosslinking with an organic peroxide and an electrolytic capacitor using such a sealer are provided. A sealer is formed of a modified butyl rubber composition obtained by using an organic peroxide to crosslink a modified butyl rubber composition which has been modified by reacting butyl rubber with a compound (a) having in the molecule a nitroxide free radical that is stable at room temperature even in the presence of oxygen, a radical initiator (b), and a bifunctional or higher radical polymerizable monomer (c), and of a modified butyl rubber composition obtained by compounding a radical polymerizable monomer (c) with a modified butyl rubber composition that has been obtained by reacting butyl rubber with a compound (a) having in the molecule a nitroxide free radical that is stable at room temperature even in the presence of oxygen and a radical initiator (b), and then crosslinking the composition thus obtained with an organic peroxide.

  本发明提供了一种电解电容器密封剂，该密封剂能够满足长期耐热性等要求，且不会因与有机过氧化物交联而出现回火风险，还提供了一种使用这种密封剂的电解电容器。 密封剂是由改性丁基橡胶组合物形成的，改性丁基橡胶组合物是通过使用有机过氧化物交联改性丁基橡胶组合物而获得的，改性丁基橡胶组合物是通过丁基橡胶与化合物（a）反应而改性的，化合物（a）的分子中含有即使在氧气存在下也能在室温下稳定的亚硝基自由基，自由基引发剂（b）和双官能团或更高官能团可聚合单体（c）、以及将可自由基聚合的单体（c）与改性丁基橡胶组合物复配而得到的改性丁基橡胶组合物，改性丁基橡胶组合物是通过丁基橡胶与化合物（a）反应而得到的，化合物（a）分子中含有即使在室温下有氧气存在也很稳定的亚硝基自由基和自由基引发剂（b），然后用有机过氧化物交联由此得到的组合物。