3,3,5,5-四甲基-2,6-哌嗪二酮 | 38527-75-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3,3,5,5-四甲基-2,6-哌嗪二酮
• 英文名称: 3,3,5,5-Tetramethylpiperazin-2,6-dion
• 英文别名: 3,3,5,5-tetramethylpiperazine-2,6-dione；2,2,6,6-Tetramethyl-3,5-dioxopiperazin；2,2,6,6-tetramethyl-3,5-diketopiperazine
• CAS: 38527-75-2
• 化学式: C₈H₁₄N₂O₂
• 分子量: 170.211
• InChiKey: WRXOJNHITQWDHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  3,3,5,5-四甲基-2,6-哌嗪二酮 在 次氯酸叔丁酯 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 sodium 3-(4-chloro-3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)propane-1-sulfonate
  参考文献：
  名称：

  Novel N-chloroheterocyclic antimicrobials

  摘要：

  Antimicrobial compounds with broad-spectrum activity and minimal potential for antibiotic resistance are urgently needed. Toward this end, we prepared and investigated a novel series of N-chloroheterocycles. Of the compounds examined, the N-chloroamine series were found superior over N-chloroamide series in regards to exhibiting high antimicrobial activity, low cytotoxicity, and long-term aqueous stability. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.035
• 作为产物：
  描述：

  N-氰基-N'-甲基乙脒 在 ammonium hydroxide 、 氯化铵 作用下， 反应 7.0h， 以2%的产率得到3,3,5,5-四甲基-2,6-哌嗪二酮
  参考文献：
  名称：

  Novel N-chloroheterocyclic antimicrobials

  摘要：

  Antimicrobial compounds with broad-spectrum activity and minimal potential for antibiotic resistance are urgently needed. Toward this end, we prepared and investigated a novel series of N-chloroheterocycles. Of the compounds examined, the N-chloroamine series were found superior over N-chloroamide series in regards to exhibiting high antimicrobial activity, low cytotoxicity, and long-term aqueous stability. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.035

文献信息

• Semi-Rigid Nitroxide Spin Label for Long-Range EPR Distance Measurements of Lipid Bilayer Embedded β-Peptides
  作者：Janine Wegner、Gabriele Valora、Karin Halbmair、Annemarie Kehl、Brigitte Worbs、Marina Bennati、Ulf Diederichsen

  DOI：10.1002/chem.201805880

  日期：2019.2.11

  sparse number of β‐peptide spin labels. Its performance was evaluated by investigating the helical turn of a 314‐helical transmembrane model β‐peptide. Nanometer distances between two incorporated β3‐hTOPP labels in different environments were measured by using pulsed electron/electron double resonance (PELDOR/DEER) spectroscopy. Due to the semi‐rigid conformational design, the label delivers reliable

  β-肽基于其构象稳定和定义明确的二级结构，是一类有趣的跨膜模型肽。在此，我们提出了顺磁性β氨基酸的合成β 3 -hTOPP（4-（3,3,5,5-四甲基-2,6-二氧代-4- oxylpiperazin -1-基） - d -β 3 -高苯甘氨酸），可通过EPR光谱法研究β肽。迄今为止，这种氨基酸增加了β肽旋转标记的稀疏性。通过研究3 14螺旋跨膜模型β肽的螺旋转角来评估其性能。两者之间的距离纳米并入β 3通过使用脉冲电子/电子双共振（PELDOR / DEER）光谱仪测量了不同环境中的hTOPP标签。由于采用半刚性构象设计，即使在脂质双层中，该标签也可提供可靠的距离和清晰的（单峰）距离分布。结果表明，研究的β-肽折叠成3.25 14螺旋，并在脂质双层中保持这种构象。
• TOPP: A Novel Nitroxide-Labeled Amino Acid for EPR Distance Measurements
  作者：Sven Stoller、Giuseppe Sicoli、Tatiana Y. Baranova、Marina Bennati、Ulf Diederichsen

  DOI：10.1002/anie.201103315

  日期：2011.10.4

  A new tool: The amino acid 4‐(3,3,5,5‐tetramethyl‐2,6‐dioxo‐4‐oxylpiperazin‐1‐yl)‐L‐phenylglycine (TOPP), which has a rigid nitroxide spin label, can be used for EPR‐based distance measurements in peptides. The key feature of the design is the defined orientation of the nitroxide in space with respect to the peptide backbone. EPR measurements provide evidence for the low conformational flexibility

  一个新工具：氨基酸4-（3,3,5,5-四甲基-2-2,6-二氧代-4-氧杂哌嗪-1-基）-L-苯基甘氨酸（TOPP），具有刚性一氧化氮旋转标记，可用于基于EPR的肽段距离测量。设计的关键特征是空间中氮氧化物相对于肽主链的确定方向。EPR测量为TOPP标签的低构象柔韧性提供了证据。
• Compositions stabilized by dioxopiperazinyl derivatives
  申请人：Ciba Specialty Chemicals Corporation

  公开号：US06762226B2

  公开（公告）日：2004-07-13

  Polyoxymethylene, blends of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, and coatings based on a functional acrylate resin and a crosslinking agent, which are stabilized by addition of a compound of the formula I wherein s is from the range 1 to 8; R1, R2, R3 and R4, independently of each other, are C1-C4alkyl, or R1 and R2 or R3 and R4, together with the carbon atom to which they are bound, form a cyclopentyl or cyclohexyl ring; R5 is hydrogen; C1-C18alkyl; oxyl; OH; CH2CN; C1-C18alkoxy; C5-C12cycloalkoxy; C3-C8alkenyl; C3-C8alkynyl; C7-C12phenylalkyl; C7-C15phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C1-C4alkyl and C1-C4alkoxy; C7-C15phenylalkoxy; C7-C15phenylalkoxy, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C1-C4alkyl and C1-C4alkoxy; or R5 is C1-C8alkanoyl; C3-C5alkenoyl; C1-C18alkanoyloxy; glycidyl; or a group —CH2CH(OH)-G, in which G is hydrogen, methyl or phenyl; and A is as described in claim 1, show a good resistance against harmful effects of light, oxygen and heat.

  聚甲醛，聚碳酸酯与丙烯腈-丁二烯-苯乙烯三元共聚物混合物，以及基于功能丙烯酸酯树脂和交联剂的涂层，通过添加符合以下化合物I的化合物来稳定，其中s取值范围为1至8；R1、R2、R3和R4，彼此独立，为C1-C4烷基，或者R1和R2或R3和R4与它们结合的碳原子一起形成环戊烷或环己烷环；R5为氢；C1-C18烷基；氧化物基；羟基；CH2CN；C1-C18烷氧基；C5-C12环烷氧基；C3-C8烯基；C3-C8炔基；C7-C12苯基烷基；C7-C15苯基烷基，苯环上被1、2或3个来自C1-C4烷基和C1-C4烷氧基的基替代；C7-C15苯基氧基；C7-C15苯基氧基，苯环上被1、2或3个来自C1-C4烷基和C1-C4烷氧基的基替代；或者R5为C1-C8烷酰基；C3-C5烯酰基；C1-C18烷酰氧基；环氧基；或者一个基团—CH2CH(OH)-G，其中G为氢、甲基或苯基；以及A如权利要求1所述，对光、氧气和热的有害影响表现出良好的抵抗能力。
• NITROXIDE CONTAINING ELECTRODE MATERIALS FOR SECONDARY BATTERIES
  申请人：Nesvadba Peter

  公开号：US20100181527A1

  公开（公告）日：2010-07-22

  This invention relates to a stable secondary battery utilizing as active principle the oxidation and reduction cycle of a sterically hindered nitroxide radical, a sterically hindered oxoammonium cation, a sterically hindered hydroxylamine or a sterically hindered aminoxide anion containing a piperazin-2,6-dione, a piperazin-2-one or morpholin-2-one structural unit. Further aspects of the invention are a method for providing such a secondary battery, the use of the respective compounds as active elements in secondary batteries and selected novel compounds.

  本发明涉及一种稳定的二次电池，利用空间位阻的亚硝基自由基、空间位阻的氧代铵阳离子、空间位阻的羟胺或空间位阻的氨氧阴离子，其中包含哌嗪-2,6-二酮、哌嗪-2-酮或吗啉-2-酮结构单元的氧化还原循环作为活性原理。发明的其他方面包括提供这种二次电池的方法，使用相应化合物作为二次电池中的活性元素以及选择的新化合物。
• Alkyl alkanoate derivatives of substituted piperazines and polymer
  申请人：Ciba-Geigy Corporation

  公开号：US03992351A1

  公开（公告）日：1976-11-16

  Alkyl alkanoate derivatives of substituted piperazines are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds may be formed by reacting a substituted piperazine with an acrylate or reacting a substituted piperazine with an .alpha.-haloalkanoate. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is n-octadecyl-.beta.-(157,15-diazadispiro[5,1,5,3]hexadecane}propionate.

  取代哌嗪的烷基烷酸酯衍生物是合成聚合材料的稳定剂，通常会因紫外线而受到恶化。这些化合物可以通过将取代哌嗪与丙烯酸酯反应或将取代哌嗪与α-卤代烷酸酯反应来形成。含有这些稳定剂的聚合物组合物也可以含有阻碍酚类化合物。一个典型的实施例是n-十八烷基-β-(157,15-二氮杂二环[5,1,5,3]十六烷}丙酸酯)。