4-n-heptyl-2,2,6,6-tetramethylpiperidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-n-heptyl-2,2,6,6-tetramethylpiperidine
• 英文别名: 4-Heptyl-2,2,6,6-tetramethylpiperidine
• 化学式: C₁₆H₃₃N
• 分子量: 239.445
• InChiKey: AJAOYZZEYMCHES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二苯甲酮 、 4-n-heptyl-2,2,6,6-tetramethylpiperidine 以 苯 为溶剂， 生成 羟基-二苯基-甲基 、
  参考文献：
  名称：

  One-Electron Oxidation of Sterically Hindered Amines to Nitroxyl Radicals:  Intermediate Amine Radical Cations, Aminyl, α-Aminoalkyl, and Aminylperoxyl Radicals

  摘要：

  Sterically hindered amines (2,2,6,6-tetramethyl-substituted piperidines) are easily oxidized (i) by electron transfer to parent cations in n-butyl chloride solution, (ii) by the sulfate radical anion in aqueous solution, and (iii) by sensitized electron transfer to carbonyl triplets. In nonpolar surroundings in the nanosecond time range, the radical cations of the tertiary piperidines have been directly observed by optical spectroscopy to exhibit absorption maxima below lambda = 300 nm and; around 550 nm. Subsequently, they deprotonate to alpha-alkylamine radicals, which are also the first observable products of oxidation with sulfate radical anions in water. In the case of secondary piperidines, the amine radical cations deprotonate to aminyl radicals in times < 10 ns. The triplet-sensitized electron transfer to the benzophenone as well as cyclohexanone triplet results in amine-derived and ketyl-type radicals formed at a nearly diffusion-controlled rate, which suggests an electron- and subsequent proton-transfer mechanism. In the presence. of oxygen, the amine-derived radicals are oxidized to nitroxyl radicals by different pathways for secondary and tertiary piperidines. For the reaction of the nitroxyl radicals with other radicals, rate constants are found to be quite similar (about 5 x 10(8) M-1 s(-1)) for several alkyl radicals and for the tert-butyloxyl radical and less than 10(5) M-1 s(-1) for alkylperoxyl radicals. Because of the minor importance of radical reactions with the sterically hindered amines (HALS), the antioxidant effect of these compounds ought to be explained by oxidation, primarily via cationic and subsequently radical intermediates to the persistent nitroxyl radicals, which scavenge other radicals very efficiently.

  DOI：

  10.1021/jp980089j

文献信息

• [EN] TARGETED NITROXIDE COMPOUNDS AND THEIR USE IN TREATING FERROPTOSIS-RELATED DISEASES<br/>[FR] COMPOSÉS DE NITROXYDE CIBLÉS ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES LIÉES À LA FERROPTOSE
  申请人：UNIV PITTSBURGH COMMONWEALTH SYS HIGHER EDUCATION

  公开号：WO2021021699A1

  公开（公告）日：2021-02-04

  Provided herein are compounds useful in the prevention or treatment of ferroptosis in a patient, and methods of preventing or treating ferroptosis, or a treating a condition or disease associated with ferroptosis, such as a patient having a neurodegenerative disease, traumatic brain injury, acute kidney disease, liver injury, ischemia/reperfusion injury, ischemic stroke, intracerebral hemorrhage, liver fibrosis, diabetes, acute myeloid leukemia, age-related macular degeneration, psoriasis, a hemolytic disorder, or an inflammatory disease.

  本文提供了一些在预防或治疗患者中的铁死亡中有用的化合物，以及预防或治疗铁死亡的方法，或者治疗与铁死亡相关的疾病或病症，如患有神经退行性疾病、创伤性脑损伤、急性肾病、肝损伤、缺血/再灌注损伤、缺血性中风、颅内出血、肝纤维化、糖尿病、急性髓样白血病、年龄相关性黄斑变性、银屑病、溶血性疾病或炎症性疾病的患者。
• ULTRAVIOLET ABSORBENT COMPOSITION
  申请人：Furukawa Kazushi

  公开号：US20110186791A1

  公开（公告）日：2011-08-04

  An ultraviolet absorbent composition, containing at least one kind of specific ultraviolet absorbent as exemplified below, and at least one kind of specific compound as exemplified below.
• LIGHTING UNIT COVER
  申请人：Furukawa Kazushi

  公开号：US20110163284A1

  公开（公告）日：2011-07-07

  A lighting unit cover, having a resin composition including ultraviolet absorbent A, the ultraviolet absorbent A being a compound represented by formula (1): in which, Het 1 represents a bivalent five- or six-membered aromatic heterocyclic residue; the aromatic heterocyclic residue may have a substitutent; and R 1a , R 1b , R 1c , R 1d , R 1e , R 1f , R 1g and R 1h each independently represent a hydrogen atom or a monovalent substituent.
• One-Electron Oxidation of Sterically Hindered Amines to Nitroxyl Radicals:  Intermediate Amine Radical Cations, Aminyl, α-Aminoalkyl, and Aminylperoxyl Radicals
  作者：O. Brede、D. Beckert、C. Windolph、H. A. Göttinger

  DOI：10.1021/jp980089j

  日期：1998.2.1

  Sterically hindered amines (2,2,6,6-tetramethyl-substituted piperidines) are easily oxidized (i) by electron transfer to parent cations in n-butyl chloride solution, (ii) by the sulfate radical anion in aqueous solution, and (iii) by sensitized electron transfer to carbonyl triplets. In nonpolar surroundings in the nanosecond time range, the radical cations of the tertiary piperidines have been directly observed by optical spectroscopy to exhibit absorption maxima below lambda = 300 nm and; around 550 nm. Subsequently, they deprotonate to alpha-alkylamine radicals, which are also the first observable products of oxidation with sulfate radical anions in water. In the case of secondary piperidines, the amine radical cations deprotonate to aminyl radicals in times < 10 ns. The triplet-sensitized electron transfer to the benzophenone as well as cyclohexanone triplet results in amine-derived and ketyl-type radicals formed at a nearly diffusion-controlled rate, which suggests an electron- and subsequent proton-transfer mechanism. In the presence. of oxygen, the amine-derived radicals are oxidized to nitroxyl radicals by different pathways for secondary and tertiary piperidines. For the reaction of the nitroxyl radicals with other radicals, rate constants are found to be quite similar (about 5 x 10(8) M-1 s(-1)) for several alkyl radicals and for the tert-butyloxyl radical and less than 10(5) M-1 s(-1) for alkylperoxyl radicals. Because of the minor importance of radical reactions with the sterically hindered amines (HALS), the antioxidant effect of these compounds ought to be explained by oxidation, primarily via cationic and subsequently radical intermediates to the persistent nitroxyl radicals, which scavenge other radicals very efficiently.