2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethylamine | 5377-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethylamine
• 英文别名: 4-<2-Amino-aethyl>-2.6-di-tert.-butyl-phenol；4-(2-Aminoethyl)-2,6-di-t-butylphenol；4-(2-aminoethyl)-2,6-ditert-butylphenol
• CAS: 5377-40-2
• 化学式: C₁₆H₂₇NO
• mdl: MFCD06212855
• 分子量: 249.396
• InChiKey: RNVYCHNNRVFSDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethylamine 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 26.5h， 生成 1-[2-(3,5-Ditert-butyl-4-hydroxyphenyl)ethyl]-3-hydroxy-2-methylpyridin-4-one
  参考文献：
  名称：

  与3-羟基-2-甲基-4（1H）-吡啶酮连接的3,5-二取代-4-羟基苯基：脂质过氧化和细胞毒性的有效抑制剂。

  摘要：

  DOI：

  10.1021/jm990945v
• 作为产物：
  描述：

  4-chloroethyl-2,6-di-tert-butylphenol 在 氨 作用下， 反应 8.0h， 以97%的产率得到2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethylamine
  参考文献：
  名称：

  Reactions of perfluoro(2-methylpent-2-ene) and perfluoro(5-azanon-4-ene) with primary amines containing a 2,6-di-tert-butylphenol fragment

  摘要：

  Reactions of perfluoro(2-methylpent-2-ene) and perfluoro(5-azanon-4-ene) with 4-(2-aminoethyl)-2,6-di-tert-butylphenol and 4-(3-aminopropyl)-2,6-di-tert-butylphenol in acetonitrile in the presence of triethylamine gave the corresponding azetidine, 1,2-dihydroazete, and 1,2-dihydro-1,3-diazete derivatives, respectively. The reaction mechanisms, role of triethylamine, and factors affecting the intramolecular nucleophilic cyclization process are discussed.

  DOI：

  10.1134/s1070428006100034

文献信息

• Amino-derivatives of usninic acid
  作者：A. A. Tazetdinova、O. A. Luzina、M. P. Polovinka、N. F. Salakhutdinov、G. A. Tolstikov

  DOI：10.1007/s10600-010-9502-z

  日期：2009.11

  Products from the reaction of usninic acid and 4-(3-aminopropyl)-2,6-di-t-butylphenol, 4-(2-aminoethyl)-2,6-di-t-butylphenol, antipyrine, N,N-diethylaminoethylamine, p-chloroaniline, and p-bromoaniline in addition to the quaternary ammonium salt (E)-2-(1-(6-acetyl-7,9-dihydroxy-8,9b-dimethyl-1,3-dioxo-1,9b-dihydrodibenzo[b,d]furan-2(3H)-ylidene)ethylamino)-N,N-diethyl-N-methylethaneammonium iodide were obtained.

  由乌斯尼酸与4-(3-氨基丙基)-2,6-二叔丁基苯酚、4-(2-氨基乙基)-2,6-二叔丁基苯酚、安替比林、N,N-二乙氨基乙胺、对氯苯胺、对溴苯胺反应得到的产物，以及季铵盐(E)-2-(1-(6-乙酰基-7,9-二羟基-8,9b-二甲基-1,3-二氧-1,9b-二氢二苯并[b,d]呋喃-2(3H)-亚基)乙氨基)-N,N-二乙基-N-甲基乙烷碘化铵获得。
• 4-Hydroxycinnamamide derivatives as antioxidants and pharmaceutical compositions containing them
  申请人：——

  公开号：US20030162789A1

  公开（公告）日：2003-08-28

  The present invention relates to 4-hydroxycinnamamide derivatives as antioxidants and pharmaceutical compositions containing them. More particularly, it relates to 4-hydroxycinnamamide derivatives showing superior antioxidant activity compared to the known antioxidant compounds, their pharmaceutically acceptable salt, and pharmaceutical compositions containing them. It can be usefully used in treating neurodegerative diseases such as aging, cancer, diabetes, ischemic stroke, Parkin's disease, dementia and Huntinton's disease.

  本发明涉及4-羟基肉桂酰胺衍生物作为抗氧化剂以及含有它们的药物组合物。更具体地，它涉及4-羟基肉桂酰胺衍生物，其显示出比已知抗氧化剂化合物更优越的抗氧化活性，它们的药用可接受盐，以及含有它们的药物组合物。它可以有效用于治疗神经退行性疾病，如衰老、癌症、糖尿病、缺血性中风、帕金森病、痴呆症和亨廷顿病。
• Synthesis of cyclic D-(+)-camphoric acid imides and study of their antiviral activity
  作者：Vladimir V. Chernyshov、Olga I. Yarovaya、Roman Yu. Peshkov、Nariman F. Salakhutdinov

  DOI：10.1007/s10593-020-02728-y

  日期：2020.6

  Several D-(+)-camphoric acid imides, not previously described in the literature, were synthesized with good yields. The synthesis of previously known imides was improved. The cytotoxicity and antiviral activity of all synthesized imides were studied.

  以良好的产率合成了几种以前未在文献中描述的D-（+）-樟脑酰亚胺。改进了先前已知的酰亚胺的合成。研究了所有合成酰亚胺的细胞毒性和抗病毒活性。
• Novel Semisynthetic Derivatives of Bile Acids as Effective Tyrosyl-DNA Phosphodiesterase 1 Inhibitors
  作者：Oksana Salomatina、Irina Popadyuk、Alexandra Zakharenko、Olga Zakharova、Dmitriy Fadeev、Nina Komarova、Jóhannes Reynisson、H. Arabshahi、Raina Chand、Konstantin Volcho、Nariman Salakhutdinov、Olga Lavrik

  DOI：10.3390/molecules23030679

  日期：——

  oncological and neurodegenerative diseases is the search for new inhibitors of DNA repair system enzymes. Tyrosyl-DNA phosphodiesterase 1 (Tdp1) is one of the DNA repair system enzymes involved in the removal of DNA damages caused by topoisomerase I inhibitors. Thus, reducing the activity of Tdp1 can increase the effectiveness of currently used anticancer drugs. We describe here a new class of semisynthetic

  寻找肿瘤和神经退行性疾病的重要任务是寻找新的DNA修复系统酶抑制剂。酪氨酰-DNA磷酸二酯酶1（Tdp1）是一种DNA修复系统酶，与消除拓扑异构酶I抑制剂引起的DNA损伤有关。因此，降低Tdp1的活性可以增加当前使用的抗癌药的有效性。我们在此描述基于胆汁酸支架的一类新的半合成小分子Tdp1抑制剂，该抑制剂最初是通过虚拟筛选确定的。研究了胆汁酸的官能团（类固醇骨架中的羟基和乙酰氧基以及侧链中的酰胺片段）对抑制活性的影响。体外研究表明，半合成衍生物能够有效抑制Tdp1，IC50高达0.29 µM。此外，当对接至Tdp1酶的活性位点时，配体实现了极好的配合。
• Synthesis and inhibitory activity of alkyl(hydroxyaryl)amines
  作者：O. I. Dyubchenko、V. V. Nikulina、E. I. Terakh、A. E. Prosenko、I. A. Grigor’ev

  DOI：10.1007/s11172-007-0174-1

  日期：2007.6

  The reaction of ω-(4-hydroxyaryl)haloalkanes with various nitrogen-containing agents afforded primary, secondary, and tertiary amino derivatives of 2,6-dialkylphenols. For the compounds synthesized, the reaction rate constants with peroxide radicals were measured for cumene and methyl oleate oxidation. The total inhibitory activity in the model reactions of thermal autooxidation of lard and hexadecane was studied. The rate constants of alkyl(hydroxylaryl)amines are the same as those of the corresponding alkylphenols, whereas the total inhibitory activity of some alkyl(hydroxylaryl)amines exceeds substantially that for alkylphenols.

  ω-(4-羟基芳基)卤代烷烃与各种含氮剂反应后，可得到 2,6 二甲基苯酚的伯氨基、仲氨基和叔氨基衍生物。对于合成的化合物，测量了它们与过氧化自由基在积雪烯和油酸甲酯氧化过程中的反应速率常数。研究了猪油和十六烷热自氧化模型反应中的总抑制活性。烷基（羟基芳基）胺的速率常数与相应烷基酚的速率常数相同，而某些烷基（羟基芳基）胺的总抑制活性大大超过了烷基酚。