4-(3-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)morpholine | 35727-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(3-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)morpholine
• 英文别名: 4-[[1-(4-Nitrophenyl)triazol-4-yl]methyl]morpholine
• CAS: 35727-06-1
• 化学式: C₁₃H₁₅N₅O₃
• 分子量: 289.294
• InChiKey: XLTXUKOOTUKVSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  89
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(3-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)morpholine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 1-(4-(4-(morpholinomethyl)-1H-1,2,3-triazol-1-yl)phenyl)-3-o-tolylurea
  参考文献：
  名称：

  DDX3X inhibitors, an effective way to overcome HIV-1 resistance targeting host proteins

  摘要：

  The huge resources that had gone into Human Immunodeficiency virus (HIV) research led to the development of potent antivirals able to suppress viral load in the majority of treated patients, thus dramatically increasing the life expectancy of people living with HIV. However, life-long treatments could result in the emergence of drug-resistant viruses that can progressively reduce the number of therapeutic options, facilitating the progression of the disease. In this scenario, we previously demonstrated that inhibitors of the human DDX3X helicase can represent an innovative approach for the simultaneous treatment of HIV and other viral infections such as Hepatitis c virus (HCV). We reported herein 6b, a novel DDX3X inhibitor that thanks to its distinct target of action is effective against HIV-1 strains resistant to currently approved drugs. Its improved in vitro ADME properties allowed us to perform preliminary in vivo studies in mice, which highlighted optimal biocompatibility and an improved bioavailability. These results represent a significant advancement in the development of DDX3X inhibitors as a novel class of broad spectrum and safe anti-HIV-1 drugs. (C) 2020 The Authors. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2020.112319
• 作为产物：
  描述：

  1-(4-硝基苯基)-1H-1,2,3-三唑-4-甲醇 在 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-(3-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)morpholine
  参考文献：
  名称：

  [EN] HUMAN HELICASE DDX3 INHIBITORS AS THERAPEUTIC AGENTS
  [FR] INHIBITEURS D'HÉLICASE DDX3 HUMAINE COMME AGENTS THÉRAPEUTIQUES

  摘要：

  本发明涉及具有RNA解旋酶DDX3抑制活性的化合物I和II的公式及其治疗用途，特别是用于治疗病毒性疾病。

  公开号：

  WO2016128541A1

文献信息

• [EN] USE OF DDX3 INHIBITORS AS ANTIPROLIFERATIVE AGENTS<br/>[FR] UTILISATION D'INHIBITEURS DE DDX3 EN TANT QU'AGENTS ANTIPROLIFÉRATIFS
  申请人：AZIENDA OSPEDALIERA UNIV SENESE

  公开号：WO2017162834A1

  公开（公告）日：2017-09-28

  The present invention refers to compounds of formula I or II endowed with DDX3 inhibitory activity, relative pharmaceutical compositions and their use as antihyperproliferative agents. (I) or (II)

  这项发明涉及具有DDX3抑制活性的I或II式化合物，相关的药物组合物以及它们作为抗高增殖剂的用途。(I)或(II)
• v-Triazolines. Part II. Synthesis and reactions of 5-amino-4-aminomethyl-1-aryl-v-triazolines
  作者：Donato Pocar、Riccardo Stradi、Luisa Maria Rossi

  DOI：10.1039/p19720000769

  日期：——

  5-Amino-4-aminomethyl-1-aryl-v-triazolines are synthesized by treating aryl azides with acrylaldehyde and secondary amines. The triazolines readily react with strong bases yielding the corresponding triazoles. Acids act differently, depending on the kind of the amine residues. When these are strongly basic (aliphatic) the triazoline ring is cleaved with nitrogen evolution. Among the degradation products

  5-氨基-4-氨基甲基-1-芳基- v -triazolines通过用丙烯醛和仲胺处理芳基叠氮化合成。三唑啉易于与强碱反应，生成相应的三唑。酸的作用取决于胺残基的种类。当这些是强碱性（脂肪族）时，三唑啉环会随着氮的释放而断裂。在降解产物中，鉴定出丙烷-1，2-二酮。当胺残基是碱性较弱的（芳族）环未被切割并且两个相应的1-芳基- v -triazoles和4-氨基甲基-1-芳基- v获得-triazoles。讨论了这些反应的机理。
• PVC-supported ethylenediamine-copper(II) complex: a heterogeneous, efficient, and eco-friendly catalyst for multi-component synthesis of 1,2,3-triazoles by reaction of propargyl bromide, aromatic azides, and amines in water
  作者：Ali Keivanloo、Mohammad Bakherad、Mina Khosrojerdi、Amir Hossein Amin

  DOI：10.1007/s11164-017-3247-2

  日期：2018.4

  activity in the multi-component synthesis of 1,4-disubstituted 1,2,3-triazoles by the click reaction of propargyl bromide, aromatic azides, and amines at room temperature. The advantages of this method are high reaction yield, short reaction time, and capability of recovering and reusing the catalyst. In addition, water, as a green medium, is used not only in the synthesis of 1,2,3-triazoles but also in

  摘要 PVC负载的乙二胺-铜（II）络合物（PVC–EDA–Cu +2）为点击化学提供了高效，活性和可重复使用的非均相催化剂。在这项工作中，通过PVC，乙二胺和CuCl 2 ·2H 2的反应可轻松制备PVC-EDA-Cu +2催化剂O在水中。然后通过不同的分析工具表征催化剂的结构。该催化体系在室温下通过炔丙基溴，芳族叠氮化物和胺的点击反应在1,4-二取代的1,2,3-三唑的多组分合成中显示出高活性。该方法的优点是反应产率高，反应时间短以及催化剂的回收和再利用能力。另外，作为绿色介质的水不仅用于合成1,2,3-三唑，而且还用于制备催化剂。还针对两种革兰氏阳性和革兰氏阴性细菌菌株筛选了许多新的1,2,3-三唑衍生物。 图形概要
• General synthesis of (1-substituted-1H-1,2,3-triazol-4-ylmethyl)-dialkylamines via a copper(I)-catalyzed three-component reaction in water
  作者：Ze-Yi Yan、Ya-Bin Zhao、Ming-Jin Fan、Wei-Min Liu、Yong-Min Liang

  DOI：10.1016/j.tet.2005.07.060

  日期：2005.9

  A copper(l)-catalyzed three-component reaction to form (1 -substituted- 1H- 1,2,3-triazol-4-ylmethyl)-dialkylamines based on the Huisgen cycloaddition using amine, propargyl halide and azide in water was proposed. The process showed considerable synthetic advantages in terms of high atom economy, low environmental impact, atmospheric oxygen, wide substrate scope, mild reaction condition and good yields. (c) 2005 Published by Elsevier Ltd.
• Cilloni, Sergio; Pocar, Donato; Rossi, Luisa Maria, Journal of Chemical Research, Miniprint, 1980, # 1, p. 266 - 287
  作者：Cilloni, Sergio、Pocar, Donato、Rossi, Luisa Maria、Trimarco, Pasqualina

  DOI：——

  日期：——