3-(azidomethyl)phenol | 1007587-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(azidomethyl)phenol
• 英文别名: 3-(Azidomethyl)phenol
• CAS: 1007587-60-1
• 化学式: C₇H₇N₃O
• 分子量: 149.152
• InChiKey: GNSOPDGCCPNWRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(azidomethyl)phenol 在 18-冠醚-6 、 potassium carbonate 、 N,N-硫酰二咪唑 、 氢氟酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以10%的产率得到3-(azidomethyl)phenyl [¹⁸F]fluorosulfate
  参考文献：
  名称：

  通过亲核放射性氟化合成18 F标记的芳基氟代硫酸盐。

  摘要：

  硫酰氟气体是SO 2 F转移的关键试剂。然而，由于无法获得气态[ 18 F] SO 2 F 2，传统的SO 2 F转移反应具有局限性的18 F-放射化学转化。在此，我们报告了使用回旋加速器生产的18 F –酚和分离的芳基亚氨基磺酸酯前体，首次合成无SO 2 F 2的芳基[ 18 F]氟代硫酸盐–。放射化学收率范围从中等到良好，且具有出色的官能团耐受性。我们的方法的可靠性通过4-乙酰氨基苯基[ 18 F]氟硫酸盐的自动放射合成得到了验证。

  DOI：

  10.1021/acs.orglett.0c01868
• 作为产物：
  描述：

  3-羟基苯甲醇 在 sodium azide 、 三苯基膦 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以75%的产率得到3-(azidomethyl)phenol
  参考文献：
  名称：

  Click-Connected Ligand Scaffolds:  Macrocyclic Chelates for Asymmetric Hydrogenation

  摘要：

  Click chemistry is used to construct ligand scaffolds for a series of chiral diphosphites. Enantioselectivity as high as 97% ee is obtained using these click ligands in rhodium-catalyzed asymmetric hydrogenation. Control experiments and spectroscopic data suggest that a 16-membered PP-macrocyclic Rh(I) chelate is formed.

  DOI：

  10.1021/ol702890s

文献信息

• Identification of a novel NAMPT inhibitor by combinatorial click chemistry and chemical refinement
  作者：S. Theeramunkong、U. Galli、A. A. Grolla、A. Caldarelli、C. Travelli、A. Massarotti、M. P. Troiani、M. A. Alisi、G. Orsomando、A. A. Genazzani、G. C. Tron

  DOI：10.1039/c5md00261c

  日期：——

  The identification of compounds able to inhibit the NAD salvage pathway is experiencing a growing popularity as it has been proposed to be a novel target for antitumoral and anti-inflammatory drugs.

  化合物的鉴定能够抑制NAD回收途径，正变得越来越受欢迎，因为它被提议作为抗肿瘤和抗炎药物的新靶点。
• [EN] O-ALKYL TRIAZOLYL CARBAMATES AS INHIBITORS OF FATTY ACID AMIDE HYDROLASE (FAAH)<br/>[FR] CARBAMATES DE O-ALKYLTRIAZOLYLE EN TANT QU'INHIBITEURS DE L'HYDROLASE DES AMIDES D'ACIDES GRAS (FAAH)
  申请人：FOND ISTITUTO ITALIANO DI TECNOLOGIA

  公开号：WO2015007613A1

  公开（公告）日：2015-01-22

  The present invention provides compounds of formula I and pharmaceutical compositions for inhibiting fatty acid amide hydrolase (FAAH). Inhibition of FAAH is contemplated as a method to sustain the levels of the fatty acid ethanolamides arachidonoylethanolamide (AEA), palmitoylethanolamide (PEA), and oleoylethanolamide (OEA), three substrates of FAAH, in conditions characterized byreduced concentrations of AEA, PEA and OEA. The invention also provides methods for treating disorders in which decreased levels of AEA, PEA and OEA are associated with the disorder.

  本发明提供了式I的化合物和用于抑制脂肪酸酰胺水解酶（FAAH）的药物组合物。考虑到通过抑制FAAH来维持脂肪酸乙醇胺花生四烯酰胺（AEA）、棕榈酰胺乙醇胺（PEA）和油酰胺乙醇胺（OEA）这三种FAAH底物的水平的方法，适用于在其特征为AEA、PEA和OEA浓度降低的情况下。本发明还提供了治疗与降低的AEA、PEA和OEA水平相关的疾病的方法。
• Triazole–Dithiocarbamate Based Selective Lysine Specific Demethylase 1 (LSD1) Inactivators Inhibit Gastric Cancer Cell Growth, Invasion, and Migration
  作者：Yi-Chao Zheng、Ying-Chao Duan、Jin-Lian Ma、Rui-Min Xu、Xiaolin Zi、Wen-Lei Lv、Meng-Meng Wang、Xian-Wei Ye、Shun Zhu、David Mobley、Yan-Yan Zhu、Jun-Wei Wang、Jin-Feng Li、Zhi-Ru Wang、Wen Zhao、Hong-Min Liu

  DOI：10.1021/jm401002r

  日期：2013.11.14

  Lysine specific demethylase 1 (LSD1), the first identified histone demethylase, plays an important role in epigenetic regulation of gene activation and repression. The up-regulated LSD l's expression has been reported in several malignant tumors. In the current study, we designed and synthesized five series of 1,2,3-triazole-dithiocarbamate hybrids and screened their inhibitory activity toward LSD1. We found that some of these compounds, especially compound 26, exhibited the most specific and robust inhibition of LSD1. Interestingly, compound 26 also showed potent and selective cytotoxicity against LSD1 overexpressing gastric cancer cell lines MGC-803 and HGC-27, as well as marked inhibition of cell migration and invasion, compared to 2-PCPA. Furthermore, compound 26 effectively reduced the tumor growth bared by human gastric cancer cells in vivo with no signs of adverse side effects. These findings suggested that compound 26 deserves further investigation as a lead compound in the treatment of LSD1 overexpressing gastric cancer.
• Click-Connected Ligand Scaffolds:  Macrocyclic Chelates for Asymmetric Hydrogenation
  作者：Qing Zhang、James M. Takacs

  DOI：10.1021/ol702890s

  日期：2008.2.1

  Click chemistry is used to construct ligand scaffolds for a series of chiral diphosphites. Enantioselectivity as high as 97% ee is obtained using these click ligands in rhodium-catalyzed asymmetric hydrogenation. Control experiments and spectroscopic data suggest that a 16-membered PP-macrocyclic Rh(I) chelate is formed.
• Triazole-based chromogenic and non-chromogenic receptors for halides
  作者：V. Haridas、Srikanta Sahu、P.P. Praveen Kumar

  DOI：10.1016/j.tetlet.2011.10.066

  日期：2011.12

  We designed and synthesized a series of triazole-based receptors for anion recognition. Our studies demonstrated that an amide-linked triazole unit is a promising moiety for anion recognition. We synthesized various chromogenic and non-chromogenic receptors based on this moiety. Receptor 11 binds very strongly (K = 102,750 M-1) to fluoride. Receptor 18 changes color from faint yellow to orange upon binding to fluoride. (C) 2011 Elsevier Ltd. All rights reserved.