4-(1H-1,2,3-triazol-1-yl)phenol | 68535-50-2

• 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-(1H-1,2,3-triazol-1-yl)phenol
• 英文别名: 4-[1,2,3]triazol-1-yl-phenol；4-(triazol-1-yl)phenol
• CAS: 68535-50-2
• 化学式: C₈H₇N₃O
• mdl: MFCD22628513
• 分子量: 161.163
• InChiKey: RSZRMXYZBCUXAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-propylcyclohexyl)cyclohexanecarboxylic acid 、 4-(1H-1,2,3-triazol-1-yl)phenol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  N-terminal strategy (N1–N4) toward high performance liquid crystal materials

  摘要：

  Liquid crystal materials have a variety of applications in many fields such as display techniques as well as photonics and optics. However, only few design principles have been disclosed on liquid crystal materials with different N-heterocycles as the terminal groups, which hinder the development of the heterocyclic liquid crystals. Here, a strategy of molecular design for N-heterocyclic liquid crystal materials is reported. On the basis of this strategy, a series of convenient N-heterocycles such as pyrrole, pyrazole, imidazole, 1,2,3-triazole, 1,2,4-triazole, 1,2,3,4-tetrazole were applied to synthesize the novel liquid crystals. Most of them have proved to exhibit good mesomorphic behaviors which make them excellent components in the mixture of the LCDs materials. The simple attachment of N-heterocyclic units to the liquid crystal molecules through a mild reaction condition will provide a good prospect for the design of N-heterocyclic liquid crystals. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.013
• 作为产物：
  描述：

  1-(4-甲氧基苯基)-1H-[1,2,3]三唑 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-(1H-1,2,3-triazol-1-yl)phenol
  参考文献：
  名称：

  N-terminal strategy (N1–N4) toward high performance liquid crystal materials

  摘要：

  Liquid crystal materials have a variety of applications in many fields such as display techniques as well as photonics and optics. However, only few design principles have been disclosed on liquid crystal materials with different N-heterocycles as the terminal groups, which hinder the development of the heterocyclic liquid crystals. Here, a strategy of molecular design for N-heterocyclic liquid crystal materials is reported. On the basis of this strategy, a series of convenient N-heterocycles such as pyrrole, pyrazole, imidazole, 1,2,3-triazole, 1,2,4-triazole, 1,2,3,4-tetrazole were applied to synthesize the novel liquid crystals. Most of them have proved to exhibit good mesomorphic behaviors which make them excellent components in the mixture of the LCDs materials. The simple attachment of N-heterocyclic units to the liquid crystal molecules through a mild reaction condition will provide a good prospect for the design of N-heterocyclic liquid crystals. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.013

文献信息

• Facile One-Pot Synthesis of Monosubstituted 1-Aryl-1H-1,2,3-triazoles from Arylboronic Acids and Prop-2-ynoic Acid (=Propiolic Acid) or Calcium Acetylide (=Calcium Carbide) as Acetylene Source
  作者：Qing Yang、Yubo Jiang、Chunxiang Kuang

  DOI：10.1002/hlca.201100256

  日期：2012.3

  monosubstituted 1‐aryl‐1H‐1,2,3‐triazoles was achieved in a one‐pot reaction from arylboronic acids and prop‐2‐ynoic acid or calcium acetylide (=calcium carbide), respectively, as a source of acetylene, with yields ranging from moderate to excellent (Scheme 1, Table 2). The reaction conditions were successfully applied to arylboronic acids, including analogs with various functionalities. Unexpectedly

  单取代的1-芳基-1 H 1,2,3-三唑的合成是通过一锅法反应分别由芳基硼酸和prop-2-壬酸或乙炔化钙（=碳化钙）作为来源乙炔，收率从中等到优异（方案1，表2）。反应条件已成功应用于芳基硼酸，包括具有各种功能的类似物。出乎意料的是，1,2,3-三唑部分促进了区域选择性加氢脱溴（方案2）。
• [EN] SUBSTITUTED CYCLOPROPYL COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF TREATMENT<br/>[FR] COMPOSÉS CYCLOPROPYLIQUES SUBSTITUÉS, COMPOSITIONS CONTENANT DE TELS COMPOSÉS ET PROCÉDÉS DE TRAITEMENT
  申请人：MERCK & CO INC

  公开号：WO2009129036A1

  公开（公告）日：2009-10-22

  Substituted cyclopropyl compounds of formula (I) are disclosed as useful for treating or preventing type 2 diabetes and similar conditions. Pharmaceutically acceptable salts and solvates are included as well. The compounds are useful as agonists of the g-protein coupled receptor GPR-119.

  公式（I）的取代环丙基化合物被披露为治疗或预防2型糖尿病及类似疾病的有效药物。还包括药用可接受的盐和溶剂化合物。这些化合物可作为G蛋白偶联受体GPR-119的激动剂。
• COMPOSITIONS OF 5-ETHYL-2--PYRIMIDINE
  申请人：McWherter Charles A.

  公开号：US20110318418A1

  公开（公告）日：2011-12-29

  This invention relates to the field of pharmaceutical chemistry and, more specifically, to pharmaceutical formulations as well as to intermediates used to prepare such formulations and to methods for manufacturing such formulations.

  这项发明涉及制药化学领域，更具体地涉及制药配方以及用于制备这些配方的中间体，以及制造这些配方的方法。
• [EN] 4- (5-CYANO-PYRAZOL-1-YL) -PIPERIDINE DERIVATIVES AS GPR 119 MODULATORS<br/>[FR] DÉRIVÉS DE 4-(5-CYANOPYRAZOL-1-YL)PIPÉRIDINE EN TANT QUE MODULATEURS DU GPR119
  申请人：PFIZER

  公开号：WO2012069948A1

  公开（公告）日：2012-05-31

  Compounds that modulate the activity of the G-protein-coupled receptor GPR119 and their uses in the treatment of diseases linked to the modulation of the G-protein- coupled receptor GPR119 in animals are described herein.

  本文描述了调节G蛋白偶联受体GPR119活性的化合物及其在治疗与动物中G蛋白偶联受体GPR119调节相关疾病中的用途。
• A Novel Approach to 1-Monosubstituted 1,2,3-Triazoles by a Click Cycloaddition/Decarboxylation Process
  作者：Chunxiang Kuang、Mei Xu、Zhuo Wang、Qing Yang、Yubo Jiang

  DOI：10.1055/s-0030-1258357

  日期：2011.1

  The synthesis of 1-monosubstituted 1,2,3-triazoles was achieved using azides and propiolic acid by copper-catalyzed click cycloaddition/decarboxylation, which was easily carried out in N,N-dimethylformamide at room temperature or 60 ˚C with yields ranging from moderate to excellent. The reaction conditions were found to be successful for aryl and vinyl azide reactants, including analogues with various

  通过铜催化的点击环加成/脱羧反应，使用叠氮化物和丙酸完成了1-单取代的1,2,3-三唑的合成，该反应很容易在室温，60°C的N，N-二甲基甲酰胺中进行，收率范围为从中等到优秀。发现该反应条件对于芳基和叠氮化乙烯反应物是成功的，包括具有各种功能的类似物。 点击化学-铜催化-脱羧-杂环-1-单取代1,2,3-三唑