2-(4-苯甲酰基-1H-1,2,3-三唑-1-基)乙酸乙酯 | 103313-99-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(4-苯甲酰基-1H-1,2,3-三唑-1-基)乙酸乙酯
• 英文名称: ethyl 2-(4-benzoyl-1H-1,2,3-triazol-1-yl)acetate
• 英文别名: 1-carbethoxymethyl-4-benzoyl-1H-1,2,3-triazole；Ethyl 2-(4-benzoyltriazol-1-yl)acetate
• CAS: 103313-99-1
• 化学式: C₁₃H₁₃N₃O₃
• 分子量: 259.265
• InChiKey: JIEPZPOBXAMYHB-UHFFFAOYSA-N

物化性质

• 沸点：
  425.0±51.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-苯甲酰基-1H-1,2,3-三唑-1-基)乙酸乙酯 在 氢氧化钾 、 一水合肼 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 5.25h， 生成 1-carbomethoxymethyl-4-benzyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Biagi; Ferretti; Livi, Farmaco, Edizione Scientifica, 1986, vol. 41, # 5, p. 388 - 400

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基-2-丙炔-1-酮 在 sodium azide 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 丁酮 为溶剂， 反应 26.0h， 生成 2-(4-苯甲酰基-1H-1,2,3-三唑-1-基)乙酸乙酯
  参考文献：
  名称：

  Preparation and local anaesthetic activity of benzotriazinone and benzoyltriazole derivatives

  摘要：

  Two sets of benzotriazinone and benzoyltriazole derivatives were prepared and tested for local anaesthetic activity in comparison with lidocaine. Several of the prepared compounds exhibited a fairly good activity comparable or superior to that of Lidocaine. The presence of a benzotriazinone or a benzoyltriazole moiety as an aromatic system was quite profitable for both the intensity and duration of activity. The acute toxicity in mice of the four most potent compounds of the series was also assessed. Compound Ib, which has an anaesthetic activity comparable to that of lidocaine, was also characterized by a more favourable therapeutic index. All compounds were tested in vitro to evaluate their negative chronotropic action in isolated rat right atria. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00126-9

文献信息

• Copper-catalyzed multiple oxidation and cycloaddition of aryl–alkyl ketones (alcohols) for the synthesis of 4-acyl- and 4-diketo-1,2,3-triazoles
  作者：Liangfeng Huang、Lei Zheng、Zhongzhen Zhou、Yunfeng Chen

  DOI：10.1039/d1cc06477k

  日期：——

  from readily-available aryl–alkyl ketones (or alcohols) and different organic azides. Moreover, the reaction used environmentally friendly dimethyl carbonate (DMC) as the solvent and air as the oxidant, and H2O was the only by-product, so it provides a green and practical synthetic method for 1,2,3-triazoles.

  已经开发了一种 Cu/TEMPO 催化的串联多重氧化脱氢和环加成反应，它可以从容易获得的芳基-烷基酮中得到 4-酰基-1,2,3-三唑和 4-二酮-1,2,3-三唑（或醇）和不同的有机叠氮化物。此外，该反应以环境友好的碳酸二甲酯（DMC）为溶剂，空气为氧化剂，副产物为H 2 O，为1,2,3-三唑类化合物的合成提供了一种绿色实用的方法。
• Copper(I)-Catalyzed Aerobic Oxidative Azide-Alkene Cyclo- addition: An Efficient Synthesis of Substituted 1,2,3-Triazoles
  作者：Donala Janreddy、Veerababurao Kavala、Chun-Wei Kuo、Wen-Chang Chen、Chintakunta Ramesh、Trimurtulu Kotipalli、Ting-Shen Kuo、Mei-Ling Chen、Chiu-Hui He、Ching-Fa Yao

  DOI：10.1002/adsc.201300344

  日期：2013.10.11

  AbstractA novel, copper(I)‐promoted azide–alkene aerobic oxidative cycloaddition protocol was developed for the regioselective synthesis of 1,4‐disubstituted/1,4,5‐trisubstituted 1,2,3‐triazoles by using azides and electron‐deficient olefins under an oxygen atmosphere.magnified image
• Preparation and local anaesthetic activity of benzotriazinone and benzoyltriazole derivatives
  作者：Giuseppe Caliendo、Ferdinando Fiorino、Paolo Grieco、Elisa Perissutti、Vincenzo Santagada、Rosaria Meli、Giuseppina Mattace Raso、Angelina Zanesco、Gilberto De Nucci

  DOI：10.1016/s0223-5234(99)00126-9

  日期：1999.12

  Two sets of benzotriazinone and benzoyltriazole derivatives were prepared and tested for local anaesthetic activity in comparison with lidocaine. Several of the prepared compounds exhibited a fairly good activity comparable or superior to that of Lidocaine. The presence of a benzotriazinone or a benzoyltriazole moiety as an aromatic system was quite profitable for both the intensity and duration of activity. The acute toxicity in mice of the four most potent compounds of the series was also assessed. Compound Ib, which has an anaesthetic activity comparable to that of lidocaine, was also characterized by a more favourable therapeutic index. All compounds were tested in vitro to evaluate their negative chronotropic action in isolated rat right atria. (C) 1999 Editions scientifiques et medicales Elsevier SAS.
• Biagi; Ferretti; Livi, Farmaco, Edizione Scientifica, 1986, vol. 41, # 5, p. 388 - 400
  作者：Biagi、Ferretti、Livi、Scartoni、Lucacchini、Mazzoni

  DOI：——

  日期：——