3-cyclopropyl-5-phenyl-4H-1,2,4-triazole | 1211429-67-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-cyclopropyl-5-phenyl-4H-1,2,4-triazole
• 英文别名: 3-Cyclopropyl-5-phenyl-1H-1,2,4-triazole；5-cyclopropyl-3-phenyl-1H-1,2,4-triazole
• CAS: 1211429-67-2
• 化学式: C₁₁H₁₁N₃
• 分子量: 185.228
• InChiKey: DVHVKABQAHUDJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-cyclopropyl-5-phenyl-4H-1,2,4-triazole 在 sodium ethanolate 、 一水合肼 作用下， 以 乙醇 、 正丁醇 为溶剂， 反应 26.0h， 生成
  参考文献：
  名称：

  设计和合成含有 5-[(1H-1,2,4-三唑-1-基)甲基]-3H-1,2,4-三唑-3-硫酮结构的新型杂环化合物作为有效的 hEGFR 抑制剂

  摘要：

  EGFR 是信号级联的重要介质之一，决定着细胞生长、分化、代谢和凋亡等多种生物过程的关键作用。

  DOI：

  10.1080/07391102.2023.2167113
• 作为产物：
  描述：

  苯甲腈 、 N-hydroxycyclopropanecarboximidamide 在 copper diacetate 、 caesium carbonate 、 sodium sulfate 作用下， 以 二甲基亚砜 、 正丁醇 为溶剂， 反应 24.0h， 以36 mg的产率得到3-cyclopropyl-5-phenyl-4H-1,2,4-triazole
  参考文献：
  名称：

  Copper-Catalyzed One-Pot Synthesis of 1,2,4-Triazoles from Nitriles and Hydroxylamine

  摘要：

  A simple and efficient copper-catalyzed one-pot synthesis of substituted 1,2,4-triazoles through reactions of two nitriles with hydroxylamine has been developed. The protocol uses simple and readily available nitriles and hydroxylamine hydrochloride as the starting materials and inexpensive Cu(OAc)(2) as the catalyst, and the corresponding 1,2,4-triazole derivatives are obtained in moderate to good yields. The reactions include sequential intermolecular addition of hydroxylamine to one nitrile to provide amidoxime, copper-catalyzed treatment of the amidoxime with another nitrile, and intramolecular dehydration/cyclization. This finding provides a new and useful strategy for synthesis of 1,2,4-triazole derivatives.

  DOI：

  10.1021/jo502709t

文献信息

• I2 mediated one-pot synthesis of 1,2,4-triazoles from amidines and imidates
  作者：Surendra Babu Inturi、Biswajit Kalita、A. Jafar Ahamed

  DOI：10.1016/j.tetlet.2016.04.015

  日期：2016.5

  A one-pot facile synthesis of 3,5-disubstituted-1H-1,2,4-triazole derivatives using I2/Cs2CO3 has been described. The method involves readily available inexpensive reagents and is applicable to a wide range of substrates. The transformation involves one-pot sequential C–N and N–N bond forming reactions with high product yields and selectivity, and offers a new and useful strategy for the synthesis

  已经描述了使用I 2 / Cs 2 CO 3一锅法容易地合成3,5-二取代-1 H -1,2,4-三唑衍生物。该方法涉及容易获得的廉价试剂，并且适用于多种底物。该转化涉及高产率和高选择性的一锅顺序C–N和N–N键形成反应，并为合成3,5-二取代-1 H -1,2,4-提供了新的有用策略三唑衍生物。
• Copper-Catalyzed Synthesis of 1,2,4-Triazoles via Sequential Coupling and Aerobic Oxidative Dehydrogenation of Amidines
  作者：Hua Fu、Hao Xu、Yuyang Jiang

  DOI：10.1055/s-0032-1317692

  日期：——

  efficient, and practical copper-catalyzed one-pot method for the synthesis of 1,2,4-triazoles has been developed via reactions of amidines. The procedure underwent sequential base-promoted intermolecular coupling (nucleophilic substitution) between two amidines and intramolecular aerobic oxidative dehydrogenation, and the inexpensive, convenient, and efficient method for the synthesis of 1,2,4-triazoles

  已经通过脒的反应开发了一种方便、有效和实用的铜催化一锅法合成 1,2,4-三唑。该过程通过两个脒之间的顺序碱基促进分子间偶联（亲核取代）和分子内有氧氧化脱氢，廉价、方便、高效的合成1,2,4-三唑的方法将受到学术界和工业界的广泛关注。研究。
• [EN] N1-(3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPIONYL)-PIPERIDINE DERIVATIVES AS INHIBITORS OF PYRUVATE DEHYDROGENASE KINASE<br/>[FR] DÉRIVÉS DE N1-(3,3,3-TRIFLUORO-2-HYDROXO-2-MÉTHYLPROPIONYL)-PIPÉRIDINE EN TANT QU'INHIBITEURS DE LA PYRUVATE DÉSHYDROGÉNASE KINASE
  申请人：MERCK PATENT GMBH

  公开号：WO2017167676A1

  公开（公告）日：2017-10-05

  Compounds of the formula (I) in which X, Q, R1 and R2 have the meanings indicated in Claim 1, are inhibitors of pyruvate dehydrogenase kinase (PDHK), and can be employed, inter alia, for the treatment of diseases such as cancer.

  式(I)中的化合物，其中X、Q、R1和R2具有权利要求1中指示的含义，是丙酮酸脱氢酶激酶（PDHK）的抑制剂，可用于治疗癌症等疾病。