2-phenyl-[1,2,4]triazolo[1,5-a]pyrazine | 143211-53-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-[1,2,4]triazolo[1,5-a]pyrazine
• CAS: 143211-53-4
• 化学式: C₁₁H₈N₄
• 分子量: 196.211
• InChiKey: UJJDOIGNXRLLKM-UHFFFAOYSA-N

物化性质

• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-phenyl-[1,2,4]triazolo[1,5-a]pyrazine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 2-phenyl-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazine
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of triazolopiperazine-based β-amino amides as potent, orally active dipeptidyl peptidase IV (DPP-4) inhibitors

  摘要：

  Various P-amino amides containing triazolopiperazine heterocycles have been prepared and evaluated as potent, selective, orally active dipeptidyl peptidase IV (DPP-4) inhibitors. These compounds display excellent oral bioavailability and good overall pharmacokinetic profiles in preclinical species. Moreover, in vivo efficacy in an oral glucose tolerance test in lean mice is demonstrated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.100
• 作为产物：
  描述：

  N-2-吡嗪苯甲酰胺 在 sodium azide 、 五氯化磷 、 sodium acetate 作用下， 以 水 、 丙酮 、 萘烷 为溶剂， 反应 14.0h， 生成 2-phenyl-[1,2,4]triazolo[1,5-a]pyrazine
  参考文献：
  名称：

  Sambaiah, T; Reddy,K Kondal, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 7, p. 444 - 445

  摘要：

  DOI：

文献信息

• [EN] PHENYL mTORC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE MTORC PHÉNYLE ET LEURS UTILISATIONS
  申请人：NAVITOR PHARM INC

  公开号：WO2018089433A1

  公开（公告）日：2018-05-17

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用相同的方法。
• I₂/KI-Mediated Oxidative N–N Bond Formation for the Synthesis of 1,5-Fused 1,2,4-Triazoles from <i>N</i>-Aryl Amidines
  作者：Lina Song、Xianhai Tian、Zhigang Lv、Ertong Li、Jie Wu、Yangxue Liu、Wenquan Yu、Junbiao Chang

  DOI：10.1021/acs.joc.5b01183

  日期：2015.7.17

  An I2/KI-mediated oxidative N–N bond formation reaction is described. This new and environmentally benign approach allows for the convenient synthesis of a variety of 1,2,4-triazolo[1,5-a]pyridines and other 1,5-fused 1,2,4-triazoles from readily available N-aryl amidines in an efficient and scalable fashion.

  描述了I 2 / KI介导的氧化N–N键的形成反应。这种新的对环境无害的方法可以方便地从容易获得的N-芳基合成各种1,2,4-三唑并[1,5- a ]吡啶和其他1,5-稠合的1,2,4-三唑efficient以高效和可扩展的方式。
• A Convenient Synthesis of 1,5-Fused 1,2,4-Triazoles from N-Arylamidines via Chloramine-T Mediated Intramolecular Oxidative N–N Bond Formation
  作者：Ashish Bhatt、Rajesh K. Singh、Ravi Kant、Bhupendra K. Sarma

  DOI：10.1055/s-0037-1611906

  日期：2019.10

  substrates having different functionalities. A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-arylamidines is reported. The reaction is efficiently promoted by chloramine-T to afford the desired products mostly in high yields and in relatively short time, through direct metal-free oxidative N−N bond formation. The mild nature of the synthesis and short reaction time are notable advantages

  抽象的 据报道，由容易获得的N-芳基酰胺方便地合成1，5-稠合的1,2,4-三唑。通过直接形成无金属的氧化性N-N键，氯胺-T可以有效地促进反应，从而以高收率和相对较短的时间提供所需的产物。合成的温和性质和较短的反应时间是所开发方案的显着优点。该协议对具有不同功能的各种基板有效。 据报道，由容易获得的N-芳基酰胺方便地合成1，5-稠合的1,2,4-三唑。通过直接形成无金属的氧化性N-N键，氯胺-T可以有效地促进反应，从而以高收率和相对较短的时间提供所需的产物。合成的温和性质和较短的反应时间是所开发方案的显着优点。该协议对具有不同功能的各种基板有效。
• Trichloroisocyanuric acid-mediated synthesis of 1,5-fused 1,2,4-triazoles from N-heteroaryl benzamidines via intramolecular oxidative N–N bond formation
  作者：Ashish Bhatt、Rajesh K. Singh、Bhupendra K. Sarma、Ravi Kant

  DOI：10.1016/j.tetlet.2019.151026

  日期：2019.9

  A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-heteroaryl benzamidines is reported. The reaction is efficiently promoted by trichloroisocyanuric acid to afford the desired products, mostly in high yields and in relatively short time, through direct metal-free oxidative N-N bond formation. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various substrates having different functionalities. (C) 2019 Elsevier Ltd. All rights reserved.
• Sambaiah, T; Reddy,K Kondal, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 7, p. 444 - 445
  作者：Sambaiah, T、Reddy,K Kondal

  DOI：——

  日期：——