8-硝基[1,2,4]三唑并[1,5-a]吡啶 | 31040-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 中文名称: 8-硝基[1,2,4]三唑并[1,5-a]吡啶
• 中文别名: 8-硝基-[1,2,4]三唑并[1,5-A]吡啶
• 英文名称: 8-Nitro-1,2,4-triazolo<2,3-a>pyridine
• 英文别名: 8-nitro-[1,2,4]triazolo[2,3-a]pyridine；NCI 116466；8-nitro-[1,2,4]triazolo[1,5-a]pyridine；8-Nitro-s-triazolo<1,5-a>pyridin；8-Nitro-[1,2,4]triazolo[1,5-a]pyridine
• CAS: 31040-18-3
• 化学式: C₆H₄N₄O₂
• mdl: MFCD00140844
• 分子量: 164.123
• InChiKey: HSZMJKACFDCOHQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  8-硝基[1,2,4]三唑并[1,5-a]吡啶 在 盐酸 、 tin(ll) chloride 作用下， 以 溶剂黄146 为溶剂， 反应 1.5h， 生成 8-Acetylamino-5-chloro-1,2,4-triazolo<2,3-a>pyridine
  参考文献：
  名称：

  Bouteau, Brigitte; Lancelot, Jean-Charles; Robba, Max, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1649 - 1651

  摘要：

  DOI：
• 作为产物：
  描述：

  3-硝基-2-吡啶肼 在 碳酸氢钠 作用下， 反应 4.0h， 生成 8-硝基[1,2,4]三唑并[1,5-a]吡啶
  参考文献：
  名称：

  Bouteau, Brigitte; Lancelot, Jean-Charles; Robba, Max, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1649 - 1651

  摘要：

  DOI：

文献信息

• Keeping it small, polar, and non-flat: diversely functionalized building blocks containing the privileged 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]- and [1,5-a]pyridine cores
  作者：Alexander Mishchuk、Natalia Shtil、Mykola Poberezhnyk、Konstiantyn Nazarenko、Timur Savchenko、Andrey Tolmachev、Mikhail Krasavin

  DOI：10.1016/j.tetlet.2016.01.094

  日期：2016.3

  building blocks based on 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine as well as 5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine cores have been prepared. These compounds are non-flat, bicyclic heterocycles that are likely to find utility as privileged motifs for lead-like compound design. One set of building blocks, (5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-6-ylmethyl)amines, proved useful

  六组基于5,6,7,8-四氢[1,2,4]三唑[4,3- a ]吡啶以及5,6,7,8-四氢[1,2，已经制备了4]三唑并[1，5- a ]吡啶核。这些化合物是非平面的双环杂环，很可能会用作铅样化合物设计的优先基序。一组结构单元，（5,6,7,8-四氢[1,2,4]三唑并[4,3 - a ]吡啶-6-基甲基）胺被证明可用作开发刺激胰高血糖素的化合物的支架样肽-1（GLP-1）的分泌，是新型抗糖尿病药物的先导。
• PROTON ACCEPTOR IMINIUM/CARBOCATION-TYPE COUPLING AGENTS
  申请人：Albericio Fernando

  公开号：US20100144588A1

  公开（公告）日：2010-06-10

  Novel iminium-type coupling agents containing proton acceptors in their iminium moiety, which can be used beneficially as coupling agents in various chemical polypeptide and/or polynucleotide syntheses, and are particularly useful as yield enhancing and racemization suppressing coupling agents for use in peptide syntheses, are disclosed. Further disclosed are a process of preparing such iminium-type coupling agents and their use in the preparation of polypeptides and/or polynucleotides.

  包含质子受体的新型亚胺型偶联剂，可有益地用作各种化学多肽和/或多核苷酸合成中的偶联剂，并且特别适用于在肽合成中提高产率和抑制旋光异构化的偶联剂。还公开了一种制备这种亚胺型偶联剂的方法以及它们在多肽和/或多核苷酸制备中的用途。
• Design, Synthesis, Crystallographic Studies, and Preliminary Biological Appraisal of New Substituted Triazolo[4,3-<i>b</i>]pyridazin-8-amine Derivatives as Tankyrase Inhibitors
  作者：Paride Liscio、Andrea Carotti、Stefania Asciutti、Tobias Karlberg、Daniele Bellocchi、Laura Llacuna、Antonio Macchiarulo、Stuart A Aaronson、Herwig Schüler、Roberto Pellicciari、Emidio Camaioni

  DOI：10.1021/jm401356t

  日期：2014.3.27

  Searching for selective tankyrases (TNKSs) inhibitors, a new small series of 6,8-disubstituted triazolo[4,3-b]piridazines has been synthesized and characterized biologically. Structure-based optimization of the starting hit compound NNL (3) prompted us to the discovery of 4-(2-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-ylamino)ethyl)phenol (12), a low nanomolar selective TNKSs inhibitor working as NAD isostere as ascertained by crystallographic analysis. Preliminary biological data candidate this new class of derivatives as a powerful pharmacological tools in the unraveling of TNKS implications in physiopathological conditions.
• US8524898B2
  申请人：——

  公开号：US8524898B2

  公开（公告）日：2013-09-03
• [EN] PROTON ACCEPTOR IMINIUM/CARBOCATION-TYPE COUPLING AGENTS<br/>[FR] AGENTS DE COUPLAGE DE TYPE IMINIUM/CARBOCATION ACCEPTEURS DE PROTONS COUPLING AGENTS
  申请人：LUXEMBOURG BIOTECHNOLOGIES LTD

  公开号：WO2008139481A2

  公开（公告）日：2008-11-20

  [EN] Novel iminium-type coupling agents containing proton acceptors in their iminium moiety, which can be used beneficially as coupling agents in various chemical polypeptide and/or polynucleotide syntheses, and are particularly useful as yield enhancing and racemization suppressing coupling agents for use in peptide syntheses, are disclosed. Further disclosed are a process of preparing such iminium-type coupling agents and their use in the preparation of polypeptides and/or polynucleotides.
  [FR] L'invention porte sur de nouveaux agents de couplage de type iminium contenant des accepteurs de protons dans leur fraction iminium, qui peuvent être utilisés de façon utile comme agents de couplage dans diverses synthèses chimiques de polypeptides et/ou de polynucléotides, et sont particulièrement utiles comme agents de couplage améliorant le rendement et supprimant la racémisation pour une utilisation dans des synthèses peptidiques. L'invention porte en outre sur un procédé de préparation de tels agents de couplage de type iminium et sur leur utilisation dans la préparation de polypeptides et/ou polynucléotides.