N-(3-nitropyridin-2-yl)benzamide | 878398-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-nitropyridin-2-yl)benzamide
• CAS: 878398-49-3
• 化学式: C₁₂H₉N₃O₃
• 分子量: 243.222
• InChiKey: LLAPBBQYGPLPTR-UHFFFAOYSA-N

物化性质

• 沸点：
  328.3±27.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-nitropyridin-2-yl)benzamide 在 铁粉 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 N-(3-aminopyridin-2-yl)benzamide
  参考文献：
  名称：

  Rapid synthesis of imidazo[4,5-b]pyridine containing polycyclics by means of palladium-catalyzed amidation of 2-chloro-3-nitropyridine

  摘要：

  Regioselective nucleophilic substitution of 2-chloro 3-nitropyridine with heterocyclic amides under Pd-catalyzed reaction conditions as described by Buchwald yielded imidazo [4,5-b] pyridine-containing polycyclics as novel scaffolds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.031
• 作为产物：
  描述：

  2-氯-3-硝基吡啶 在 盐酸 、 水 、 potassium carbonate 、 三乙胺 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 20.0h， 生成 N-(3-nitropyridin-2-yl)benzamide
  参考文献：
  名称：

  通过呋喃开环-吡咯环闭合序列连接至吡咯并[1,2-a]喹喔啉

  摘要：

  基于容易获得的N-（呋喃-2-基甲基）-2-硝基苯胺或其杂环类似物随后加关键的酸促进的呋喃开环，开发了一种合成吡咯并[1,2-a]喹喔啉的方法相应的硝基-1,4-二酮的还原性Paal-Knorr环化反应。

  DOI：

  10.1016/j.tetlet.2019.151532

文献信息

• [EN] PYRROLO[2,3-c]PYRIDINE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF<br/>[FR] DERIVES DE PYRROLO[2,3-C]PYRIDINE ET LEURS PROCEDES DE PREPARATION
  申请人：YUHAN CORP

  公开号：WO2006025717A1

  公开（公告）日：2006-03-09

  The present invention provides novel pyrrolo[2,3-c]pyridine derivatives or pharmaceutically acceptable salts thereof, processes for the preparation thereof, and compositions comprising the same. The pyrrolo[2,3-c]pyridine derivatives or pharmaceutically acceptable salts thereof of the present invention have excellent proton pump inhibition effects and possess the ability to attain a reversible proton pump inhibitory effect.

  本发明提供了新颖的吡咯并[2,3-c]吡啶衍生物或其药用可接受的盐，以及其制备的方法和包含相同的组合物。本发明的吡咯并[2,3-c]吡啶衍生物或其药用可接受的盐具有优异的质子泵抑制效果，并具有达到可逆的质子泵抑制效果的能力。
• Biological activity of modified and exchanged 2-amino-5-nitrothiazole amide analogues of nitazoxanide
  作者：T. Eric Ballard、Xia Wang、Igor Olekhnovich、Taylor Koerner、Craig Seymour、Paul S. Hoffman、Timothy L. Macdonald

  DOI：10.1016/j.bmcl.2010.04.126

  日期：2010.6

  Head group analogues of the antibacterial and antiparasitic drug nitazoxanide (NTZ) are presented. A library of 39 analogues was synthesized and assayed for their ability to suppress growth of Helicobacter pylori, Campylobacter jejuni, Clostridium difficile and inhibit NTZ target pyruvate: ferredoxin oxidoreductase (PFOR). Two head groups assayed recapitulated NTZ activity and possessed improved activity over their 2-amino-5-nitrothiazole counterparts, demonstrating that head group modification is a viable route for the synthesis of NTZ-related antibacterial analogues. (C) 2010 Elsevier Ltd. All rights reserved.
• PROCESS FOR THE CATALYTIC DIRECTED CLEAVAGE OF AMIDE-CONTAINING COMPOUNDS
  申请人：Universiteit Antwerpen

  公开号：EP3362436B1

  公开（公告）日：2021-06-30
• Rapid synthesis of imidazo[4,5-b]pyridine containing polycyclics by means of palladium-catalyzed amidation of 2-chloro-3-nitropyridine
  作者：Christophe Salomé、Martine Schmitt、Jean-Jacques Bourguignon

  DOI：10.1016/j.tetlet.2009.04.031

  日期：2009.7

  Regioselective nucleophilic substitution of 2-chloro 3-nitropyridine with heterocyclic amides under Pd-catalyzed reaction conditions as described by Buchwald yielded imidazo [4,5-b] pyridine-containing polycyclics as novel scaffolds. (C) 2009 Elsevier Ltd. All rights reserved.
• Route to pyrrolo[1,2-a]quinoxalines via a furan ring opening-pyrrole ring closure sequence
  作者：Elena Y. Zelina、Tatyana A. Nevolina、Ludmila N. Sorotskaja、Dmitry A. Skvortsov、Igor V. Trushkov、Maxim G. Uchuskin

  DOI：10.1016/j.tetlet.2019.151532

  日期：2020.2

  A method was developed for the synthesis of pyrrolo[1,2-a]quinoxalines based on an acid-promoted furan ring opening of readily accessible N-(furan-2-ylmethyl)-2-nitroanilines or their heterocyclic analogues followed by a key reductive Paal-Knorr cyclization of the corresponding nitro-1,4-diketones.

  基于容易获得的N-（呋喃-2-基甲基）-2-硝基苯胺或其杂环类似物随后加关键的酸促进的呋喃开环，开发了一种合成吡咯并[1,2-a]喹喔啉的方法相应的硝基-1,4-二酮的还原性Paal-Knorr环化反应。