5-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine
• 英文别名: 5-nitro-2-(1,2,4-triazol-1-yl)pyridine
• 化学式: C₇H₅N₅O₂
• 分子量: 191.149
• InChiKey: KLPMHDZRVHSKFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine 在 palladium on activated charcoal 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.25h， 生成 N-[6-(1,2,4-triazol-1-yl)-3-pyridinyl]-4-cyanobenzamide
  参考文献：
  名称：

  Structure-Based Ligand Design of Novel Bacterial RNA Polymerase Inhibitors

  摘要：

  Bacterial RNA polymerase (RNAP) is essential for transcription and is an antibacterial target for small molecule inhibitors. The binding region of myxopyronin B (MyxB), a bacterial RNAP inhibitor, offers the possibility of new inhibitor design. The molecular design program SPROUT has been used in conjunction with the X-ray cocrystal structure of Thermus thermophilus RNAP with MyxB to design novel inhibitors based on a substituted pyridyl-benzamide scaffold. A series of molecules, with molecular masses <350 Da, have been prepared using a simple synthetic approach. A number of these compounds inhibited Escherichia coli RNAP.

  DOI：

  10.1021/ml200087m
• 作为产物：
  描述：

  2-羟基-5-硝基吡啶 在 sodium hydride 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 5-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine
  参考文献：
  名称：

  Structure-Based Ligand Design of Novel Bacterial RNA Polymerase Inhibitors

  摘要：

  Bacterial RNA polymerase (RNAP) is essential for transcription and is an antibacterial target for small molecule inhibitors. The binding region of myxopyronin B (MyxB), a bacterial RNAP inhibitor, offers the possibility of new inhibitor design. The molecular design program SPROUT has been used in conjunction with the X-ray cocrystal structure of Thermus thermophilus RNAP with MyxB to design novel inhibitors based on a substituted pyridyl-benzamide scaffold. A series of molecules, with molecular masses <350 Da, have been prepared using a simple synthetic approach. A number of these compounds inhibited Escherichia coli RNAP.

  DOI：

  10.1021/ml200087m

文献信息

• [EN] TRIFLUOROMETHOXYLATION OF ARENES VIA INTRAMOLECULAR TRIFLUOROMETHOXY GROUP MIGRATION<br/>[FR] TRIFLUOROMÉTHOXYLATION D'ARÈNES VIA UNE MIGRATION INTRAMOLÉCULAIRE DU GROUPE TRIFLUOROMÉTHOXY
  申请人：UNIV NEW YORK STATE RES FOUND

  公开号：WO2016057931A1

  公开（公告）日：2016-04-14

  The present invention provides a process of producing a trifluoromethoxylated aryl or trifluoromethoxylated heteroaryl having the structure: (I), wherein A is an aryl or heteroaryl, each with or without subsutitution; and R1 is -H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), - (alkylaryl), - (alkylheteroaryl), -NH-(alkyl), -N(alkyl)2, -NH-(alkenyl), -NH-(alkynyl) -NH-(aryl), -NH-(heteroaryl), -O-(alkyl), -O-(alkenyl), -O-(alkynyl), -O-(aryl), -O-(heteroaryl), -S-(alkyl), -S- (alkenyl), -S-(alkynyl), -S-(aryl), or -S-(heteroaryl), comprising: (a) reacting a compound having the structure: (II), with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure: (III); and (b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure: (I).

  本发明提供了一种生产具有结构式(I)的三氟甲氧基取代的芳基或三氟甲氧基取代的杂芳基的方法，其中A是芳基或杂芳基，每个芳基或杂芳基可以有或无取代基；R1是-H，-(烷基)，-(烯基)，-(炔基)，-(芳基)，-(杂芳基)，-(烷基芳基)，-(烷基杂芳基)，-NH-(烷基)，-N(烷基)2，-NH-(烯基)，-NH-(炔基)-NH-(芳基)，-NH-(杂芳基)，-O-(烷基)，-O-(烯基)，-O-(炔基)，-O-(芳基)，-O-(杂芳基)，-S-(烷基)，-S-(烯基)，-S-(炔基)，-S-(芳基)或-S-(杂芳基)，包括：(a)使具有结构式(II)的化合物与三氟甲基化剂在第一适宜溶剂中的碱的存在下反应，在适宜条件下生成具有结构式(III)的化合物；以及(b)将步骤(a)中产生的化合物维持在第二适宜溶剂中，在足以生成具有结构式(I)的三氟甲氧基取代的芳基或三氟甲氧基取代的杂芳基的条件下保持。
• [EN] SUBSTITUTED CYCLOPROPYL COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF TREATMENT<br/>[FR] COMPOSÉS CYCLOPROPYLE SUBSTITUÉS, COMPOSITIONS CONTENANT DE TELS COMPOSÉS ET PROCÉDÉS DE TRAITEMENT
  申请人：MERCK SHARP & DOHME

  公开号：WO2011019538A1

  公开（公告）日：2011-02-17

  Substituted cyclopropyl compounds of the formula I: are disclosed as useful for treating or preventing type 2 diabetes and similar conditions. Pharmaceutically acceptable salts are included as well. The compounds are useful as agonists of the g-protein coupled receptor GPR-119.

  取代的环丙基化合物公式I：被披露为用于治疗或预防2型糖尿病和类似病症的有用物质。药物可接受的盐也包括在内。这些化合物作为G蛋白偶联受体GPR-119的激动剂是有用的。
• Facile One-pot Protocol of Derivatization Nitropyridines: Access to 3-Acetamidopyridin-2-yl 4-methylbenzenesulfonate Derivatives
  作者：Ling Lin、Xiaoguang Chen、Junhao Zhao、Suitao Lin、Guojian Ma、Xiaojian Liao、Pengju Feng

  DOI：10.1515/hc-2019-0017

  日期：2019.12.19

  Abstract This paper discloses an efficient one-pot protocol to convert easily accessible 3-nitropyridines to 3-acetamidopyridin-2-yl 4-methylbenzenesulfonate derivatives which are core structures of many pharmaceutical molecules. The strategy successfully combined a three-step reaction in one pot via progressively adding different reactants at rt. The reaction displays good functional group tolerance

  摘要 本文公开了一种有效的一锅法，可将易于获得的 3-硝基吡啶转化为 3-乙酰氨基吡啶-2-基 4-甲基苯磺酸衍生物，这是许多药物分子的核心结构。该策略通过在室温下逐步添加不同的反应物，成功地将三步反应合二为一。该反应显示出良好的官能团耐受性和区域选择性。结构多样化的 3-硝基吡啶可以高效地（3.5 小时）衍生为各种功能性 2-O,3-N-吡啶，适合进一步阐述。该转化适用于克级合成。
• SUBSTITUTED HETEROCYCLIC COMPOUNDS AS TROPOMYOSIN RECEPTOR KINASE A (TRKA) INHIBITORS
  申请人：Dr. Reddy's Laboratories Ltd.

  公开号：US20150005280A1

  公开（公告）日：2015-01-01

  The present application relates to a series of substituted pyrazolo[1,5-a]pyridine compounds, their use as tropomyosin receptor kinase (Trk) family protein kinase inhibitors, method of making and pharmaceutical compositions comprising such compounds.

  本申请涉及一系列取代吡唑并[1,5-a]吡啶化合物，其作为肌浆蛋白受体激酶（Trk）家族蛋白激酶抑制剂的用途，制备方法以及包含这些化合物的药物组合物。
• SUBSTITUTED CYCLOPROPYL COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF TREATMENT
  申请人：Wood Harold B.

  公开号：US20120142706A1

  公开（公告）日：2012-06-07

  Substituted cyclopropyl compounds of the formula I: are disclosed as useful for treating or preventing type 2 diabetes and similar conditions. Pharmaceutically acceptable salts are included as well. The compounds are useful as agonists of the g-protein coupled receptor GPR-119.

  本发明公开了化学式I的取代环丙基化合物，其可用于治疗或预防2型糖尿病和类似疾病。其中也包括药学上可接受的盐。这些化合物可用作G蛋白偶联受体GPR-119的激动剂。