3-(5-呋喃-2-基-1,3,4-噁二唑-2-基)-吡啶 | 56352-89-7

• 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
• 中文名称: 3-(5-呋喃-2-基-1,3,4-噁二唑-2-基)-吡啶
• 英文名称: 3-(5-furan-2-yl-1,3,4-oxadiazol-2-yl)-pyridine
• 英文别名: 3-(5-Furan-2-yl-[1,3,4]oxadiazol-2-yl)-pyridine；2-(furan-2-yl)-5-pyridin-3-yl-1,3,4-oxadiazole
• CAS: 56352-89-7
• 化学式: C₁₁H₇N₃O₂
• mdl: MFCD01885772
• 分子量: 213.195
• InChiKey: LFCYAERDQCDLPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  nicotinic acid furfurylidenehydrazide 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以60%的产率得到3-(5-呋喃-2-基-1,3,4-噁二唑-2-基)-吡啶
  参考文献：
  名称：

  双(三氟乙酰氧基)碘苯氧化环化芳香醛N-酰基腙

  摘要：

  摘要 芳香醛 N-酰基腙在室温下用双（三氟乙酰氧基）碘苯在 CHCl3 或 DMSO 中氧化成 2,5-二取代的 1,3,4-恶二唑，产率良好至极好。

  DOI：

  10.1080/00397910600773650

文献信息

• Electrosynthesis and screening of novel 1,3,4-oxadiazoles as potent and selective antifungal agents
  作者：Sushma Singh、Laxmi Kant Sharma、Apoorv Saraswat、Ibadur R. Siddiqui、Harbans K. Kehri、Rana K. Pal Singh

  DOI：10.1039/c3ra21904f

  日期：——

  The electrochemical oxidation of aldehyde-N-aroylhydrazone has been studied in the presence of NaClO4 as supporting electrolyte in MeOH solution using cyclic voltammetry and controlled potential electrolysis. The results indicate that intramolecular cyclization of aldehyde-N-aroylhydrazone has been successfully performed at a platinum electrode in an undivided cell with good yields of the corresponding 1,3,4-oxadiazoles at ambient conditions. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetry studies. The antifungal activity of the synthesized compounds was evaluated on Fusarium oxysporum, Alternaria solani, Candida albicans and Aspergillus niger. The results revealed that all the synthesized compounds have significant antifungal activity against the tested fungi. Among the synthesized derivatives 7b, 7d, 7g, 7h, 7i, 7j and 7r were found to be the most effective antifungal compounds.

  在甲醇溶液中，以NaClO4为支持电解质，通过循环伏安法和控制电位电解法研究了醛-N-芳酰腙的电化学氧化反应。结果表明，在室温条件下，在不分隔的铂电极反应池中，醛-N-芳酰腙成功进行了分子内环化反应，得到了较高产率的相应1,3,4-噁二唑类化合物。通过光谱方法对反应产物进行了表征，并从伏安法研究中推导出反应机理。对合成化合物进行了对 Fusarium oxysporum、Alternaria solani、Candida albicans 和 Aspergillus niger 的抗真菌活性评估。结果显示，所有合成化合物对测试的真菌均显示出显著的抗真菌活性。其中，合成衍生物 7b、7d、7g、7h、7i、7j 和 7r 被发现是最高效的抗真菌化合物。
• OXADIAZOLE AND THIADIAZOLE COMPOUNDS AND THEIR USE AS NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS
  申请人：Dahl Bjarne H.

  公开号：US20100029685A1

  公开（公告）日：2010-02-04

  This invention relates to oxadiazolyl and thiadiazolyl derivatives, which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及氧代噻二唑基和硫代噻二唑基衍生物，发现它们是乙酰胆碱受体的调节剂。由于它们的药理特性，本发明的化合物可能对与中枢神经系统（CNS）和外周神经系统（PNS）的胆碱能系统相关的疾病或障碍，与平滑肌收缩相关的疾病或障碍，内分泌疾病或障碍，神经退行性疾病或障碍，炎症、疼痛以及由于滥用化学物质终止而引起的戒断症状的治疗可能有用。
• Grekov,A.P.; Nesynov,E.P., Journal of general chemistry of the USSR, 1960, vol. 30, p. 3209 - 3211
  作者：Grekov,A.P.、Nesynov,E.P.

  DOI：——

  日期：——
• [EN] OXADIAZOLE AND THIADIAZOLE COMPOUNDS AND THEIR USE AS NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS<br/>[FR] COMPOSÉS DE TYPE OXADIAZOLE ET THIADIAZOLE ET LEUR UTILISATION COMME MODULATEURS DES RÉCEPTEURS NICOTINIQUES DE L'ACÉTYLCHOLINE
  申请人：NEUROSEARCH AS

  公开号：WO2008049864A1

  公开（公告）日：2008-05-02

  [EN] This invention relates to oxadiazolyl and thiadiazolyl derivatives, which are found to be modulators of the nicotinic acetylcholine receptors. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.
  [FR] L'invention porte sur des dérivés oxadiazolylés et thiadiazolylés, qui sont des modulateurs des récepteurs nicotiniques de l'acétylcholine. En raison de leur profil pharmacologique, les composés de l'invention peuvent être utiles dans le traitement de maladies ou de troubles aussi divers que ceux liés au système cholinergique du système nerveux central (CNS), du système nerveux périphérique (PNS), des maladies ou des troubles liés à la contraction des muscles lisses, des maladies endocriniennes ou les troubles endocriniens, les maladies ou troubles liés à la neurodégénérescence, des maladies ou troubles liés à l'inflammation, de la douleur et des symptômes de sevrage provoqués par l'interruption de l'usage immodéré des substances chimiques.
• Oxidative Cyclization of Aromatic Aldehyde<i>N</i>‐Acylhydrazones by bis(Trifluoroacetoxy)iodobenzene
  作者：Zhenhua Shang

  DOI：10.1080/00397910600773650

  日期：2006.10

  Abstract Aromatic aldehyde N‐acylhydrazones were oxidized into 2,5‐disubstituted 1,3,4‐oxadiazoles with bis(trifluoroacetoxy)iodobenzene in CHCl3 or DMSO at room temperature in good to excellent yields.

  摘要 芳香醛 N-酰基腙在室温下用双（三氟乙酰氧基）碘苯在 CHCl3 或 DMSO 中氧化成 2,5-二取代的 1,3,4-恶二唑，产率良好至极好。