[1-(furan-2-yl)ethylidene]-hydrazide | 3460-67-1

• 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: [1-(furan-2-yl)ethylidene]-hydrazide
• 英文别名: INF；Clitizine; Furilazone; INF; Menazone；N-[1-(furan-2-yl)ethylideneamino]pyridine-4-carboxamide
• CAS: 3460-67-1
• 化学式: C₁₂H₁₁N₃O₂
• mdl: MFCD00441473
• 分子量: 229.238
• InChiKey: GNDPAVKYAUIVEB-UHFFFAOYSA-N

物化性质

• 熔点：
  199-201.5°
• 沸点：
  371.14°C (rough estimate)
• 密度：
  1.2135 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933699015

反应信息

• 作为反应物：
  描述：

  [1-(furan-2-yl)ethylidene]-hydrazide 、 cobalt(II) diacetate tetrahydrate 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到di([1-(furan-2-yl)ethylidene]-hydrazido)diaquacobalt(II)
  参考文献：
  名称：

  Synthesis, Magnetic, Thermal, and Spectral Studies of Some Chelates of Cu(II), Ni(II), Zn(II), Co(II), Mn(II), Sm(III), and Th(IV) Involving Aroylhydrazones Derived from Isonicotinic Acid Hydrazide and 2‐Furyl Methyl and 2‐Thienyl Methyl Ketone

  摘要：

  Two aroylhydrazones, viz., isonicotinic acid [1-(furan-2-yl)ethylidene]hydrazide (IFEH) and isonicotinic acid [1-(thiophene-2-yl)ethylidene]hydrazide (ITEH) have been synthesized by the interaction of 2-furyl methyl ketone and 2-thienyl methyl ketone with isonicotinic acid hydrazide in ethanol. Metal chelates of these hydrazones of the compositions [Cu(IFE)(2)(H2O)(2)].H2O (1), [Ni(IFE)(2)].H2O (2), [Co(IFE)(2)(H2O)(2)] (3), [Mn(IFE)(2)(H2O)(2)].H2O (4), [Zn(IFE)(2)]-H2O (5), [Cu(ITE)(2)] (6), [Zn(ITE)(2)] (7), [Sm(ITE)(2)(OAc)(H2O) (8) and [Th(ITE)(2) (NO3)(2)] (9) (HOAc = CH3COOH) have been prepared. The coordination behaviour of these two hydrazones with different metal ions has been discussed on the basis of analytical data, electronic spectra, magnetic measurements, thermogravimetric analyses, and infrared and nuclear magnetic resonance spectral studies.

  DOI：

  10.1081/sim-120026553
• 作为产物：
  描述：

  2-乙酰基呋喃 、 异烟肼 以 乙醇 为溶剂， 反应 3.0h， 以83.6%的产率得到[1-(furan-2-yl)ethylidene]-hydrazide
  参考文献：
  名称：

  dra衍生的铜（II）配位聚合物作为选择性液相催化剂：合成，晶体结构和对苯甲醇的氧化性能

  摘要：

  在这项研究中，我们报告了基于2-乙酰基呋喃磺酰onic的新型一维铜（II）配位聚合物（[Cu（L）2 ] n）的合成和理化性质，以及其在液相中的催化活性。苯甲醇的氧化。基于光谱和单晶X射线衍射晶体学，Cu（II）离子是五配位的，通过N，O螯合位点键合到两个阴离子上，并与N来自第三配体分子的-吡啶基原子，其形成一维网络。评价该配位聚合物为均相催化剂，在温和的条件下（70°C，2.10 mol％和1：1的底物与氧化剂摩尔比）获得高选择性（90.1％）和对苯甲醛的收率（36.9％）。效率归因于氧化过程中催化剂在反应介质中的溶解度的缓慢调节，这是由于承诺使用适当的溶剂（乙腈）以有效消耗氧化剂（TBHP）和形成苯甲醛。用TBHP进行的滴定实验以及抑制性论文表明，自由基和过氧反应途径可能参与了反应机理。总之，结果表明[Cu（L）2 ]n适用于可触及的轻度精细化学过程，并与工业用途的环保应用相匹配。

  DOI：

  10.1016/j.mcat.2020.111177

文献信息

• Pesticidal and antifertility activities of triorganogermanium(IV) complexes synthesized using a green chemical approach
  作者：Nirmala Singh、Sheenam Watts、Suresh C. Joshi、Ran V. Singh

  DOI：10.1002/aoc.2960

  日期：2013.5

  Microwave chemistry is a green chemical method that improves reaction conditions and product yields while reducing solvent amounts and reaction times. This paper deals with the synthesis, spectral and biological studies of germanium(IV) complexes with chelating hydrazones derived from 1‐(pyridine‐2‐yl)ethanone (F1) and 1‐(furan‐2‐yl)ethanone (F2) with isonicotinohydrazide (INH). The complexes have been

  微波化学是一种绿色化学方法，可改善反应条件和产物收率，同时减少溶剂用量和反应时间。本文涉及锗（IV）与1-（吡啶-2-基）乙酮（F 1）和1-（呋喃-2-基）乙酮（F 2）螯合的配合物的合成，光谱和生物学研究。）与异烟肼（INH）。这些配合物是通过微波-绿色化学方法合成的，并结合了微观分析，熔点，IR光谱，1 H NMR光谱和131 H NMR谱。氯化三甲基锗（IV）和氯化三苯基锗（IV）与the的摩尔比为1：1（金属：配体），导致形成有色产物。根据电导和光谱证据，已为这些产品指定了五配位的锗（IV）配合物结构。配体通过偶氮甲碱氮原子和烯醇氧原子与锗（IV）配位。为了评估其抗生育性能，已经在雄性大鼠中测试了游离配体及其金属配合物。配体及其金属配合物也已在体外测试对抗多种致病微生物，以评估其抗菌和杀虫特性。发现配体及其配合物都具有明显的抗生育活性和其他活性，对此已经进行了简要讨论。版权所有©2013
• P(III)-Mediated Formal Reductive N–H Bond Insertion Reaction of Hydrazones to α-Keto Esters
  作者：Norihiko Takeda、Tomoki Miyashita、Naoya Hirokawa、Motohiro Yasui、Masafumi Ueda

  DOI：10.1248/cpb.c24-00091

  日期：2024.4.26

  A diazo-, metal-, and base-free multi-substituted hydrazone synthesis via a formal reductive N–H bond insertion reactions of hydrazones to α-keto esters has been developed. The protocol features a broad substrate scope and good functional group tolerance, providing N–H bond insertion products in moderate to excellent yields. Moreover, P(III)-mediated N–H functionalization of pharmaceutical containing

  通过腙与 α-酮酯的正式还原 N-H 键插入反应，开发了一种无重氮、无金属和无碱的多取代腙合成方法。该方案具有广泛的底物范围和良好的官能团耐受性，以中等至优异的产率提供 N-H 键插入产品。此外，还成功实现了P(III)介导的含有腙部分的药物的N-H功能化。  全尺寸图像
• Sobhanadevi, G.; Indrasenan, P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1989, vol. 28, # 10, p. 919 - 921
  作者：Sobhanadevi, G.、Indrasenan, P.

  DOI：——

  日期：——
• Synthesis, coordination behavior, and investigations of pharmacological effects of some transition metal complexes with isoniazid Schiff bases
  作者：Krishna K. Sharma、Ritu Singh、Nighat Fahmi、R.V. Singh

  DOI：10.1080/00958972.2010.504986

  日期：2010.9.10

  Two isoniazid Schiff bases, N-isonicotinamido-2-furanketimine (INH-F1) and N-isonicotinamido-5-methyl-2-furanketimine (INH-F2), possessing potential N and O coordination sites have been prepared by the reaction of isoniazid with 2-acetylfuran and 2-acetyl-5-methylfuran, respectively. Complexes of Pd(II) and Pt(II) have been prepared and characterized by elemental analyses, melting point determinations and electronic, infrared, 1H NMR, 13C NMR spectral studies, and X-ray powder diffraction studies. In all the complexes, the monobasic bidentate nature of the ligand is evident. Antibacterial and antifungal studies of these compounds against various pathogenic bacterial and fungal strains have been carried out. Both the ligands and their metal chelates were active against all the microbial strains investigated. However, the chelates were found to be more active than the ligands. The antimycobacterial activity of the ligands and their metal complexes has been evaluated against Mycobacterium smegmatis, which showed clear enhancement in this activity upon metal complexation with Schiff bases.
• Varma, R. Harikumar; Prabhakaran, C. P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1990, vol. 29, # 8, p. 815 - 817
  作者：Varma, R. Harikumar、Prabhakaran, C. P.

  DOI：——

  日期：——