2-thiopheneformaldehyde isonicotinoylhydrazone | 79728-82-8

• 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: 2-thiopheneformaldehyde isonicotinoylhydrazone
• 英文别名: thiophene-2-carbaylidene-isonicotinohydrazone；N′-(thiophen-2-ylmethylene)isonicotinohydrazide；ST010260；N-(2-thienylmethylene)isonicotinoylhydrazine；N-(2-thiophenidene)-N'-isonicotinoylhydrazine；N-(2-thienylidene)-N'-isonocotionylhydrazine；4-Pyridinecarboxylic acid 2-(2-thienylmethylene)hydrazide；N-(thiophen-2-ylmethylideneamino)pyridine-4-carboxamide
• CAS: 79728-82-8
• 化学式: C₁₁H₉N₃OS
• mdl: MFCD00453589
• 分子量: 231.278
• InChiKey: VQHKTXKJAYPSHY-UHFFFAOYSA-N

物化性质

• 熔点：
  226 °C(Solv: ethanol (64-17-5))
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  iron(III) thiocyanate 、 2-thiopheneformaldehyde isonicotinoylhydrazone 以 乙醇 为溶剂， 以68%的产率得到
  参考文献：
  名称：

  Alaudeen; Prabhakaran, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1996, vol. 35, # 6, p. 517 - 519

  摘要：

  DOI：
• 作为产物：
  描述：

  异烟酸乙酯 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 13.5h， 生成 2-thiopheneformaldehyde isonicotinoylhydrazone
  参考文献：
  名称：

  一类用于治疗心力衰竭的酰腙类衍生物

  摘要：

  本发明属于医药技术领域，涉及如下通式I所示的一类酰腙类衍生物的设计及制备方法，可用于治疗包括充血性心力衰竭的收缩性心力衰竭。

  公开号：

  CN105481765A

文献信息

• Vanadium(V) complexes of some bidentate hydrazone ligands and their bromoperoxidase activity
  作者：Piyali Adak、Bipinbihari Ghosh、Bholanath Pakhira、Ryo Sekiya、Reiko Kuroda、Shyamal Kumar Chattopadhyay

  DOI：10.1016/j.poly.2017.01.054

  日期：2017.5

  hydrazone ligand. The compounds have been characterized by spectroscopic methods and determination of single crystal X-ray structure of one of them (1). DFT and TD-DFT calculations were used to understand the electronic structures of the complexes and their electronic spectra respectively. Though the dimeric complexes are stable in the solid state, the ESI-MS spectra as well as 1H NMR spectra of the complexes

  摘要通过VOSO4·H2O与三乙胺和配体的反应合成了钒[VO（µ-OMe）（OMe）（L）] 2（1-3）的双核氧基甲氧基桥接配合物。该化合物已通过分光光度法和其中一种的单晶X射线结构测定进行了表征（1）。使用DFT和TD-DFT计算分别了解配合物的电子结构及其电子光谱。尽管二聚体配合物在固态下是稳定的，但配合物的ESI-MS光谱和1H NMR光谱表明，在溶液中，配合物的单体形式是主要的种类。DMF中的V（V）络合物用于在H2O2 / KBr水溶液中，在HClO4室温下于室温催化水杨醛的氧化溴化反应。该复合物以水杨醛为模型底物，显示出异常高的溴过氧化物酶活性，可以高收率和高TOF和TON产生5-溴水杨醛。因此，这些复合物充当钒酸盐依赖性溴过氧化物酶的功能模型。
• Effect-Directed Synthesis of PhoP/PhoQ Inhibitors to Regulate <i>Salmonella</i> Virulence
  作者：Ignacio Cabezudo、Carlos A. Lobertti、Eleonora García Véscovi、Ricardo L. E. Furlan

  DOI：10.1021/acs.jafc.2c01087

  日期：2022.6.8

  so far. We describe a novel platform by which an inhibitor was selected out of around 185 compounds directly from reaction media containing thiosemicarbazones and mono-, di-, and trihydrazones. To achieve this, tandem library preparation, thin-layer chromatography (TLC) bioautography, and effect-directed deconvolution were applied. We illustrate the potential of this effect-directed synthesis for the

  沙门氏菌属 是导致食源性感染的主要原因之一。PhoP/PhoQ 双组分调节系统是沙门氏菌的主要毒力调节剂。尽管 PhoP/PhoQ 是解除沙门氏菌毒力的理想目标，但迄今为止报道的抑制剂很少。我们描述了一种新的平台，通过该平台直接从含有氨基硫脲和单腙、二腙和三腙的反应介质中直接从大约 185 种化合物中选择一种抑制剂。为此，应用了串联文库制备、薄层色谱 (TLC) 生物自显影和效果导向反卷积。我们说明了这种以效果为导向的合成方法在识别食品领域新的有用生物活性化合物方面的潜力。
• Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor
  作者：M. Leslie Hanna、Theodore M. Tarasow、Julie Perkins

  DOI：10.1016/j.bioorg.2006.07.004

  日期：2007.2

  A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays. (c) 2006 Elsevier Inc. All rights reserved.
• SYNTHESIS, CHARACTERIZATION, AND BIOLOGICAL PROPERTIES OF BIVALENT TRANSITION METAL COMPLEXES OF Co(II), Cu(II), Ni(II), AND Zn(II) WITH SOME ACYLHYDRAZINE DERIVED FURANYL AND THIENYL ONO AND SNO DONOR SCHIFF BASE LIGANDS
  作者：Zahid H. Chohan

  DOI：10.1081/sim-100001928

  日期：2001.3.29

  Some acylhydrazine derived furanyl and thienyl ONO and SNO donor Schiff base ligands and their Co(II), Cu(II), Ni(II), and Zn(II) complexes have been prepared and characterized on the basis of elemental analyses, magnetic moments, molar conductances, and spectroscopic (electronic, IR,H-1 NMR, and C-13 NMR) data. All of the ligands function as tridentates and the deprotonated enolic form is preferred in the coordination.[GRAPHICS]
• Synthesis, Magnetic, and Spectral Studies of Some Mono‐ and Binuclear Dioxomolybdenum(VI) Complexes with Chelating Hydrazones Derived from Acid Hydrazides and Furfural or Thiophene‐2‐aldehyde
  作者：R. C. Maurya、R. Verma、T. Singh

  DOI：10.1081/sim-120017789

  日期：2003.1.6

  This paper deals with the synthesis, magnetic and spectral, studies of some mono- and binuclear dioxomolybdenum(VI) complexes with chelating hydrazones derived from salicylic acid/benzoic acid/isonicotinic acid hydrazide with thiophene-2-aldehyde or furfural. The acid hydrazones synthesized are N-(furfuralidene)-N'-salicyloylhydrazine [FSAH, (I)], N-(2-thiophenidene)-N'-salicyloylhydrazine [TSAH, (n)], N-(furfuralidene)-N'-isonicotinoylydrazine [FINH, (III)], N-(2-thiophenidene)-N'-isonicotinoylhydrazine [TINH, (W)], N-(furfuralidene)-N'-benzoylhydrazine [FBZH, (V)] and N-(2-thiophenidene)-N'-benzoylhydrazine [TBZH, (VI)]. The metal complexes (1)-(6) were prepared by mixing methanolic solutions of FSAH, TSAH, FINH, TINH, FBZH or TBZH with methanolic solution Of [MoO2(acac)(2)], and refluxing for 2-4 hours. The resulting compounds have been characterized on the basis of elemental analyses, molar conductances, magnetic measurements, electronic and infrared spectral studies, and were found to have the general formulas [MoO2(L-1)(OH)], where (LH)-H-1=TSAH, TINH or TBZH and [MoO2(L-2)(OH)](2), where (LH)-H-2 = FSAH, FINH, or FBZH. A monomeric octahedral structure for compounds [MoO2(L-1)(OH)], (LH)-H-1 =TSAH (2), TINH (4) or TBZH (6), and dimeric. hydroxo bridges octahedral structures for compounds [MoO2(L-2)(OH)](2), (LH)-H-2=FSAH (1), FINH (3) or FBZH (5) have been tentatively proposed.