7424-56-8

Usage

Uses

Used in Organic Synthesis:
2-(pyridin-3-ylmethylidene)propanedinitrile is used as a building block in organic synthesis for the creation of complex organic molecules. Its unique structure allows it to participate in a variety of chemical reactions, facilitating the synthesis of new compounds with potential applications in various industries.
Used in Coordination Chemistry:
In coordination chemistry, 2-(pyridin-3-ylmethylidene)propanedinitrile is employed as a ligand. It forms coordination complexes with metal ions, which can exhibit unique properties and reactivities. These complexes are of interest in areas such as catalysis, materials science, and medicinal chemistry.
Used in Catalysis:
As a ligand in catalysis, 2-(pyridin-3-ylmethylidene)propanedinitrile enhances the efficiency of catalytic processes. It can be part of catalyst systems that accelerate chemical reactions, making industrial processes more sustainable and economically viable.
Used in Chemical Research:
2-(pyridin-3-ylmethylidene)propanedinitrile is also utilized in chemical research to explore new reaction pathways and mechanisms. Its reactivity and structural features make it a valuable tool for understanding and developing new chemical concepts and technologies.

InChI:InChI=1/C9H5N3/c10-5-9(6-11)4-8-2-1-3-12-7-8/h1-4,7H

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 109-77-3 malononitrile 
• 670-54-2 ethenetetracarbonitrile 

Downstream Products

• 125219-61-6 2,6-diamino-4-(3-pyridyl)-3,5-dicyano-4H-thiopyran 
• 109619-39-8 thioamide of 3-pyridyl-2,4,4-tricyano-3-butenoic acid 
• 136494-54-7 4-Cyclopropyl-2-imino-6-pyridin-3-yl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 128462-25-9 ethyl 5-amino-6-cyano-3,4-dihydro-4-oxo-3-phenyl-7-(3-pyridyl)phthalazine-1-carboxylate 
• 315246-58-3 ethyl 6-amino-5-cyano-2-methyl-4-(pyridin-3-yl)-4H-pyran-3-carboxylate 
• 132664-75-6 (2R,3R,10bS)-3-Benzoyl-2-pyridin-3-yl-2,3-dihydro-10bH-pyrrolo[2,1-a]isoquinoline-1,1-dicarbonitrile 
• 132813-99-1 6-amino-3-methyl-4-(pyridin-3-yl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile 
• 299202-83-8 5-acetyl-2-amino-6-methyl-4-(pyridin-3-yl)-4H-pyran-3-carbonitrile 
• 316357-73-0 C₃₁H₂₂ClN₅O₃S₂ 
• 6293-56-7 3-pyridinylethanol 
• 109619-37-6 4-Pyridin-3-yl-2-thioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile 

Relevant academic research and scientific papers

Synthesis and Biological Evaluation of Furo[3,2-c]pyrazole-5-carbimidates

In the present work, novel pyrazole fused dihydrofurans synthesized via a chronological addition of N-chloro succinimide and base piperidine to pyrano[3,2-c]pyrazole carbonitrile derivatives in methanol medium. Oxidative difunctionalization was done with

Ferrocene-Functionalized Dithiocarbamate Zinc(II) Complexes as Efficient Bifunctional Catalysts for the One-Pot Synthesis of Chromene and Imidazopyrimidine Derivatives via Knoevenagel Condensation Reaction

Four new mononuclear/coordination polymeric (CP) zinc(II) complexes (1-4) of ferrocenyl/pyridyl-functionalized dithiocarbamate ligands, N-ferrocenylmethyl-N-butyl dithiocarbamate (L1), N-ferrocenylmethyl-N-ethylmorpholine dithiocarbamate (L2), N-ferroceny

Photoredox-Catalyzed Addition of Carbamoyl Radicals to Olefins: A 1,4-Dihydropyridine Approach

Functionalization with C1-building blocks are key synthetic methods in organic synthesis. The low reactivity of the most abundant C1-molecule, carbon dioxide, makes alternative carboxylation reactions with CO2-surrogates especially important. We report a photoredox-catalyzed protocol for alkene carbamoylations. Readily accessible 4-carboxamido-Hantzsch esters serve as convenient starting materials that generate carbamoyl radicals upon visible light-mediated single-electron transfer. Addition to various alkenes proceeded with high levels of regio- and chemoselectivity.

COMPOUNDS AND METHODS FOR TREATING OR PREVENTING HEART FAILURE

The present invention relates to the discovery of novel compounds that can be used to treat and/or prevent heart failure in a subject. In certain embodiments, the compounds of the invention are sulfide: quinone oxidoreductase (SQOR) inhibitors. In other e

Synthesis, in vitro and in silico screening of 2-amino-4-aryl-6-(phenylthio) pyridine-3,5-dicarbonitriles as novel α-glucosidase inhibitors

Inhibition of α-glucosidase enzyme is of prime importance for the treatment of diabetes mellitus (DM). Apart of many organic scaffolds, pyridine based compounds have previously been reported for wide range of bioactivities. The current study reports a series of pyridine based synthetic analogues for their α-glucosidase inhibitory potential assessed by in vitro, kinetics and in silico studies. For this purpose, 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitriles 1–28 were synthesized and subjected to in vitro screening. Several analogs, including 1–3, 7, 9, 11–14, and 16 showed many folds increased inhibitory potential in comparison to the standard acarbose (IC50 = 750 ± 10 μM). Interestingly, compound 7 (IC50 = 55.6 ± 0.3 μM) exhibited thirteen-folds greater inhibition strength than the standard acarbose. Kinetic studies on most potent molecule 7 revealed a competitive type inhibitory mechanism. In silico studies have been performed to examine the binding mode of ligand (compound 7) with the active site residues of α-glucosidase enzyme.

Functional Group Interconversion of Alkylidenemalononitriles to Primary Alcohols by a Cooperative Redox Operation

Functional group interconversions are essential chemical processes enabling synthesis. In this report, we describe a strategy to convert alkylidenemalononitriles into primary alcohols in one step. The reaction relies on a choreographed redox process invol

Effecting structural diversity in a series of Co(ii)-organic frameworks by the interplay between rigidity of a dicarboxylate and flexibility of bis(tridentate) spanning ligands

In a one-pot self-assembly reaction of Co(OAc)2·4H2O, thiophene-2,5-dicarboxylic acid (H2tdc) and four different bis(tridentate) polypyridyl spanning ligands under ambient conditions, a series of structurally diverse metal-organic frameworks has been synt

Synthesis and anticholinesterase activity of novel non-hepatotoxic naphthyridine-11-amine derivatives

Abstract: In the present study, 14 novel naphthyridine-11-amine derivatives were synthesized and their inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. 12-(4-Fluorophenyl)-1,2,3,4,7,8,9,10-octahydrodibenz

An Efficient One-pot Three-component Method for the Synthesis of 5-Amino-3-(2-oxo-2H-chromen-3-yl)-7-aryl-7H-thiazolo[3,2-a]pyridine-6,8-dicarbonitriles

A facile, convenient, and adequate method has been developed for the synthesis of novel 5-amino-3-(2-oxo-2H-chromen-3-yl)-7-aryl-7H-thiazolo[3,2-a]pyridine-6,8-dicarbonitriles (6) by employing 2-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)acetonitrile (3) as an important precursor. Initially, we have synthesized the target compounds in a stepwise manner and then approached a tandem method to examine the feasibility of one-pot method. Subsequently, one-pot three-component protocol has been established for the synthesis of title compounds by the reaction of 3 with benzaldehyde and malononitrile in refluxing ethanol engender a new six-membered thiazolo[3,2-a]?pyridine as a hybrid scaffold. Reaction conditions were optimized for this reaction and a broad substrate scope with various aryl and heteroaryl aldehydes make this protocol very practical, attractive, and worthy. Mechanistic aspects for the formation of these compounds were outlined comprehensively. Characterization of these newly synthesized compounds was achieved by means of IR, 1H NMR, 13C NMR, and HRMS.

An efficient one-pot four-component Gewald reaction: Synthesis of substituted 2-aminothiophenes with coumarin–thiazole scaffolds under environmentally benign conditions

An elegant and efficient method has been outlined for the synthesis of novel 5-amino-4-[4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl]-3-arylthiophene-2-carbonitriles employing a one-pot four-component reaction of various aldehydes, 2-[4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl]acetonitrile, malononitrile and molecular sulfur independently in the presence of L-proline as a catalyst, under green reaction conditions. In an alternative approach, initially, the Knoevenagel condensation of these various aldehydes has been carried out with active methylene compounds malononitrile or 2-[4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl]acetonitrile to obtain the corresponding condensed compounds. These compounds then further subjected to a one-pot three-component Gewald reaction with molecular sulfur using sodium bicarbonate as a simple and inexpensive catalyst to obtain the target compounds. The effect of solvent and catalyst on these reactions has been screened to obtain the optimal conditions. The advantages of this protocol are the use of mild reaction conditions at ambient temperature, environmental friendliness, good yields in faster reaction times, convenient operation procedures, and broad substrate scope.