26495-19-2

Usage

Uses

Used in Pharmaceutical Research:
(3,5-dimethoxybenzylidene)propanedinitrile serves as a crucial component in pharmaceutical research due to its potential as an anti-cancer and anti-inflammatory agent. Its unique structure and properties allow it to be studied and developed into new drugs that could address various health conditions.
Used in Organic Synthesis:
In the realm of organic chemistry, (3,5-dimethoxybenzylidene)propanedinitrile is utilized as a valuable building block. Its distinctive chemical structure enables it to engage in a wide array of reactions and catalytic processes, contributing to the advancement of organic synthesis techniques and the creation of novel chemical compounds.
Used in Drug Development:
(3,5-dimethoxybenzylidene)propanedinitrile's potential applications extend to drug development, where it is explored for its capacity to be formulated into new medicinal products. Its pharmacological properties make it a promising candidate for the treatment of various diseases and conditions, particularly in the areas of cancer and inflammation management.

Upstream product

• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 109-77-3 malononitrile 
• 922-64-5 1,1-dicyanoethylene 

Downstream Products

• 118409-64-6 AG 83 
• 445384-31-6 6-amino-5-cyano-2-(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-ylsulfanylmethyl)-4-(3,5-dimethoxy-phenyl)-4H-pyran-3-carboxylic acid isopropyl ester 
• 771559-24-1 2-(3,5-dimethoxybenzyl)malononitrile 
• 1379679-65-8 N-[2-bromo-2,2-dicyano-1-(3,5-dimethoxyphenyl)ethyl]pyrrolidine-2,5-dione 

Relevant academic research and scientific papers

NaHCO3-Catalyzed Hihgly Regiospecific Aminobromination of ?,?-Dicyanostyrene Derivatives with 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH)

The aminobromination of β,β-dicyanostyrene derivetives with 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) has been systematic studied. The reaction afforded the vicinal haloamino products in good to excellent yields at room temperature (the highest yield was up to 94 %), and the full regiospecificity of all products were achieved catalyzed by NaHCO3 in CH3CN. A possible pathway involving a Michael Addition reaction for this aminobromination was proposed. A new method for the NaHCO3-catalyzed aminobromination of β,β-dicyanostyrene derivatives with 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) has been developed. The reaction afforded the vicinal haloamino products in good to excellent yields at room temperature(the highest yield was up to 94 %). A possible pathway involving a Michael addition fashion for this aminobromination was proposed.

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.

Defect engineering of highly stable lanthanide metal-organic frameworks by particle modulation for coating catalysis

By virtue of their structural periodicity, tunability, high porosity and rich functionality, metal-organic frameworks (MOFs) are of great interest in catalysis. However, MOF crystals are fragile and difficult to use as robust adsorbents or catalysts witho

Ni–Al2O3 as reusable heterogeneous catalyst for expedient one-pot synthesis of naphthopyrans

Abstract: Ni–Al2O3 is an efficient and reusable heterogeneous catalyst for the synthesis of naphthopyrans by one-pot three-component reaction of naphthols, aldehydes, and malononitrile in EtOH/H2O (1:1) solvent medium. A c

Sodium acetate-catalyzed regiospecific and high stereoselective aminobromination of β,β-dicyanostyrene derivatives with NBS as nitrogen/bromine source

An easy and efficient method for the aminobromination of β,β-dicyanostyrene derivatives with NBS as the aminobrominating reagent in CH3CN catalyzed by NaOAc (10 mol%) is developed. This protocol provides convenient process to convert β,β-dicyanostyrene derivatives into the vicinal haloamines with full regiospecificity and high stereoselectivety in the ice-water bath in air. The reaction is high efficient in yielding the corresponding aminobrominated products in excellent yields (up to 95%) under these conditions. The outcome indicated that the reaction has an electrophilic addition feature. 12 Eexamples of β,β-dicyanostyrene derivatives have been investigated. An easy and efficient method for the aminobromination of β,β-dicyanostyrene derivatives with NBS as the aminobrominating reagent in CH3CN catalyzed by NaOAc (10 mol%) is developed. The reaction is high efficient in yielding the corresponding aminobrominated products in excellent yields (up to 95%). Copyright

The use of electroosmotic flow as a pumping mechanism for semi-preparative scale continuous flow synthesis

By employing a series of reactions we demonstrate the use of electroosmotic flow as a continuous pumping mechanism suitable for semi-preparative scale synthesis, affording an array of small organic compounds, of analytical purity, with yields ranging from 0.57-1.71 g h-1. The Royal Society of Chemistry.

The preparation and reaction of enolates within micro reactors

Over the past 5 years, interest in the miniaturisation of chemical synthesis has grown rapidly, however in order to facilitate transfer of the technology from its current position as a research tool to industrial applications, a core understanding of the challenges associated with transferring reactions from the macro to the micro domain is required. This paper therefore aims to broach this problem by investigating the application of micro reactors to a range of commonly employed synthetic reactions including acylation, aldol, alkylation, 1,4-conjugate addition (Michael addition) and the Knoevenagel condensation. Comparison of the results obtained with traditional batch techniques enable us to highlight some of the advantages associated with micro reaction technology.

An investigation into the use of silica-supported bases within EOF-based flow reactors

Using a series of silica-supported bases, we demonstrate the synthesis of eight condensation products within an EOF-based flow reactor; in all cases, high yields (>99%) and product purity are obtained. By incorporating a series of silica-supported bases i

Tyrphostins I: Synthesis and Biological Activity of Protein Tyrosine Kinase Inhibitors

A novel class of low molecular weight proteine kinase inhibitors is described.These compounds consitute a systematic series of molecules with a progressive increase in affinity toward the substrate site of the EGF receptor kinase domain.These competitive inhibitors also effectively block the EGF-dependent autophosphorylation of the receptor.The potent EGF receptor kinase blockers examined were found to competitively inhibit the homologous insulin receptor kinase at 102-103 higher inhibitor concentrations in spite of the significant homology between these protein tyrosine kinases.These results demonstrate the ability to synthesize selective tyrosine kinase inhibitors.The most potent EGF receptor kinase inhibitors also inhibit the EGF-dependent proliferation of A431/clone 15 cells with little or no effect on EGF independent cell growth.These results demonstrate the potential use of protein tyrosine kinase inhibitors as selective antiproliferative agents for proliferative diseases caused by the hyperactivity of protein tyrosine kinases.We have suggested the name "tyrphostins" for this class of antiproliferative compounds which act as protein tyrosine kinase blockers.