2972-78-3

Usage

InChI:InChI=1/C12H10N2O2/c1-15-11-4-3-10(12(6-11)16-2)5-9(7-13)8-14/h3-6H,1-2H3

Upstream product

• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 109-77-3 malononitrile 

Downstream Products

• 134305-38-7 3-amino-4-cyano-5-(2,4-dimethoxyphenyl)benzocoumarin 
• 79388-10-6 1,6-diamino-4-(2,4-dimethoxyphenyl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile 
• 303139-15-3 2-amino-4-(2,4-dimethoxyphenyl)-4H-benzo[h]chromene-3-carbonitrile 

Relevant academic research and scientific papers

Synthesis of 5H-indeno[1,2-b]pyridine derivatives: Antiproliferative and antimetastatic activities against two human prostate cancer cell lines

This study describes the direct synthesis of 2-amino-4-(phenylsubstituted)-5H-indeno[1,2-b]pyridine-3-carbonitrile derivatives 5–21, through sequential multicomponent reaction of aromatic aldehydes, malononitrile, and 1-indanone in the presence of ammonium acetate and acetic acid (catalytic). The biological study showed that compound 10 significantly impeded proliferation of the cell lines PC-3, LNCaP, and MatLyLu. The antimetastatic effects of compound 10 could be related with inhibition of MMP9 in the PC-3 and LNCaP human cell lines. On the basis of a study of the structure–activity relationship of these compounds, we propose that the presence of two methoxy groups at positions 6 and 7 of the indeno nucleus and a 4-hydroxy-3-methoxy phenyl substitution pattern at position 4 of the pyridine ring is decisive for these types of molecules to exert?very good antiproliferative and antimetastatic activities.

Size and function influence study on enhanced catalytic performance of a cooperative MOF for mild, green and fast C-C bond formation

Tuning of pore function and size (surface area) are two key factors that play important roles in the performance of metal-organic-frameworks (MOFs) as catalysts. The catalytic performance of two bulk and nanosized MOFs with different functional groups suc

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.

Rapid and efficient uncatalyzed knoevenagel condensations from binary mixture of ethanol and water

This paper presents a new green protocol for Knoevenagel condensations of aldehydes and compounds with an active methylene group in a binary mixture of ethanol/water (3:7, v/v). This medium favored the uncatalyzed Knoevenagel reactions and easy workup pro

Synthesis of Polyfunctionalized Pyrroles via Green Chemical Methods

Water was found to be an excellent solvent for the one-pot synthesis of tetrasubstituted pyrrole derivatives under ultrasound involving the standard Knoevenagel condensation followed by the Michael type reaction. A new catalyst free system, excellent atom

Dipyrido[1,2-b:3′,4′-e][1,2,4]triazine Scaffolds from Pentafluoropyridine

Annelation reaction between pentafluoropyridine and diaminodihydro substituted pyridine derivatives gave dipyrido[1,2-b:3′,4′-e][1,2,4]triazine systems as major products arising from the initial nucleophilic substitution of more nucleophilic N-amino group

Preparation of a superior liquid catalyst by hybridization of three solids of nanoZnO, urea, and choline chloride for Knoevenagel-based reactions

Abstract: The complex catalyst of [ZnClO.urea]?[Ch.urea]+ has been prepared by dissolving of nanoZnO in choline chloride:2urea at 50 °C. The concentration of [ZnClO.urea]? in the given liquid is 19,987 ppm and 10.5 times h

Visible light promoted synthesis of dihydropyrano[2,3-c] chromenes via a multicomponent-tandem strategy under solvent and catalyst free conditions

The development of unique, mild and efficient one pot, multicomponent-tandem synthesis of highly functionalized dihydropyrano[2,3-c]chromenes under photochemical activation is reported. The key feature of the present work is the utilization of visible lig

Solvent free highly dispersed zinc oxide within confined space of Al-Containing SBA-15 as an efficient catalyst for Knoevenagel Condensation

A mesoporous silica-supported zinc oxide catalyst was successfully synthesized by directly grinding zinc nitrate into the as-prepared Al-Containing SBA-15 occluded with template and characterized by powder X-ray diffraction (XRD), BET nitrogen adsorption-

Ionic liquid coated sulfonated carbon/silica composites: Novel heterogeneous catalysts for organic syntheses in water

Ionic liquid coated sulfonic acid functionalized amorphous carbon/silica composites derived from a starch-glucose mixture were developed and their catalytic activities were evaluated for Knoevenagel condensation, reductive amination of aldehydes and ketones, and for Michael addition of indole to α,β-unsaturated ketones in aqueous medium. The catalyst prepared from starch-glucose mixture (3:1) [CSC-Star-Glu-IL2] showed the highest activity in water. The catalysts were characterized by FTIR, TGA, elemental analysis, and the most active was further characterized by XRD, SEM and TEM.