2972-78-3

Basic information

• Product Name: 2-(2,4-Dimethoxybenzylidene)propanedinitrile
• Synonyms: (2,4-Dimethoxybenzylidene)malononitrile;2-(2,4-Dimethoxybenzylidene)propanedinitrile
• CAS NO: 2972-78-3
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22
• Mol File: 2972-78-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 393.5°C at 760 mmHg
• Flash Point: 163.8°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 2.12E-06mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: 2-(2,4-Dimethoxybenzylidene)propanedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,4-Dimethoxybenzylidene)propanedinitrile(2972-78-3)
• EPA Substance Registry System: 2-(2,4-Dimethoxybenzylidene)propanedinitrile(2972-78-3)

Safety Data

• Hazardous Substances Data: 2972-78-3(Hazardous Substances Data)

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

• 487061-95-0 7-amino-5-(2,4-dimethoxy-phenyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile 

Relevant articles and documents

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.

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.

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