4604-06-2

Upstream product

• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 109-77-3 malononitrile 
• 57-13-6 urea 
• 631-61-8 ammonium acetate 
• 613-91-2 acetophenone oxime 
• 156605-56-0 1-phenylethan-1-one O-pivaloyl oxime 
• 5447-87-0 2-(1-phenylethylidene)propanedinitrile 
• 54681-05-9 2-(1,3-diphenylallylidene)malononitrile 
• 156638-71-0 5,7-diphenyl-tetrazolo<1,5-a>pyridine-4-carbonitrile 
• 16232-42-1 2-oxo-4,6-diphenyl-1,2-dihydropyridine-3-carbonitrile 
• 4604-05-1 2-chloro-4,6-diphenyl-pyridine-3-carbonitrile 
• 709-79-5 2-cyano-3-phenylacrylamide 
• 614-47-1 1,3-diphenyl-propen-3-one 

Downstream Products

• 138744-51-1 2,4-Diphenyl-6,7,8,9-tetrahydro-benzo[b][1,8]naphthyridin-5-ylamine 
• 94360-49-3 4,6-diphenyl-2-(phenylamino)nicotinonitrile 
• 352224-31-8 4,6-diphenyl-2-(p-tolylamino)nicotinonitrile 
• 69932-56-5 5,7-diphenyl-3,4-dihydropyrido[2,3-d]pyrimidin-4-one 
• 69932-55-4 5,7-diphenyl-2-methyl-3,4-dihydropyrido[2,3-d]pyrimidin-4-one 
• 138744-66-8 5,7-Diphenyl-2-piperidin-1-ylmethyl-3H-pyrido[2,3-d]pyrimidin-4-one 
• 138744-63-5 2-Chloromethyl-5,7-diphenyl-3H-pyrido[2,3-d]pyrimidin-4-one 
• 121828-83-9 3,5,7-triphenylpyrido<2,3-d>pyrimidine-2,4<(1H),(3H)>-dione 

Relevant academic research and scientific papers

Cu(OAc)2 as a green promoter for one-pot synthesis of 2-amino-4,6-diarylpyridine-3-carbonitrile as antibacterial agents

The extensive use of antimicrobial drugs and their resistance against bacterial infections have led to discover new antimicrobial compounds. In this study, we wish to report, one-pot synthesis of 2-amino-3-cyanopyridine derivatives (1a-14a). These compoun

A convenient method for preparation of 2-amino-4,6-diphenylnicotinonitrile using HBF4 as an efficient catalyst via an anomeric based oxidation: A joint experimental and theoretical study

Experimental and computational studies in the synthesis of 2-amino-4,6-diphenylnicotinonitrile using HBF4 as an oxidizing promoter catalyst under mild and solvent free conditions were carried out. The suggested anomeric based oxidation (ABO) me

Amberlyst-15 catalysed sonochemical synthesis of 2-amino-4,6-disubstituted nicotinonitrile derivatives and their biological evaluation

The 2-amino nicotinonitrile framework has been explored first time for the identification of potential inhibitors of SIRT1. Thus a series of targeted 2-amino-4,6-disubstituted nicotinonitrile derivatives were synthesized by employing an ultrasound assisted MCR of ketones, aldehydes, malononitrile and ammonium acetate. The MCR was carried out in the presence of Amberlyst-15 in MeCN under mild conditions to give the desired product in good yields. The reaction was less efficient in the absence of air whereas combination of Amberlyst-15, ultrasound, air and MeCN was essential for the success of this MCR. Several of the synthesized compounds showed good activities when tested for their SIRT1 inhibitory potential in vitro among which 5c, 5e and 5n were identified as the most potent (IC50 ~ 3 μM) and were better than the known inhibitor nicotinamide (IC50 ~109 μM). In the in silico docking studies these three compounds showed better binding energy (> 100 kcal/mol) and higher number of interactions than nicotinamide (binding energy -88.38 kcal/mol). While both amino (–NH2) and cyano (–CN) groups of nicotinonitrile derivatives formed H-bonds with the ASN346 and HIS363 residue respectively the nicotinamide showed similar interactions with ASP348 and ILE347 through its amide (–CONH2) moiety. Compound 5c, 5e and 5n has been identified as initial hits for further study.

Application of salicylic acid as an eco-friendly and efficient catalyst for the synthesis of 2,4,6-triaryl pyridine, 2-amino-3-cyanopyridine, and polyhydroquinoline derivatives

In this study, three eco-friendly, efficient, and convenient protocols have been reported for one-pot synthesis of 2,4,6-triaryl pyridine, 2-amino-3-cyanopyridine, and polyhydroquinoline derivatives using salicylic acid as a catalyst under solvent-free condition. The reported protocols offer several significant advantages such as the application of a nontoxic, neutral, and cheap catalyst, environmentally friendly conditions, the easy isolation of products by filtering, short reaction times, simple methodology, and good yields.

β-Cyclodextrin: A supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1 H)-one

β-Cyclodextrin, a green and widespread supramolecular catalyst, has been explored as a highly proficient promoter for the metal-free one-pot multi-component synthesis of a vast range of highly functionalized bioactive heterocyclic moiety, 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one, from easily available precursor aldehydes. The main endeavor of these protocols is to explore this organic supramolecule in one-pot multi-component synthesis. Absence of metal catalyst or toxic acid and harsh reaction conditions, excellent functional group tolerance, inexpensive, greener and environmentally safe protocol are the key advantages of this work.

Synthesis of a novel acidic ionic liquid catalyst and its application for preparation of pyridines via a cooperative vinylogous anomeric-based oxidation

Abstract: In the current study, a novel acidic ionic liquid catalyst based on 8-hydroxyquinoline, namely 8,8′,8″-([1,3,5-triazine-2,4,6-triyl]tris[oxy])tris(1-sulfoquinolin-1-ium)chloride (TTS), was designed and synthesized. The structure of the prepared acidic ionic liquid (AIL) was fully investigated by using Fourier transform infrared (FT-IR) spectroscopy, energy dispersive X-ray (EDX) analysis, thermogravimetric analysis/differential thermal analysis (TGA/DTA), 1HNMR, 13CNMR and mass spectroscopy. Then, the catalytic performance of described AIL was successfully inspected toward the four-component synthesis of pyridine derivatives via a cooperative vinylogous anomeric-based oxidation. Graphic abstract: Novel AIL (TTS) showed a very high efficiency in the synthesis of pyridines. [Figure not available: see fulltext.].

Chalcone-inspired rA1/A2A adenosine receptor ligands: Ring closure as an alternative to a reactive substructure

Over the past few years, great progress has been made in the development of high-affinity adenosine A1 and/or A2A receptor antagonists—promising agents for the potential treatment of Parkinson's disease. Unfortunately, many of these compounds raise structure-related concerns. The present study investigated the effect of ring closures on the rA1/A2A affinity of compounds containing a highly reactive α,β-unsaturated carbonyl system, hence providing insight into the potential of heterocycles to address these concerns. A total of 12 heterocyclic compounds were synthesised and evaluated in silico and in vitro. The test compounds performed well upon qualitative assessment of drug-likeness and were generally found to be free from potentially problematic fragments. Most also showed low/weak cytotoxicity. Results from radioligand binding experiments confirm that heterocycles (particularly 2-substituted 3-cyanopyridines) can replace the promiscuous α,β-unsaturated ketone functional group without compromising A1/A2A affinity. Structure–activity relationships highlighted the importance of hydrogen bonds in binding to the receptors of interest. Compounds 3c (rA1Ki?=?16?nM; rA2AKi?=?65?nM) and 8a (rA1Ki?=?102?nM; rA2AKi?=?37?nM), which both act as A1 antagonists, showed significant dual A1/A2A affinity and may, therefore, inspire further investigation into heterocycles as potentially safe and potent adenosine receptor antagonists.

Unveiling the urease like intrinsic catalytic activities of two dinuclear nickel complexes towards thein situsyntheses of aminocyanopyridines

Designing metal complexes as functional models for metalloenzymes remains one of the main targets in synthetic bioinorganic chemistry. Furthermore, the utilization of the product(s) derived from the catalytic reaction for subsequent organic transformation

Synthesis, characterization, and application of CoFe2O4@TRIS@sulfated boric acid nanocatalyst for the synthesis of 2-amino-3-cyanopyridine derivatives

Abstract: The aim of this research is the synthesis of a novel acidic nanocatalyst using the layer-by-layer assembly technique. The CoFe2O4@TRIS@sulfated boric acid nanoparticles were easily synthesized and studied as a highly beneficial, recyclable, and magnetite nanocatalyst for the synthesis of 2-amino-3-cyanopyridine derivatives. The chemical structure of CoFe2O4@TRIS @sulfated boric acid nanocatalyst was completely confirmed with different techniques like FESEM, Map, EDS, XRD, TGA/DTG, VSM, and FT-IR analyses. Briefly, the newly synthesized nanocatalyst offers some advantages such as simplicity of work-up, highly stable, environmental friendliness, reusability, excellent yields, and short reaction time. Graphic abstract: [Figure not available: see fulltext.].

Facile microwave-assisted preparation of an ester-based cationic gemini surfactant for the improved micellar synthesis of aminocyanopyridines

In this work, a diester cationic gemini surfactant (DCGS) was prepared from the reaction of N,N-dimethyldodecylamine with the microwave (MW)-assisted synthesized spacer ethane-1,2-diyl bis(2-chloroacetate) (EDBC) by the three-component reaction of ethylene glycol with chloroacetic acid (2 equiv.) under MW-irradiation. The structure of the spacer EDBC and surfactant DCGS were evaluated by 1H NMR, FT-IR, melting point, surface tension (γ), pendant drop, and critical micelle concentration (CMC) analysis and also cleavability test for DCGS. The γ and CMC for DCGS were 36.8 (～50% γ H2O) and 1.62 × 10?5 mol L?1 and lower than simple GSs. The catalytic performance of DCGS was evaluated in the synthesis of aminocyanopyridines by the four-component reaction of acetophenone, malononitrile, (NH4)2CO3, and aldehydes in water. Thermal stability, easy separation and highest ever reported turnover number (TON) and turnover frequency (TOF) for synthesis of products are advantages of DCCGS.