41010-68-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
3-Amino-2-(4-methoxyphenyl)amino-pyridine is used as a key intermediate in the organic synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new compounds with potential therapeutic and pesticidal properties.
Used in Anticancer Research:
In the field of oncology, 3-Amino-2-(4-methoxyphenyl)amino-pyridine is studied for its potential as an anticancer agent. Its biological activities are being investigated for their ability to target and inhibit the growth of cancer cells, offering a promising avenue for the development of novel cancer therapies.
Used in Enzyme Inhibition Studies:
3-Amino-2-(4-methoxyphenyl)amino-pyridine has been explored for its potential to inhibit certain enzymes, which could have implications in the treatment of various diseases. By understanding its interactions with specific enzymes, researchers can develop targeted therapies that modulate enzyme activity and address underlying pathological processes.
Used in Biochemical Research as a Fluorescent Tracer:
Due to its fluorescent properties, 3-Amino-2-(4-methoxyphenyl)amino-pyridine has been considered for use as a fluorescent tracer in biochemical studies. This application allows researchers to track and visualize molecular interactions, cellular processes, and biological pathways, contributing to a deeper understanding of biological systems and the development of new diagnostic tools.

InChI:InChI=1/C12H13N3O/c1-16-10-6-4-9(5-7-10)15-12-11(13)3-2-8-14-12/h2-8H,13H2,1H3,(H,14,15)

Upstream product

• 5470-18-8 2-Chloro-3-nitropyridine 
• 24313-88-0 3,4,5-Trimethoxyaniline 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 141430-63-9 4-Methoxy-N-[2-[(4-methoxyphenyl)amino]-3-pyridyl]-benzenesulfonamide 
• 1026908-34-8 cyclohexanecarboxylic acid [2-(4-methoxy-phenylamino)-pyridin-3-yl]-amide 
• 74770-02-8 1,4-dihydro-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazine-2,3-dione 
• 1359964-24-1 2-hydrazinyl-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-77-4 2-(2-(2-hydroxybenzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-81-0 2-(2-(4-chloro-2-hydroxybenzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-84-3 2-(2-(3-allyl-2-hydroxybenzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-88-7 2-(2-(3-allyl-2-hydroxy-5-methylbenzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-92-3 2-(2-(3-allyl-5-tert-butyl-2-hydroxybenzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-95-6 2-(2-(2-hydroxy-3-(2-methylallyl)benzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359964-98-9 2-(2-(2,4-dihydroxybenzylidene)hydrazinyl)-4-(4-methoxyphenyl)pyrido[2,3-b]pyrazin-3(4H)-one 
• 1359965-01-7 4-(4-methoxyphenyl)-2-(2-(2,3,4-trihydroxybenzylidene)hydrazinyl)pyrido[2,3-b]pyrazin-3(4H)-one 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 1-benzyl-N-(2-(phenylamino)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxamides as antimitotic agents

A library of 1-benzyl-N-(2-(phenylamino)pyridin-3-yl)-1H-1,2,3-triazole-4-carboxamides (7a–al) have been designed, synthesized and screened for their anti-proliferative activity against some selected human cancer cell lines namely DU-145, A-549, MCF-7 and HeLa. Most of them have shown promising cytotoxicity against lung cancer cell line (A549), amongst them 7f was found to be the most potent anti-proliferative congener. Furthermore, 7f exhibited comparable tubulin polymerization inhibition (IC50 value 2.04 μM) to the standard E7010 (IC50 value 2.15 μM). Moreover, flow cytometric analysis revealed that this compound induced apoptosis via cell cycle arrest at G2/M phase in A549 cells. Induction of apoptosis was further observed by examining the mitochondrial membrane potential and was also confirmed by Hoechst staining as well as Annexin V-FITC assays. Furthermore, molecular docking studies indicated that compound 7f binds to the colchicine binding site of the β-tubulin. Thus, 7f exhibits anti-proliferative properties by inhibiting the tubulin polymerization through the binding at the colchicine active site and by induction of apoptosis.

1,2,3-Triazole fused with pyridine/pyrimidine as new template for antimicrobial agents: Regioselective synthesis and identification of potent N-heteroarenes

The 1,2,3-triazole ring fused with pyridine/pyrimidine was explored as new template for the identification of potential antimicrobial agents. The regioselective synthesis of these pre-designed N-heteroarenes was achieved via exploring the application of Buchwald's strategy (i.e. C–N bond formation/reduction/diazotization/cyclization sequence) to the N-heteroarene system. Two of them showed promising antibacterial (comparable to streptomycin) and several showed potent antifungal (comparable to mancozeb) activities.

Rational design and synthesis of 2-anilinopyridinyl-benzothiazole Schiff bases as antimitotic agents

Based on our previous results and literature precedence, a series of 2-anilinopyridinyl-benzothiazole Schiff bases were rationally designed by performing molecular modeling experiments on some selected molecules. The binding energies of the docked molecules were better than the E7010, and the Schiff base with trimethoxy group on benzothiazole moiety, 4y was the best. This was followed by the synthesis of a series of the designed molecules by a convenient synthetic route and evaluation of their anticancer potential. Most of the compounds have shown significant growth inhibition against the tested cell lines and the compound 4y exhibited good antiproliferative activity with a GI50 value of 3.8?μM specifically against the cell line DU145. In agreement with the docking results, 4y exerted cytotoxicity by the disruption of the microtubule dynamics by inhibiting tubulin polymerization via effective binding into colchicine domain, comparable to E7010. Detailed binding modes of 4y with colchicine binding site of tubulin were studied by molecular docking. Furthermore, 4y induced apoptosis as evidenced by biological studies like mitochondrial membrane potential, caspase-3, and Annexin V-FITC assays.

Synthesis of 2-anilinopyridine dimers as microtubule targeting and apoptosis inducing agents

A series of 2-anilinopyridine dimers have been synthesized and evaluated for their anticancer potential. Most of the compounds have showed significant growth inhibition of the cell lines tested and compound 4d was most effective amongst the series display

Synthesis and cytotoxicity studies of novel 2-hydrazonylpyrido[2,3-b] pyrazin-3(4H)-ones

In an attempt to develop potent antitumor agents, a series of novel 2-hydrazonylpyrido[2,3-b]pyrazin-3(4H)-one derivatives were designed and synthesized. All the prepared compounds were screened for their cytotoxic activities against A549, MDA-MB-231 and HT-29 cell lines in vitro. Pharmacological data indicated that five of the target compounds showed cytotoxicity against A549 cell line below a concentration of 1 μM. Compound 15g was the most potent one with IC50 values of 0.19, 2.11 and 2.15 μM against A549, MDA-MB-231 and HT29 cell lines, respectively. A series of 2-hydrazonylpyrido[2,3-b]pyrazin-3(4H)-one derivatives was designed and synthesized. Preliminary structure-activity relationships suggested that compounds with 4-methoxyphenyl or 4-(trifluoromethoxy)phenyl groups on the N-4 position were generally more potent than those with an unsubstituted phenyl group. Copyright

Polymer-assisted parallel solution phase synthesis of substituted benzimidazoles

A small library of benzimidazoles was prepared using polymer-bound reagents and scavengers. Polymer-assisted reaction of diphenyl diamines with carboxylic acids yielded o-amido-diphenylamines in the presence of Polystyrene-Carbodiimide (PS-Carbodiimide) u