5327-32-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Acetylamino-4-methylpyridine is used as a chemical reagent for the synthesis of potent inhibitors of Eimeria tenalla cGMP-dependent protein kinase. These inhibitors serve as antiparasitic agents, playing a crucial role in the development of treatments for parasitic infections.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Acetylamino-4-methylpyridine is utilized in the one-pot synthesis of difluoromethyl-2-pyridone derivatives. These derivatives have potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science, due to their unique chemical properties and reactivity.

InChI:InChI=1/C8H10N2O/c1-6-3-4-9-8(5-6)10-7(2)11/h3-5H,1-2H3,(H,9,10,11)

Upstream product

• 108-89-4 picoline 
• 75-05-8 acetonitrile 
• 695-34-1 2-Amino-4-methylpyridine 
• 3142-58-3 3,3-dimethyl-2,4-pentanedione 
• 142404-82-8 N-(5-bromo-4-methylpyridin-2-yl)acetamide 
• 108-05-4 vinyl acetate 
• 64-19-7 acetic acid 
• 461-87-0 2-fluoro-4-methylpyridine 
• 124-42-5 acetamidine hydrochloride 
• 88333-03-3 Benzyl isocyanide 
• 135182-62-6 N-Fluoro-4-methylpyridinium triflate 
• 108-24-7 acetic anhydride 

Downstream Products

• 54221-95-3 2-(acetylamino)isonicotinic acid 
• 13538-42-6 2-amino-isonicotinamide 
• 98953-21-0 methyl 2-acetamidoisonicotinate 
• 14436-36-3 2-(acetylamido)isonicotinamide 
• 52313-61-8 2-chloro-4-methylpyridin-N-oxide 
• 100047-40-3 4-methyl-2-nitro-pyridine-1-oxide 
• 142404-82-8 N-(5-bromo-4-methylpyridin-2-yl)acetamide 
• 98198-48-2 2-amino-5-bromo-4-methylpyridine 
• 884495-14-1 5-bromo-2-methoxy-4-methyl-3-nitropyridine 
• 228410-90-0 2-hydroxy-5-bromo-4-methyl-3-nitropyridine 
• 917918-81-1 2-(5-bromo-2-methoxy-3-nitropyridin-4-yl)-N,N-dimethylethenamine 
• 917918-82-2 C₁₁H₁₅N₃O₄ 
• 364046-14-0 4-[(2-di-N,N-methylamino)vinyl]-2-methoxy-3-nitropyridine 
• 701213-36-7 1-(4-benzoylpiperazin-1-yl)-2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-ethane-1,2-dione 

Relevant academic research and scientific papers

Access to 2-pyridinylamide and imidazopyridine from 2-fluoropyridine and amidine hydrochloride

Under catalyst-free conditions, an efficient method to synthesize 2-pyridinylamides has been developed, and the protocol uses inexpensive and readily available 2-fluoropyridine and amidine derivatives as the starting materials. Simultaneously, the copper-catalysed approach to imidazopyridine derivatives has been established with high chemoselectivity and regiospecificity. The results suggest that the nitrogen-heterocycles containing iodide substituents can also be compatible for the reaction via the cascade Ullmann-type coupling, and the nucleophilic substitution reaction provides the target products in a one-pot manner.

Design, Synthesis, and Evaluation of the Highly Selective and Potent G-Protein-Coupled Receptor Kinase 2 (GRK2) Inhibitor for the Potential Treatment of Heart Failure

A novel class of therapeutic drug candidates for heart failure, highly potent and selective GRK2 inhibitors, exhibit potentiation of β-adrenergic signaling in vitro studies. Hydrazone derivative 5 and 1,2,4-triazole derivative 24a were identified as hit compounds by HTS. New scaffold generation and SAR studies of all parts resulted in a 4-methyl-1,2,4-triazole derivative with an N-benzylcarboxamide moiety with highly potent activity toward GRK2 and selectivity over other kinases. In terms of subtype selectivity, these compounds showed enough selectivity against GRK1, 5, 6, and 7 with almost equipotent inhibition to GRK3. Our medicinal chemistry efforts led to the discovery of 115h (GRK2 IC50 = 18 nM), which was obtained the cocrystal structure with human GRK2 and an inhibitor of GRK2 that potentiates β-adrenergic receptor (βAR)-mediated cAMP accumulation and prevents internalization of βARs in β2AR-expressing HEK293 cells treated with isoproterenol. Therefore, 115h appears to be a novel class of therapeutic for heart failure treatment.

Preparation of the HIV Attachment Inhibitor BMS-663068. Part 1. Evolution of Enabling Strategies

The development of two enabling routes that led to the production of >1000 kg of BMS-663068 (3) is described. The route identified for the initial 100 kg delivery to support development activities and initial clinical trials involved the conversion of 2-amino-4-picoline to the parent active pharmaceutical ingredient (API), followed by pro-drug installation and deprotection. To eliminate the problematic isolation of the parent API and synthesis of di-t-butyl(chloromethyl)phosphate, a second-generation pro-drug installation route was developed which involved the conversion of a late-stage common intermediate to an N(1)-thioether derivative followed by chloromethylation, displacement with di-t-butylpotassium phosphate, and deprotection. This second strategy resulted in the multikilogram scale preparation of the API in 14 linear steps and ～7% overall yield.

Preparation method of 2-aminopyridine-4-methanol medical intermediate

The invention discloses a preparation method of a 2-aminopyridine-4-methanol medical intermediate. By virtue of the preparation method, the 2-aminopyridine-4-methanol medical intermediate is prepared from 2-aminopyridine-4-methyl sequentially through acet

The first vinyl acetate mediated organocatalytic transesterification of phenols: A step towards sustainability

The present report outlines our efforts toward a simple yet elegant protocol for O-acylation of a wide variety of phenols. This highly enabling and solventless method relies on vinyl acetate as an innocuous acyl donor and DABCO as an organocatalyst. Operational simplicity, excellent yields, higher and faster conversion rates without excess reagents, a simple workup and essentially no need of columns are some of the salient features of the reported protocol.

DEUTERIUM-ENRICHED HETEROCYCLIC COMPOUNDS AS KINASE INHIBITORS

The present invention provides deuterium-enriched heteroaryl-containing urea compounds (I) and use of the same for treating conditions mediated by protein kinase such as

PYRIDYLAMIDINE COMPOUND OR SALT THEREOF, AND AGRICULTURAL OR HORTICULTURAL FUNGICIDE COMPOSITION CONTAINING THE SAME AS ACTIVE INGREDIENT

An agricultural or horticultural fungicide composition having stabilized high plant disease control effect is provided. The agricultural or horticultural fungicide composition contains a pyridylamidine compound represented by the formula (I): or a salt th

Imidazole compounds having an antiinflammatory effect

The invention relates to 2-sulfinyl- or 2-sulfonyl-substituted imidazole derivatives of the formula I in which the radicals R1, R2, R3 and R4 have the meaning indicated in the description. The compounds of the i

Synthesis of (aryloxyacetylamino)-isonicotinic/nicotinic acid analogues as potent hypoxia-inducible factor (HIF)-1α inhibitors

We report a new series of HIF-1α inhibitors which were obtained through structural modifications of previously reported lead 1. The in vitro inhibitory potencies of newly synthesized compounds were evaluated against hypoxia-induced HIF-1 activation using

2-SULFINYL- AND 2-SULFONYL-SUBSTITUTED IMIDAZOLE DERIVATIVES AND THEIR USE AS CYTOKINE INHIBITORS

The invention relates to 2-sulfinyl- or 2-sulfonyl-substituted imidazole derivatives of the formula (I) in which the radicals R1, R2, R3 and R4 have the meaning indicated in the description. The compounds of the