5327-33-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Acetamido-6-methylpyridine is used as a building block for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be incorporated into the development of new drugs, potentially leading to the discovery of novel therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Acetamido-6-methylpyridine serves as a key component in the synthesis of various agrochemicals. Its incorporation into these products can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Dye and Pigment Production:
2-Acetamido-6-methylpyridine is used as an intermediate in the production of dyes and pigments. Its chemical properties contribute to the development of new colorants with improved characteristics, such as enhanced stability and color intensity.

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

Upstream product

• 1824-81-3 2-Amino-6-methylpyridine 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 14274-33-0 5-Oximinohexanenitrile 
• 1197040-29-1 phenyl isocyanate 
• 107263-96-7 N-Fluoro-2-methylpyridinium triflate 
• 75-05-8 acetonitrile 
• 10412-98-3 5-oxohexanenitrile 
• 109-06-8 α-picoline 
• 80287-53-2 5-Amino-2-methylpyridine 
• 75-36-5 acetyl chloride 

Downstream Products

• 26893-72-1 6-acetamido-picolinic acid 
• 1824-81-3 2-Amino-6-methylpyridine 
• 142404-84-0 N-(5-bromo-6-methyl-pyridin-2-yl)-acetamide 
• 259728-78-4 N-(6-bromomethyl-2-pyridinyl)-2-acetamide 
• 127682-67-1 2-acetamido-6-dibromomethylpyridine 
• 128618-71-3 N-{6-[2-(4-aminophenyl)ethyl]-2-pyridinyl}acetamide 
• 36052-26-3 methyl 6-aminopyridine-2-carboxylate 
• 178876-83-0 methyl 6-amino-3-bromo-pyridine-2-carboxylate 
• 178876-82-9 6-amino-5-bromo-pyridine-2-carboxylic acid methyl ester 
• 178876-86-3 methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate 
• 178876-84-1 6-Acetylamino-5-bromo-pyridine-2-carboxylic acid methyl ester 
• 25063-84-7 2-amino-6-methylpyridine N-oxide 
• 13538-41-5 6-aminopyridine-2-carboxamide 
• 98953-28-7 6-acetylamino-pyridine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Self-organization of 2-acylaminopyridines in the solid state and in solution

Aggregation of 2-acylaminopyridines and their 6-methyl derivatives in chloroform solution was studied by 1H, 13C, and 15N NMR spectroscopies. The results were compared with 13C and 15N CPMAS NMR and IR spectral as well as with X-ray structural data. Intermolecular interactions in solution and in solid state were found to have a similar nature. Relatively strong Namide-H...N pyridine intermolecular hydrogen bonds enable dimerization to take place. Steric interactions in N-pivaloyl- and N-1-adamantylcarbonyl as well as that caused by the 6-methyl group hinder formation of the dimeric aggregates stabilized by the Namide-H...Npyridine intermolecular hydrogen bonds. In general, the DFT optimized geometries of the aggregates in chloroform solution are in agreement with the X-ray crystal structures. Wavenumbers of the stretching vibration band of the CdO group were also found indicative of the type of hydrogen bond present in the solid state.

Steric influence of the 6-methyl group on the molecular and crystal structures of copper(II) chloride complexes with 2-(N-acetylamino)-6- methylpyridine

New coordination compounds of copper(II) chloride with 2-(N-acetylamino)-6- methylpyridine (L) of the compositions [Cu2L2Cl 4] (1), [CuL(H2O)Cl2]·L (1a), and [CuL2Cl][CuLCl3]·C2H5OH (2) have been prepared by the reactions between ethanol solutions of L and ethanol solutions of CuCl2·2H2O at different Cu:L ratios. The compounds have been characterized by a set of methods including elemental analysis, IR-spectroscopy, single-crystal X-ray diffraction analysis, and magnetic susceptibility measurements in the range 5-300 K (for 1). The crystal structures of 1 and 1a revealed distorted square-pyramidal geometry around Cu(II) centers, while in 2 both distorted square-pyramidal and trigonal-bipyramidal coordinations are present. L acts as a bidentate chelate ligand bound to the metal center through the pyridine N atom and the acetyl O atom. The results of the study demonstrate that the presence of 6-methyl substituent in L provides a high steric hindrance, precluding the formation of complexes with a distorted octahedral coordination of Cu(II).

Manganese-mediated acetylation of alcohols, phenols, thiols, and amines utilizing acetic anhydride

Manganese(II) chloride-catalyzed acetylation of alcohols, phenols thiols and amines with acetic anhydride is reported. This method is environment-friendly and economically viable as it involves inexpensive, relatively benign catalyst, mild reaction condition, and simple workup. Acetylation is performed under the solvent-free condition at ambient temperature and acetylated products obtained in good to excellent yields. Primary, secondary heterocyclic amines, and phenols with various functional groups are smoothly acetylated in good yields. This method exhibits exquisite chemoselectivity, the amino group is preferentially acetylated in the presence of a hydroxyl/thiol group.

Synthesis of a Zeolitic Imidazolate-Zinc Metal-Organic Framework and the Combination of its Catalytic Properties with 2,2,2-Trifluoroethanol for N-Formylation

A novel protocol is reported for the N-formylation of amines with formic acid by using the nanoporous zeolitic imidazolate framework ZIF-8 as a heterogeneous catalyst in 2,2,2-trifluoroethanol.

A new transformation of aminopyridines upon diazotization in acetonitrile with the formation of N-pyridinylacetamides

Diazotization of aminopyridines upon treatment with NaNO2 and H3PO4 in acetonitrile led to the formation of N-pyridinylacetamides. This reaction constitutes a convenient and general preparative method for the synthesis of 2-, 3-, and 4-N-pyridinylacetamides under mild conditions in good yields. The in situ oxidation of the thus obtained N-pyridinylacetamides with hydrogen peroxide gave good yields of pyridinylacetamide N-oxides.

NOVEL COMPOUND, ORGANIC CATION TRANSPORTER 3 DETECTION AGENT, AND ORGANIC CATION TRANSPORTER 3 ACTIVITY INHIBITOR

[Problem] The present invention addresses the problem of providing a novel compound. The present invention also addresses the problem of providing an OCT3 detection agent or an OCT3 activity inhibitor, which comprises the novel compound. [Solution] A compound represented by formula (A), a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof. ????????R1-R2-R3-R4?????(A)

Cation-halide transport through peptide pores containing aminopicolinic acid

Synthetic pores that selectively transport ions of biological significance through membranes could be potentially used in medical diagnostics or therapeutics. Herein, we report cation-selective octapeptide pores derived from alanine and aminopicolinic acid. The ion transport mechanism through the pores has been established to be a cation-chloride symport. The cation-chloride co-transport is biologically essential for the efficient functioning of the central nervous system and has been implicated in diseases such as epilepsy. The pores formed in synthetic lipid bilayers do not exhibit any closing events. The ease of synthesis as well as infinite lifetimes of these pores provides scope for modifying their transport behaviour to develop sensors.

Transition metal-free intermolecular a-C-H amination of ethers at room temperature

We describe a new method for the intermolecular amination of the α-C-H bonds of ethers. A hypervalent iodine reagent was used as oxidant to enable the amination of cyclic and acyclic alkyl ethers with a wide range of amides, imides, and amines. The amination occurred at room temperature and without a transition metal catalyst. The method could be used to synthesize the anti-cancer prodrug Tegafur and its analogues.

TRISUBSTITUTED HETEROCYCLIC DERIVATIVES AS ROR GAMMA MODULATORS

The present invention provides trisubstituted heterocyclic derivatives of formula (I), which may be therapeutically useful, more particularly as RORγ modulators; (I) in which R1, R2, R3, Ra, X, L, m and ring A have the meanings given in the specification, and pharmaceutically acceptable salts thereof that are useful in the treatment and prevention of diseases or disorder, in particular their use in diseases or disorder where there is an advantage in modulating RORγ receptor. The present invention also provides preparation of the compounds and pharmaceutical formulations comprising at least one of the trisubstituted heterocyclic derivatives of formula (I) together with a pharmaceutically acceptable carrier, diluent or excipient therefor.

GAMMA SECRETASE MODULATORS

The invention relates to compounds of formula wherein R1, R1′, R2, R3, n, A, and hetaryl are defined herein or to pharmaceutically active acid addition salts thereof. The present compounds of formula I are modulators for amyloid beta and thus, they may be useful for the treatment or prevention of a disease associated with the deposition of β-amyloid in the brain, in particular Alzheimer's disease, and other diseases such as cerebral amyloid angiopathy, hereditary cerebral hemorrhage with amyloidosis, Dutch-type (HCHWA-D), multi-infarct dementia, dementia pugilistica and Down syndrome.