38439-33-7

Usage

Uses

Used in Pharmaceutical Industry:
2,6-DIAMINO-4-METHYL PYRIDINE is used as a chemical intermediate for the synthesis of N-(pyridin-2-yl) arylsulfonamides, which possess potent 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) activity. These compounds play a significant role in the development of drugs targeting metabolic disorders and other related health issues.
The reason for its application in this context is due to its ability to react with arylsulfonamides to form biologically active molecules that can modulate the activity of 11β-HSD1, a key enzyme involved in the regulation of glucocorticoid hormones. Inhibition of this enzyme has been shown to have potential therapeutic benefits in treating conditions such as type 2 diabetes, obesity, and other metabolic disorders.

Upstream product

• 108-89-4 picoline 
• 73112-16-0 2,6-Dibromo-4-methylpyridine 
• 4664-16-8 4-methyl-2,6-dihydroxypyridine 
• 695-34-1 2-Amino-4-methylpyridine 

Relevant academic research and scientific papers

2,6-Diamination of substituted pyridines via heterogeneous Chichibabin reaction

A series of ring substituted pyridines were selected for the sodium amide initiated heterogeneous Chichibabin amination to obtain 2,6-diaminopyridine derivatives which are important synthons for the preparation of PNP pincer ligands. The substrates were treated with an excess of sodium amide in neat mineral oil as solvent under an argon atmosphere. The reaction required temperatures of up to 215°C under vigorous stirring with an overall reaction time of 3-5 h. In the case of methyl, tert-butyl, phenyl, pyridinyl, and hydroxyl substituted pyridines the desired products were obtained in good to excellent yields (63-96%). Thus, the Chichibabin reaction provides an inexpensive and economic alternative to methodologies starting from halopyridines or pyridine N-oxides provided that the substituents are inert under the harsh reaction conditions.

Supramolecular BODIPY based dimers: synthesis, computational and spectroscopic studies

The synthetic procedures for the preparation of supramolecular BODIPY dimers decorated with complementary patterns able to induce the formation of a triple hydrogen bond through mutual interactions are here reported. The BODIPY and styryl-equipped BODIPY species have been suitably functionalized inmesoposition with 2,6-diacetamido-4-pyridyl and 1-butyl-6-uracyl moieties. Dimers and monomers have been subjected to computational and photophysical investigations in solvent media. Various peculiarities concerning the effects of the interaction geometry on the stability of the H-bonded systems have also been investigated. The combination of modelling and experimental data provides a paradigm for improving and refining the BODIPY synthetic pathway to have chromophoric architectures with a programmable supramolecular identity. Furthermore, the possibility of assembling dimers of different dyes through H-bonds could be appealing for a systematic investigation of the principal factors affecting the dynamics of the energy migration and possibly driving coherent transfer mechanisms. Our work highlights how the chemical versatility of these dyes can be exploited to design new BODIPY-based supramolecular architectures.

A Highly Active and Easily Accessible Cobalt Catalyst for Selective Hydrogenation of C=O Bonds

The substitution of high-price noble metals such as Ir, Ru, Rh, Pd, and Pt by earth-abundant, inexpensive metals like Co is an attractive goal in (homogeneous) catalysis. Only two examples of Co catalysts, showing efficient C=O bond hydrogenation rates, are described. Here, we report on a novel, easy-to-synthesize Co catalyst family. Catalyst activation takes place via addition of 2 equiv of a metal base to the cobalt dichlorido precatalysts. Aldehydes and ketones of different types (dialkyl, aryl-alkyl, diaryl) are hydrogenated quantitatively under mild conditions partially with catalyst loadings as low as 0.25 mol%. A comparison of the most active Co catalyst with an Ir catalyst stabilized by the same ligand indicates the superiority of Co. Unique selectivity toward C=O bonds in the presence of C=C bonds has been observed. This selectivity is opposite to that of existing Co catalysts and surprising because of the directing influence of a hydroxyl group in C=C bond hydrogenation.

NOVEL COMPOUNDS OF AMINO SULFONYL DERIVATIVES

The present invention relates to compounds with formula (I) or a pharmaceutically acceptable salt thereof: (I);wherein; T is a (4 to 10)-membered heterocyclyl and wherein R1, R2 and R3 are as defined in the specification. The invention also relates to pharmaceutical compositions comprising the compounds of formula (I) and methods of treating a condition that is mediated by the modulation of the 11-β-hsd-1 enzyme.

Design and synthesis of porphyrins bearing rigid hydrogen bonding motifs: Highly versatile building blocks for self-assembly of polymers and discrete arrays

Two aldehydes, 2,6-diacetamido-4-formylpyridine (7) and 1-butyl-6-formyluracil (11), are used to synthesize five pyridyl and four uracyl meso-subsituted porphyrins. With these complementary porphyrin building blocks, it is possible to build various types of multi-porphyrin supramolecules with different spatial relationships in predefined geometries. The formation and properties of self-complementary dimers and a dosed tetrameric square are presented as a basis of comparison to the latter system in the solid state. An X-ray structure of 5,10-bis(4-tert-butylphenyl)-15,20-bis-(3,5-diacetamido-4-pyridyl)porphyrin confirms its molecular structure and reveals a hydrogen-bonded supramolecular organization mediated by water molecules.