90000-67-2

Usage

Type of compound

heterocyclic organic compound

Structure

contains a pyridine ring with a thione substitution at the 4-position

Usage

commonly used as a reagent in organic synthesis

Odor

has a strong odor

Potential uses

studied for its potential use in pharmaceuticals and agrochemicals due to its interesting biological activities

Other potential uses

investigated for its potential as a corrosion inhibitor and as a complexing agent in analytical chemistry.

InChI:InChI=1/C7H9NS/c1-5-3-7(9)4-6(2)8-5/h3-4H,1-2H3,(H,8,9)

Upstream product

• 13603-44-6 2,6-dimethylpyridin-4-ol 
• 3512-75-2 4-chloro-2,6-lutidine 
• 108-48-5 2,6-dimethylpyridine 
• 1073-23-0 2,6-lutidine N-oxide 
• 2402-78-0 2,6-dichloropyridine 
• 1004-37-1 2,6-dimethyl-pyran-4-thione 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 7783-06-4 hydrogen sulfide 
• 42051-83-2 4-Hydroxy-2,6-dimethyl-pyridin-N-oxid 
• 4808-64-4 4-nitro-2,6-lutidine-1-oxide 

Downstream Products

• 89776-80-7 2,6-Lutidin-4-sulfonsaeure 

Relevant academic research and scientific papers

KETONE INHIBITORS OF LYSINE GINGIPAIN

The present invention provides compounds according to Formula (I) as described herein, and their use for inhibiting the lysine gingipain protease (Kgp) from the bacterium Porphyromonas gingivalis. Also described are gingipain activity probe compounds and methods for assaying gingipain activity are also described, as well as methods for the treatment of disorders associated with P. gingivalis infection, including brain disorders such as Alzheimer's disease.

Effects of the pyridine 3-substituent on regioselectivity in the nucleophilic aromatic substitution reaction of 3-substituted 2,6-dichloropyridines with 1-methylpiperazine studied by a chemical design strategy

A chemical design strategy has been used to select 3-substituted 2,6-dichloropyridines for the nucleophilic aromatic substitution reaction with 1-methylpiperazine. The aim was to study the dependency of the regioselectivity in these reactions on the character of the pyridine 3-substituent expressed by their lipophilicity (PI), size (MR), and inductive effect (Ip). Interestingly, the regioselectivity did not correlate with any of these parameters, but in a statistically significant manner with the Verloop steric parameter B1, as indicated by the p value of 0.006 (R2 = 0.45). This implies that bulky 3-substituents close to the pyridine ring induce regioselectivity towards the 6-position. Useful in practical synthesis is the different regioselectivity obtained with a carboxylic acid 3-substituent and precursors or derivatives thereof. Thus, in acetonitrile as solvent, 3-carboxylate and 3-amide substituents were preferred to obtain the 2-isomer (9:1 ratio of the 6-isomer), whereas the 3-cyano and 3-trifluoromethyl substitutents were preferred to obtain the 6-isomer (9:1 ratio of the 2-isomer). Analysis of the regioselectivity Rsel for the pyridine 2-position in the reaction of 2,6-dichloro-3-(methoxycarbonyl)pyridine with 1-methylpiperazine in 21 different solvents showed that Rsel could be predicted by the Kamlet-Taft equation: Rsel = 1.28990 + 0.03992α - 0.59417β - 0.46169π* (R2 = 0.95, p = 1.9 × 10-10). Rsel is thus mainly correlated with the ability of the solvent to function as a hydrogen-bond acceptor, as expressed by the solvatochromic β parameter. Thus, the 16:1 regioselectivity for the 2-isomer in DCM (β = 0.10) could be switched to a 2:1 selectivity for the 6-isomer in DMSO (β = 0.76). Copyright

Novel nevirapine-like inhibitors with improved activity against NNRTI-resistant HIV: 8-Heteroarylthiomethyldipyridodiazepinone derivatives

A series of 8-heteroarylthiomethyldipyridodiazepinone derivatives were prepared and evaluated for their antiviral profile against wild type virus and the important K103N/Y181C mutant as an indicator for broad activity. 2,6-Dimethylpyridine derivative 16 was found to have a good pharmacokinetic profile in spite of poor metabolic stability in rat liver microsomes.