33744-19-3

Usage

Uses

Derivatives of 2-Propylisonicotinonitrile as HIV-1 protease inhibitors.

InChI:InChI=1/C9H10N2/c1-2-3-9-6-8(7-10)4-5-11-9/h4-6H,2-3H2,1H3

Upstream product

• 80944-48-5 2-propylpyridine-4-carboxamide 
• 1531-17-5 ethyl 2-propylisonicotinate 
• 100129-70-2 2-chloro-6-propyl-isonicotinic acid ethyl ester 
• 100-48-1 pyridine-4-carbonitrile 
• 107-92-6 butyric acid 
• 760-78-1 2-aminopentanoic acid 

Downstream Products

• 14222-60-7 prothionamide 
• 57663-82-8 2-propylisonicotinic acid 
• 172294-74-5 2-propylpyridine-4-carbaldehyde 
• 1046045-61-7 N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)methanesulfonamide 
• 125256-02-2 4-(4-chlorophenyl)-2-(propylpyridin-4-yl)thiazole 
• 125255-99-4 4-phenyl-2-(2-propylpyridin-4-yl)thiazole 
• 125256-00-0 2-(2-propylpyridin-4-yl)-4-p-tolylthiazole 
• 893768-43-9 4-(4-fluorophenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 125256-01-1 4-(4-methoxyphenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 920451-09-8 4-(3-methoxyphenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 921119-27-9 4-(2-methoxyphenyl)-2-(2-propylpyridin-4-yl)thiazole 

Relevant academic research and scientific papers

Unprotected Amino Acids as Stable Radical Precursors for Heterocycle C-H Functionalization

An efficient and general method for the C-H alkylation of heteroarenes using unprotected amino acids as stable alkyl radical precursors is reported. This one-pot procedure is performed open to air under aqueous conditions and is effective for several natural and unnatural amino acids. Heterocycles of varying structure are suitably functionalized, and reactivity trends reflect the nucleophilic character of the radical species generated.

Diarylthiazole: An antimycobacterial scaffold potentially targeting PrrB-PrrA two-component system

Diarylthiazole (DAT), a hit from diversity screening, was found to have potent antimycobacterial activity against Mycobacterium tuberculosis (Mtb). In a systematic medicinal chemistry exploration, we demonstrated chemical opportunities to optimize the potency and physicochemical properties. The effort led to more than 10 compounds with submicromolar MICs and desirable physicochemical properties. The potent antimycobacterial activity, in conjunction with low molecular weight, made the series an attractive lead (antibacterial ligand efficiency (ALE) >0.4). The series exhibited excellent bactericidal activity and was active against drug-sensitive and resistant Mtb. Mutational analysis showed that mutations in prrB impart resistance to DAT compounds but not to reference drugs tested. The sensor kinase PrrB belongs to the PrrBA two component system and is potentially the target for DAT. PrrBA is a conserved, essential regulatory mechanism in Mtb and has been shown to have a role in virulence and metabolic adaptation to stress. Hence, DATs provide an opportunity to understand a completely new target system for antimycobacterial drug discovery.