1701-73-1

Usage

Safety Profile

A poison by intraperitoneal route. A flammable liquid. When heated to decomposition it emits toxic vapors of NOx.

InChI:InChI=1/C10H13NO/c1-2-3-4-10(12)9-5-7-11-8-6-9/h5-8H,2-4H2,1H3

Upstream product

• 100-48-1 pyridine-4-carbonitrile 
• 693-03-8 n-butyl magnesium bromide 
• 6843-37-4 N-methylisonicotinamide 
• 109-72-8 n-butyllithium 
• 23389-77-7 1-(pyridin-4-yl)pentan-1-ol 
• 872-85-5 pyridine-4-carbaldehyde 
• 39178-35-3 isonicotinoyl chloride hydrochloride 
• 106-94-5 propyl bromide 

Downstream Products

• 1802-20-6 3-pentyl-pyridine 

Relevant academic research and scientific papers

Comparative inhibition of tetrameric carbonyl reductase activity in pig heart cytosol by alkyl 4-pyridyl ketones

Context and objective: The present study is to elucidate the comparative inhibition of tetrameric carbonyl reductase (TCBR) activity by alkyl 4-pyridyl ketones, and to characterize its substrate-binding domain. Materials and methods: The inhibitory effect

The anion of 3-methyl-2-pyridin-4-yl-1,3-oxazine

n-Butyllithium at -78°C readily abstracts the methine proton from the title compound. The anion reacts efficiently with a range of electrophiles to provide 4-pyridyl ketones upon acid hydrolysis.

APPLICATIONS of ORGANOLITHIUM and RELATED REAGENTS in SYNTHESIS. Part V. Directed Metallation of Secondary Picolin- and Isonicotinamides. A Useful Method for the Synthesis of 2,3- and 3,4-Disubstituted Pyridines, Including Furopyridin-3(1H)-one and Furopyridine-1(3H)-one

The metallation reaction of N-methyl-, N-benzyl- and N-phenyl-amides (1a-c) and (2a-c) derived from picolinic and isonicotinic acids by BunLi in THF leading to the corresponding bis(N- and 3-)lithiated amides (3a-c) and (4a-c), are described.The N-phenylamides (anilides) (1c) and (2c), in comparison with the other aliphatic derivatives, demonstrate greater abilities to direct ortho lithiation at the 3-position of the pyridine ring, and give with very good yields bis(N- and 3-)lithiated anilides (3c) and (4c), respectively.The N-benzylamides (1b) and (2b) are ortho metallated under kinetic control at -78 deg C to form the bis(N- and 3-)lithiated benzylamides (3b) and (4b), but the organometallic intermediates rearrange at room temperature to give the thermodynamically more stable bis(N- and α-)lithiated amides (3g) and (4g) (benzyl-type anions).The generated carbanions (3c), (4c), (3g) and (4g) were trapped by a variety of electrophiles (e.g. alkyl halides and aldehydes).The synthesis of furopyridin-3(1H)-one (18) and furopyridin-(3H)-one (19) is included.

Ligand interaction of sustituted pyridines with cytochrome P-450.

A series of pyridyl ketones and alkyl pyridines was evaluated as type II ligands for cytochrome P-450. Activity as type II ligands was evaluated in terms of the lipid solubility and the pKa values of the compounds.