1721-12-6

Basic information

• Product Name: 1-(2-Methylpyridin-3-yl)ethanone
• Synonyms: 1-(2-Methylpyridin-3-yl)ethanone;3-Acetyl-2-methylpyridine;3-Acetyl-2-picoline;Ethanone, 1-(2-methyl-3-pyridinyl)-;1-(2-Methylpyridin-3-yl)ethan-1-one;1-(2-Methyl-3-pyridinyl)-Ethanone;1-(2-Methylpyridin-3-yl)
• CAS NO: 1721-12-6
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16
• Mol File: 1721-12-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 30-31 °C
• Boiling Point: 226 ºC
• Flash Point: 96 ºC
• Appearance: /
• Density: 1.036
• Vapor Pressure: 0.082mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.15±0.10(Predicted)
• CAS DataBase Reference: 1-(2-Methylpyridin-3-yl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Methylpyridin-3-yl)ethanone(1721-12-6)
• EPA Substance Registry System: 1-(2-Methylpyridin-3-yl)ethanone(1721-12-6)

Safety Data

• Hazardous Substances Data: 1721-12-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 324, 1978 DOI: 10.1021/jo00396a032

InChI:InChI=1/C8H9NO/c1-6-8(7(2)10)4-3-5-9-6/h3-5H,1-2H3

Upstream product

• 5444-80-4 1,3,3-triethoxypropene 
• 1118-66-7 4-amino-3-penten-2-one 
• 1721-23-9 2-methyl-nicotinonitrile 
• 917-64-6 methyl magnesium iodide 
• 1563-44-6 4-acetyl-5-amino-hexa-2ξ,4ξ-dienal 
• 107-02-8 acrolein 
• 123-54-6 acetylacetone 
• 1314994-51-8 C₈H₁₁NO 
• 1266617-36-0 1-(2-butoxy-6-methyl-3,4-dihydro-2H-pyran-5-yl)ethanone 
• 3430-16-8 5-bromo-3-picoline 
• 97674-02-7 tributyl(1-ethoxyvinyl)stannane 
• 917-54-4 methyllithium 
• 65719-09-7 methyl 2-methylnicotinate 
• 156-87-6 propan-1-ol-3-amine 

Downstream Products

• 14159-59-2 2-methyl-3-ethyl-pyridine 
• 870063-67-5 (R)-1-(2-methylpyridin-3-yl)ethan-1-amine 
• 1421928-26-8 C₃₁H₃₂N₂O₃ 
• 1421928-85-9 N-((2,4-dimethylphenyl)(phenyl)methyl)-2-(4-(2-(2-methylpyridin-3-yl)-2-oxoethoxy)phenyl)acetamide 
• 1421928-84-8 2-(4-(2-(2-methylpyridin-3-yl)-2-oxoethoxy)phenyl)acetic acid 
• 1421928-83-7 methyl 2-(4-(2-(2-methylpyridin-3-yl)-2-oxoethoxy)phenyl)acetate 
• 1421928-17-7 C₃₁H₃₂N₂O₂ 
• 4116-88-5 3-ethylpicolinic acid 
• 179626-66-5 2-(2-methylpyridin-3-yl)acetic acid 
• 504404-51-7 2-(2-methyl-[3]pyridyl)-ethylamine 
• 1977-05-5 2-(2-methylpyridin-3-yl)ethanol 
• 101166-73-8 (2-methylpyridin-3-yl)acetonitrile 
• 111861-65-5 1-(2-Phenyl-indolizin-8-yl)-ethanone 
• 111861-58-6 3-Acetyl-2-methyl-1-(2-oxo-2-phenyl-ethyl)-pyridinium; bromide 

Relevant articles and documents

Probing riboswitch-ligand interactions using thiamine pyrophosphate analogues

The Escherichia coli thiM riboswitch forms specific contacts with its natural ligand, thiamine pyrophosphate (TPP or thiamine diphosphate), allowing it to generate not only nanomolar binding affinity, but also a high degree of discrimination against similar small molecules. A range of synthetic TPP analogues have been used to probe each of the riboswitch-ligand interactions. The results show that the pyrimidine-sensing helix of thiM is exquisitely tuned to select for TPP by recognising the H-bonding donor and acceptors around its aminopyrimidine ring and also by forming π-stacking interactions that may be sensitive to the electronics of the ring. The central thiazolium ring of TPP appears to be more important for ligand recognition than previously thought. It may contribute to binding via long-range electrostatic interactions and/or by exerting an electron withdrawing effect on the pyrimidine ring, allowing its presence to be sensed indirectly and thereby allowing discrimination between thiamine (and its phosphate esters) and other aminopyrimidines found in vivo. The pyrophosphate moiety is essential for submicromolar binding affinity, but unexpectedly, it does not appear to be strictly necessary for modulation of gene expression.

Transition-Metal-Free Synthesis of Pyridine Derivatives by Thermal Cyclization of N -Propargyl Enamines

A transition-metal-free synthesis of pyridine derivatives by 6- endo - dig cyclization of N -propargyl enamines was developed. This method is environmentally friendly and is a high atom economy reaction that is easily accessed to provide pyridine derivatives in moderate to good yield by heating N -propargyl enamines in solvent without additives. The total synthesis of onychine was achieved in 51% yield in only two steps by using this method.

PYRIMIDINONE DERIVATIVES AS ANTIMALARIAL AGENTS

The invention relates to novel pyrimidinone-based heterocyclic compounds which are parasite growth inhibitors, having the general formula (I) in which Y is a morpholine chosen from three bridged morpholines, L is a bond or a linker, n = 0 or 1 and R2 is a methyl group when n = 0 and a hydrogen atom when n = 1. Process for the preparation thereof and therapeutic use thereof.