1721-25-1

Basic information

• Product Name: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)
• Synonyms: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI);3-Acetyl-2,6-lutidine;1-(2,6-diMethyl-3-pyridinyl)-Ethanone;2,6-DiMethyl-3-acetylpyridine;2,6-DiMethyl-3-pyridyl Methyl Ketone;1-(2,6-diMethyl-3-pyridine)ethanone
• CAS NO: 1721-25-1
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• Product Categories: ACETYLGROUP;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1721-25-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 34-35 °C
• Boiling Point: 240.172 °C at 760 mmHg
• Flash Point: 105.075 °C
• Appearance: /
• Density: 1.017 g/cm³
• Storage Temp.: 2-8°C
• PKA: 4.88±0.10(Predicted)
• CAS DataBase Reference: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)(1721-25-1)
• EPA Substance Registry System: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)(1721-25-1)

Safety Data

• Hazardous Substances Data: 1721-25-1(Hazardous Substances Data)

Usage

Description

Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) is an organic compound belonging to the class of ketones. It is characterized by the presence of a pyridine ring with two methyl groups at the 2nd and 6th positions, and an acetyl group attached to the 3rd position. Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) is a tri-substituted pyridine derivative, which makes it a potential candidate for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) is used as a key intermediate in the synthesis of histamine H3 antagonists. These antagonists play a crucial role in the treatment of various medical conditions, such as allergies, asthma, and cognitive disorders. The compound's unique structure allows it to interact with histamine receptors, thereby modulating the immune response and providing therapeutic benefits.
Used in Chemical Synthesis:
In the field of chemical synthesis, Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) can be utilized as a building block for the development of new compounds with potential applications in various industries. Its tri-substituted pyridine structure makes it a versatile starting material for the synthesis of a wide range of molecules, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Research and Development:
Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) is also valuable in research and development, where it can be employed to study the structure-activity relationships of various compounds. By understanding how the compound interacts with different biological targets, researchers can gain insights into the design and development of more effective drugs and other chemical products.

Upstream product

• 1721-13-7 ethyl 2,6-dimethylnicotinate 
• 141-78-6 ethyl acetate 
• 50-00-0 formaldehyd 
• 18312-45-3 propan-2-one O-acetyl oxime 
• 123-54-6 acetylacetone 
• 19788-38-6 3,5-Dimethyl-4-(3-oxobutyl)isoxazol 
• 78-94-4 methyl vinyl ketone 
• 29214-57-1 3-acetylheptane-2,6-dione 
• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 
• 69190-65-4 1,1,3-triethoxy-but-2-ene 
• 75-29-6 isopropyl chloride 
• 75-36-5 acetyl chloride 
• 1563-43-5 5-(1-amino-ethylidene)-hept-3-ene-2,6-dione 
• 1118-66-7 4-amino-3-penten-2-one 

Relevant articles and documents

Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines

A concise copper-catalyzed N-O bond cleavage/C-C/C-N bond formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range of aldehydes bearing aryl, heteroaryl, vinyl, and trifluoromethyl groups were employed to provide the tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need for extra oxidant, and high step-enconomy, which make it pratical and attractive.

One-step synthesis of thiazolo[3,2-a]pyridines by a multicomponent reaction of β-enaminonitriles, α,β-unsaturated aldehydes, and 2-aminothiol hydrochlorides

A wide library of 3,7,8,8a-tetrahydro-2H-thiazolo[3,2-a]pyridines has been prepared by simple heating in acetonitrile of β-enaminonitriles, α,β-unsaturated aldehydes and 2-aminothiol hydrochlorides. Chemical yields depend on the nature, hindrance, and position of the substituents. The scope, limitations, and stereocontrol associated to this three-component reaction have been studied in detail. In general, the diastereoinduction observed in the three new stereogenic centers generated in the pro-chiral α,β-unsaturated aldehyde is low.

Palladium-catalyzed regiocontrolled internal heteroarylation of electron-rich olefins with heteroaryl halides

A highly efficient palladium-catalyzed Heck coupling reaction of heteroaryl halides with electron-rich vinyl ether and hydroxyalkyl vinyl ethers is described. It was found that the choice of solvent, ligand, and reaction temperature had a fundamental influence on the regioselectivity and reactivity of the reaction, and the combination of Pd(OAc)2 and DPPF in ethylene glycol led to the most effective catalytic system. Under these conditions, a variety of heteroaryl halides reacted very quickly with electron-rich olefins to afford exclusively the branched products in good to excellent yields without employing triflates, halide scavengers, or ionic liquids.