55676-21-6

Basic information

• Product Name: 3-ACETYL-2-CHLOROPYRIDINE
• Synonyms: 1-(2-chloro-3-pyridinyl)-1-ethanone;2-chloro-3-acetylpyridine;1-(2-chloro-3-pyridinyl)ethanone;1-(2-chloro-3-pyridinyl)ethanone(SALTDATA: FREE);1-(2-chloropyridin-3-yl)ethan-1-one;1-(2-Chloropyridin-3-yl)ethan-1-one, 2-Chloro-3-ethanoylpyridine;3-Acetyl-2-chloropyridine 95%;Ethanone, 1-(2-chloro-3-pyridinyl)-
• CAS NO: 55676-21-6
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58
• EINECS: -0
• Product Categories: pharmacetical;Pyridine series;alkyl chloride
• Mol File: 55676-21-6.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 114°C/15mmHg(lit.)
• Flash Point: >110℃
• Appearance: /
• Density: 1.233 g/cm³
• Vapor Pressure: 0.06mmHg at 25°C
• Refractive Index: 1.5440-1.5480
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -1.65±0.10(Predicted)
• CAS DataBase Reference: 3-ACETYL-2-CHLOROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYL-2-CHLOROPYRIDINE(55676-21-6)
• EPA Substance Registry System: 3-ACETYL-2-CHLOROPYRIDINE(55676-21-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 55676-21-6(Hazardous Substances Data)

Usage

Description

3-Acetyl-2-chloropyridine is an organic compound characterized by its pyridine ring structure with an acetyl group at the 3-position and a chlorine atom at the 2-position. This chemical serves as a key intermediate in the synthesis of various pharmaceuticals and organic compounds due to its unique reactivity and structural features.

Uses

Used in Pharmaceutical Industry:
3-Acetyl-2-chloropyridine is used as a reagent for the synthesis of Volitinib, a highly potent and selective mesenchymal-epithelial transition factor (c-Met) inhibitor. This makes it a crucial component in the development of anti-cancer agents, specifically targeting c-Met pathways that are implicated in the growth and progression of various types of cancer.

InChI:InChI=1/C7H6ClNO/c1-5(10)6-3-2-4-9-7(6)8/h2-4H,1H3

Upstream product

• 488149-34-4 2-chloro-N-methoxy-N-methyl-pyridine-3-carboxamide 
• 75-16-1 methylmagnesium bromide 
• 917-54-4 methyllithium 
• 676-58-4 methylmagnesium chloride 
• 2942-59-8 2-chloronicotinic acid 
• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 49609-84-9 2-Chloronicotinoyl chloride 
• 79-37-8 oxalyl dichloride 
• 594-27-4 tetramethylstannane 
• 144-55-8 sodium hydrogencarbonate 
• 149226-59-5 diethyl 2-(2-chloronicotinoyl)-malonate 
• 109-09-1 2-chloropyridine 
• 350-03-8 methyl-3-pyridylketone 
• 40134-18-7 methyl 2-chloropyridine-3-carboxylate 

Downstream Products

• 174180-77-9 tert-butyl 3-methyl-1H-pyrazolo[3,4-b]pyridine-1-carboxylate 
• 1027990-21-1 3-(bromomethyl)-1H-pyrazolo[3,4-b]pyridine 
• 1392482-84-6 3-(4-carboxy-benzyl)-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester 
• 1392482-81-3 4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester 
• 1392482-82-4 4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester 
• 1392482-83-5 4-{3-[2-(methoxyoxalyl-phenyl-amino)-pyridin-3-yl]-3-oxo-propyl}benzoic acid methyl ester 
• 1402345-15-6 3-methoxy-4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester 
• 1402345-16-7 3-methoxy-4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester 
• 1402345-17-8 3-methoxy-4-{3-[2-(methoxyoxalyl-phenyl-amino)-pyridin-3-yl]-3-oxo-propyl}-benzoic acid methyl ester 
• 1402345-18-9 3-(2-methoxy-4-methoxycarbonyl-benzyl)-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester 
• 1402345-19-0 3-(4-carboxy-2-methoxy-benzyl)-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester 
• 1402345-20-3 3-fluoro-4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester 
• 1402345-21-4 3-fluoro-4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester 
• 1402345-22-5 3-fluoro-4-{3-[2-(methoxyoxalyl-phenyl-amino)-pyridin-3-yl]-3-oxo-propyl}-benzoic acid methyl ester 

Relevant articles and documents

Difluorocarbene-triggered cyclization: Synthesis of (hetero)arene-fused 2,2-difluoro-2,3-dihydrothiophenes

An efficient method for the synthesis of (hetero)arene-fused 2,2-difluoro-2,3-dihydrothiophene derivatives using readily available sodium chlorodifluoroacetate (ClCF2CO2Na) has been developed. This transformation is achieved through a combination of a thi

Strategies to develop selective CB2 receptor agonists from indole carboxamide synthetic cannabinoids

Activation of the CB2 receptor is an attractive therapeutic strategy for the treatment of a wide range of inflammatory diseases. However, receptor subtype selectivity is necessary in order to circumvent the psychoactive effects associated with activation of the CB1 receptor. We aimed to use potent, non-selective synthetic cannabinoids designer drugs to develop selective CB2 receptor agonists. Simple structural modifications such as moving the amide substituent of 3-amidoalkylindole synthetic cannabinoids to the 2-position and bioisosteric replacement of the indole core to the 7-azaindole scaffold are shown to be effective and general strategies to impart receptor subtype selectivity. 2-Amidoalkylindole 16 (EC50 CB1 > 10 μM, EC50 CB2 = 189 nM) and 3-amidoalkyl-7-azaindole 21 (EC50 CB1 > 10 μM, EC50 = 49 nM) were found to be potent and selective agonists with favourable physicochemical properties. Docking studies were used to elucidate the molecular basis for the observed receptor subtype selectivity for these compounds.

A Novel Synthesis of 1-Alkyl-2-phenyl-1,8-naphthyridin-4-one

Provided is a novel method for manufacturing 1-alkyl-2-phenyl-1,8-naphthyridin-4-one from 2-chloronicotinic acid. According to the present invention, 1-alkyl-2-phenyl-1,8-naphthyridin-4-one can be synthesized through simple reaction conditions and simple