19918-36-6

Basic information

• Product Name: 2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine
• Synonyms: 2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine;2-(TrifluoroMethyl)-3H-iMidazo[4,5-c]pyridine;3H-Imidazo[4,5-c]pyridine, 2-(trifluoromethyl)-
• CAS NO: 19918-36-6
• Molecular Formula: C7H4F3N3
• Molecular Weight: 187.122
• Mol File: 19918-36-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 290-291 °C(Solv: water (7732-18-5))
• Boiling Point: 297.866 °C at 760 mmHg
• Flash Point: 133.945 °C
• Appearance: /
• Density: 1.536 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.565
• PKA: 6.72±0.40(Predicted)
• CAS DataBase Reference: 2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine(19918-36-6)
• EPA Substance Registry System: 2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine(19918-36-6)

Safety Data

• Hazardous Substances Data: 19918-36-6(Hazardous Substances Data)

Usage

Type of compound

Heterocyclic compound

Structure

Fused imidazole and pyridine ring structure

Functional group

Trifluoromethyl group

Usage in industry

Pharmaceutical (intermediate for synthesis of anti-inflammatory, antiviral, and anticancer drugs)

Potential applications

Agricultural chemicals and materials science

Research interest

Unique structure and properties, chemical and pharmaceutical sciences

InChI:InChI=1/C7H4F3N3/c8-7(9,10)6-12-4-1-2-11-3-5(4)13-6/h1-3H,(H,12,13)

Upstream product

• 54-96-6 3,4-diaminopyridine 
• 76-05-1 trifluoroacetic acid 

Relevant articles and documents

Synthesis of a series of trifluoromethylazoles and determination of pKa of acidic and basic trifluoromethyl heterocycles by 19F NMR spectroscopy

Trifluoroacetylation at the 5-position of 3,4-dihydro-2H-pyran and the 3-position of 4,5-dihydrofuran, followed by treatment with hydrazine, gave 3-(3-trifluoromethyl-1H-pyrazol-4-yl)propanol and 2-(3-trifluoromethyl-1H-pyrazol-4-yl)ethanol, respectively.In the latter case, an intermediate dimer was isolated.Isomeric 2-(3-trifluoromethyl-1H-pyrazol-5-yl)ethanol was formed by reaction of hydrazine with 6-benzyloxy-1,1,1-trifluorohex-3-yn-2-one and deprotection.Reaction of 3-benzyloxypropylamine with 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole, followed by deprotection, afforded 3-propanol.A series of 2-trifluoromethyl-1H-benzimidazoles and 2-trifluoromethyl-3H-imidazopyridines were prepared by condensation of the appropriate ortho-arenediamine with trifluoroacetic acid.Analysis of the 19F NMR spectra of the trifluoromethylazoles and of 3-trifluoromethylpyridine in aqueous solution at different pHs enabled determination of pKa values.All the compounds evaluated had one or more pKa between 1 and 13, except the triazole.Several compounds were identified as having potential use in measuring pH in biological media by 19F NMR spectroscopy.