19918-37-7

Basic information

• Product Name: 6-CHLORO-1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDINE-2-THIONE
• Synonyms: 6-chloro-1H-imidazo[4,5-b]pyridine-2(3H)-thione;6-Chloro-3H-imidazo[4,5-b]pyridine-2-thiol
• CAS NO: 19918-37-7
• Molecular Formula: C6H4ClN3S
• Molecular Weight: 185.63
• Mol File: 19918-37-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 320.3°Cat760mmHg
• Flash Point: 147.5°C
• Appearance: /
• Density: 1.65g/cm³
• Vapor Pressure: 0.00032mmHg at 25°C
• Refractive Index: 1.765
• CAS DataBase Reference: 6-CHLORO-1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDINE-2-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDINE-2-THIONE(19918-37-7)
• EPA Substance Registry System: 6-CHLORO-1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDINE-2-THIONE(19918-37-7)

Safety Data

• Hazardous Substances Data: 19918-37-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H4ClN3S/c7-3-1-4-5(8-2-3)10-6(11)9-4/h1-2H,(H2,8,9,10,11)

Upstream product

• 75-15-0 carbon disulfide 
• 25710-20-7 5-chloro-2,3-diaminopyridine 
• 21422-66-2 6-chloro-3H-imidazo-[4,5-b]pyridine 
• 5409-39-2 2-amino-5-chloro-3-nitropyridine 
• 140-89-6 potassium ethyl xanthogenate 

Relevant articles and documents

Synthesis and antiproliferative activity in vitro of new 2-thioxoimidazo[4,5-b]pyridine derivatives

Two series of 2-thioxoimidazo[4,5-b]pyridine derivatives have been synthesized from 2,3-diaminopyridine (1) and 5-halogenosubstituted-2,3-diaminopyridines 2, 3. Mannich bases 7 - 12 and 24 - 29, derivatives of 1-arylamino-6-halogeno-2-thioxoimidazo[4,5-b]pyridine were obtained with selected secondary amines: morpholine, piperidine, 2-methoxyphenylpiperazine, pyrimidyn-2-yl-piperazine and formaldehyde in ethanol. The structures 7 - 12 and 24 - 29 were confirmed by the results of elementary analysis and their IR,1H-NMR and MS spectra. All given structures 7 - 12 have been optimized to get the most stable low energy conformers. Synthesized compounds were of interest for biological studies or can be substrates for further synthesis. The selected compounds 7 - 10, 12 - 17, 22, 25, 27 - 29 were screened for their antiproliferative activity in vitro against human cancer and normal mouse fibroblast cell lines.

THIONATION OF IMIDAZOPYRIDINES

Direct thionation of imidazopyridines and imidazopyridines results in the formation of their 2-thioxo derivatives, usually in high yield.The thione structure of the imidazopyridines obtained has been confirmed from their IR spectra in the solid state and in solution.The general nature of the thionation of imidazole, benzimidazole, imidazopyridine, imidazopyridine, and purine has been noted as one of the distinctive chemical properties of compounds in this series of nitrogen heterocycles.