29448-81-5

Basic information

• Product Name: 1H-IMIDAZO[4,5-B]PYRIDINE-2-THIOL
• Synonyms: 4-AZA-2-MERCAPTOBENZIMIDAZOLE;1H-IMIDAZO[4,5-B]PYRIDINE-2-THIOL;1H-IMIDAZO[4,5-B]PYRIDINE-2(3H)-THIONE;3H-imidazo[4,5-b]pyridine-2-thiol(SALTDATA: FREE);2-Thio-1H-imidazo[4,5-b]pyridine;2H-IMidazo[4,5-b]pyridine-2-thione, 1,3-dihydro-;1,3-dihydroimidazo[4,5-b]pyridine-2-thione;3H-imidazo[4,5-b]pyridine-2-thiol
• CAS NO: 29448-81-5
• Molecular Formula: C₆H₅N₃S
• Molecular Weight: 151.19
• Product Categories: pharmacetical
• Mol File: 29448-81-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 308.3 °C at 760 mmHg
• Flash Point: 140.3 °C
• Appearance: /
• Density: 1.49 g/cm³
• Vapor Pressure: 0.000686mmHg at 25°C
• Refractive Index: 1.76
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 7.91±0.20(Predicted)
• CAS DataBase Reference: 1H-IMIDAZO[4,5-B]PYRIDINE-2-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-IMIDAZO[4,5-B]PYRIDINE-2-THIOL(29448-81-5)
• EPA Substance Registry System: 1H-IMIDAZO[4,5-B]PYRIDINE-2-THIOL(29448-81-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 29448-81-5(Hazardous Substances Data)

Usage

General Description

1H-Imidazo[4,5-b]pyridine-2-thiol, also known as IT, is a heterocyclic compound with a unique structure that makes it useful in various chemical and pharmaceutical applications. It is a sulfur-containing compound, with a molecular formula of C8H6N2S. IT is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of dyes and pigments. It has also been found to exhibit biological activity, particularly in the areas of antimicrobial and antitumor properties. Due to its versatile nature and potential applications, 1H-Imidazo[4,5-b]pyridine-2-thiol is a compound of interest for further research and development in the field of chemistry and pharmaceutical science.

InChI:InChI=1/C6H5N3S/c10-6-8-4-2-1-3-7-5(4)9-6/h1-3H,(H2,7,8,9,10)

Upstream product

• 452-58-4 2,3-Diaminopyridine 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 213684-62-9 6-(imidazolo[4,5-b]pyridin-2-ylthio)-N-(2,6-diisopropylphenyl)hexanamide 
• 1279110-39-2 C₁₅H₁₀N₆O₃S 
• 63277-46-3 2-(methylthio)imidazo<4,5-c>pyridine hydrochloride 
• 1357143-47-5 2-(4-bromophenoxy)-3-(2,2-difluoroethyl)-3H-imidazo[4,5-b]pyridine 
• 1357143-33-9 2-(4-bromophenoxy)-3-(2-methoxyethyl)-3H-imidazo[4,5-b]pyridine 
• 1357143-02-2 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-3-{[2-(trimethylsilyl)ethoxy]methyl}-3H-imidazo[4,5-b]pyridine 
• 1357143-01-1 2-(4-bromophenoxy)-3-{[2-(trimethylsilyl)ethoxy]methyl}-3H-imidazo[4,5-b]pyridine 
• 63277-46-3 2-Methylthio-imidazo<4,5-b>pyridin 

Relevant articles and documents

Lanthanide-catalyzed cyclocarbonylation and cyclothiocarbonylation: A facile synthesis of benzannulated 1,3-diheteroatom five- and six-membered heterocycles

La[N(SiMe3)2]3 proves to be an efficient catalyst system for the cyclocarbonylation of 1,2-disubstituted benzenes with isocyanates. In this approach, aryl/alkyl isocyanates react with o-phenylenediamine, o-aminophenol, o-aminothiophenol, catechols and anilines ortho-substituted by CH2NH2 and CONH2 to form, respectively, the corresponding benzimidazolones, benzoxazolones, benzothiazolones, benzodioxolones, 3,4-dihydroquinazolin-2(1H)-one, and quinazolinediones. These results represent the first example of lanthanide-catalyzed carbonylation. This methodology is also applicable for the preparation of various benzannulated 1,3-diheteroatom cyclic thioketones starting from aryl/alkyl isothiocyanates or CS2 in good to excellent yields. Based on the results of experiments performed using an o-aminobenzamido dianion lanthanide complex, a general mechanism, involving the tandem reaction of two lanthanide-ligand bonds with one heterocumulene molecule, is proposed as well.