1121-31-9

Basic information

• Product Name: 2-Pyridinethiol 1-oxide
• Synonyms: MercaptypyridineNoxideanhydrous;N-Hydroxy-2-thiopyridone;pyridine-2-thiol N-oxide;2-MERCAPTOPYRIDINE-N-OXIDE 99%;2-MERCAPTOPYRIDINE N-OXIDE SODIUM SALT ANHYDROUS, 98%;2-Pyridinethiol,1-oxide(6CI,7CI,8CI,9CI);PYRIDINETHIOLOXIDE;Pyrithione (and/or unspecified salts)
• CAS NO: 1121-31-9
• Molecular Formula: C₅H₅NOS
• Molecular Weight: 127.16
• EINECS: 214-329-4
• Product Categories: PYRIDINE
• Mol File: 1121-31-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 70-72 °C
• Boiling Point: 253.8 °C at 760 mmHg
• Flash Point: 107.3 °C
• Appearance: Off-white to beige or yellow to yellow-greenish or grayish-green/Powder, Crystals, and/or Chunks
• Density: 1.255 (estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5480 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Soluble in tris-hydrochloric acid.
• PKA: 5.40±0.50(Predicted)
• Sensitive: Air & Light Sensitive
• Stability: Stable. Incompatible with strong bases, strong oxidizing agents.
• Merck: 14,7994
• BRN: 906983
• CAS DataBase Reference: 2-Pyridinethiol 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinethiol 1-oxide(1121-31-9)
• EPA Substance Registry System: 2-Pyridinethiol 1-oxide(1121-31-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22-63-20/21/22
• Safety Statements: 26-36-24/25-36/37-22
• RIDADR: 2811
• WGK Germany: 3
• RTECS: UT8999000
• F: 8-10-13-23
• TSCA: Yes
• Hazardous Substances Data: 1121-31-9(Hazardous Substances Data)

Usage

Description

2-Pyridinethiol 1-oxide, also known as 2-Mercaptopyridine N-oxide, is an organic compound with the chemical formula C5H5NOS. It is an off-white powder that forms complexes upon reaction with palladium chloride. 2-Pyridinethiol 1-oxide has various applications in different industries due to its unique chemical properties and ability to form coordination complexes with metals.

Uses

Used in Pharmaceutical Industry:
2-Pyridinethiol 1-oxide is used as a ligand for forming coordination complexes with palladium chloride. These complexes have potential applications in the development of new drugs and therapies.
Used in Chemical Synthesis:
2-Pyridinethiol 1-oxide is used as a precursor to O-acyl thiohydroxamates, which are important intermediates in the synthesis of various organic compounds.
Used in Antifungal Applications:
2-Pyridinethiol 1-oxide serves as an antifungal agent, making it useful in the development of treatments for fungal infections.
Used in Fluorescence Imaging:
2-Pyridinethiol 1-oxide is used in ratiometric fluorescence imaging of intracellular zinc ions in mammalian cultures, which can be beneficial for studying cellular processes and understanding the role of zinc in various biological functions.
Used in the Synthesis of C-Nucleosides:
2-Pyridinethiol 1-oxide is used in the radical coupling of benzoyl derivatives of 2-deoxy-D-ribose with heterocyclic bases to give C-nucleosides, which are important compounds in the field of medicinal chemistry.
Used in the Preparation of 1-Oxa-2-Oxo-3-Thia-Indolizinium Chloride:
2-Pyridinethiol 1-oxide is used in the preparation of 1-oxa-2-oxo-3-thia-indolizinium chloride by reaction with carbonyl dichloride, which can be further utilized in the synthesis of various organic compounds and pharmaceuticals.

InChI:InChI=1/C5H5NOS/c7-6-4-2-1-3-5(6)8/h1-4,8H

Upstream product

• 2402-95-1 2-chloropyridine-N-oxide 
• 71-23-8 propan-1-ol 
• 20295-64-1 2-chloropyridine N-oxide hydrochloride 
• 109-09-1 2-chloropyridine 

Downstream Products

• 89025-51-4 2-oxo-[1,4,2]oxathiazolo[2,3-a]pyridin-4-ium chloride 
• 136040-29-4 Carbonic acid 2,6-di-tert-butyl-4-methyl-phenyl ester 2-thioxo-2H-pyridin-1-yl ester 
• 119750-98-0 (3aS,4S,6R,6aR)-6-(6-Benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 136040-28-3 Carbonic acid 2,6-di-tert-butyl-4-methoxy-phenyl ester 2-thioxo-2H-pyridin-1-yl ester 
• 136040-27-2 Carbonic acid 2-thioxo-2H-pyridin-1-yl ester 2,4,6-tri-tert-butyl-phenyl ester 
• 156006-03-0 2-Phenyl-bicyclo[3.1.0]hexane-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 3696-28-4 2,2'-dipyridyl disulfide bis-N-oxide 
• 125982-79-8 (5',6'-dideoxy-6'-diethoxyphosphonate-2',3'-O-isopropylidene-6'-thio-(2'-pyridyl)-β-D-ribo-hexofuranosyl)-9-N⁶-benzoyl-adenine 
• 106762-44-1 4-(pyridin-2-ylsulfonyl)morpholine 
• 106762-69-0 phenyl<2-(piperidinosulfonyl)-3-pyridyl>methanone 
• 106762-62-3 phenyl<2-(piperidinosulfonyl)-3-pyridyl>methanol 
• 106762-60-1 diphenyl-2-(pyrrolidinosulphonyl)-3-pyridylmethanol 
• 106762-58-7 diphenyl<2-(piperidinosulfonyl)-3-pyridyl>methanol 
• 106762-59-8 diphenyl-2-(morpholinosulphonyl)-3-pyridylmethanol 

Related news

Safety evaluation of zinc 2-Pyridinethiol 1-oxide (cas 1121-31-9) in a shampoo formulation09/25/2019

Safety evaluation data have been presented for a shampoo formulation containing zinc 2-pyridinethiol 1-oxide at 2% and 10% levels. In addition toxicity studies have been carried out in dogs with a wo emulsion of ZnPT.The dog seems to be the species most susceptible to the effects of the compound...detailed

Relevant articles and documents

A Cephalosporin Prochelator Inhibits New Delhi Metallo-β-lactamase 1 without Removing Zinc

Antibacterial drug resistance is a rapidly growing clinical threat, partially due to expression of β-lactamase enzymes, which confer resistance to bacteria by hydrolyzing and inactivating β-lactam antibiotics. The increasing prevalence of metallo-β-lactamases poses a unique challenge, as currently available β-lactamase inhibitors target the active site of serine β-lactamases but are ineffective against the zinc-containing active sites of metallo-β-lactamases. There is an urgent need for metallo-β-lactamase inhibitors and antibiotics that circumvent resistance mediated by metallo-β-lactamases in order to extend the utility of existing β-lactam antibiotics for treating infection. Here we investigated the antibacterial chelator-releasing prodrug PcephPT (2-((((6R,7R)-2-carboxy-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]-oct-2-en-3-yl)methyl)thio) pyridine 1-oxide) as an inhibitor of New Delhi metallo-β-lactamase 1 (NDM-1). PcephPT is an experimental compound that we have previously shown inhibits growth of β-lactamase-expressing E. coli using a mechanism that is dependent on both copper availability and β-lactamase expression. Here, we found that PcephPT, in addition to being a copperdependent antibacterial compound, inhibits hydrolysis activity of purified NDM-1with an IC50 of 7.6 ìM without removing zinc from the active site and restores activity of the carbapenem antibiotic meropenem against NDM-1-producing E. coli. This work demonstrates that targeting a metal-binding pharmacophore to β-lactamase-producing bacteria is a promising strategy for inhibition of both bacterial growth and metallo-β-lactamases.

A Simple and Efficient Method for the Preparation of Heterocyclic N-Oxide

Pyridine, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-dimethylpyridine, 2,6-dimethylpyridine, quinoline, isoquinoline and 2-chloropyridine are readily oxidized to their N-oxides with a solution of trichloroisocyanuric acid, acetic acid, sodium acetate and water in acetonitrile and methylene dichloride in 78%-90% yields.

Process for the manufacture of 2-mercapto pyridine-1-oxides

A process for the manufacture of 2-mercaptopyridine-1-oxides and zinc salts thereof, comprising the steps of oxidizing a 2-acetylaminopyridine with peracetic acid in an inert solvent to give a 2-acetamidopyridine-1-oxide, cleaving the acetyl group with mineral acid to give a 2-aminopyridine-1-oxide, diazotizing the 2-aminopyridine-1-oxide and treating the diazonium salt with hydrochloric acid to give a 2-chloropyridine-1-oxide, treating the latter with a sulfhydryl-donor to give a 2-mercaptopyridine-1-oxide, and optionally treating the latter with a zinc salt to make the 2:1 zinc salt of the 2-mercaptopyridine-1-oxide. The resulting zinc salts are useful in anti-dandruff preparations.