Pyrithione

Base Information

• Chemical Name: Pyrithione
• CAS No.: 1121-30-8
• Molecular Formula: C5H5 N O S
• Molecular Weight: 127.167
• Hs Code.: 2933399090
• European Community (EC) Number: 214-329-4,214-328-9
• NSC Number: 179790
• UNII: 6GK82EC25D
• DSSTox Substance ID: DTXSID4048010,DTXSID00149908
• Nikkaji Number: J2.517.340F,J39.629J,J7.264H
• Wikipedia: Pyrithione
• Wikidata: Q2119951,Q27116892
• NCI Thesaurus Code: C61916
• RXCUI: 35100
• Pharos Ligand ID: T7PVZNZDGJ97
• Metabolomics Workbench ID: 55420
• ChEMBL ID: CHEMBL1650619,CHEMBL1356238
• Mol file: 1121-30-8.mol

Synonyms:1-hydroxypyridine-2-thione;2-HPT cpd;2-mercaptopyridine-N-oxide;2-pyridinethiol 1-oxide;67Ga-MPO;68Ga-mercaptopyridine-N-oxide;indium 111-2-mercaptopyridine-1-oxide;N-hydroxypyridine-2-thione;Omadine;pyridine-2-thiol N-oxide;pyrithione;pyrithione barium (2:1) salt;pyrithione calcium (2:1) salt;pyrithione magnesium salt;pyrithione potassium salt;pyrithione sodium salt;sodium pyridinethione

Chemical Property of Pyrithione

Chemical Property:

• Vapor Pressure: 0.00275mmHg at 25°C
• Melting Point: 68°C
• Refractive Index: 1.732
• Boiling Point: 253.8°Cat760mmHg
• PKA: 4.70±0.20(Predicted)
• Flash Point: 107.3°C
• PSA: 57.25000
• Density: 1.43g/cm³
• LogP: 1.45490
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 127.00918496
• Heavy Atom Count: 8
• Complexity: 162

Purity/Quality:

97% ^*data from raw suppliers

1-Hydroxy-2(1H)-pyridinethione ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Biocides/Disinfectants
• Canonical SMILES: C1=CC(=S)N(C=C1)O
• Description: The sodium salt of N-hydroxy-2-pyridinethiones has a germicidal activity againts yeasts and fungi. Sodium omadine is a 40% aqueous solution of sodium pyrithione.
• Uses: It is used in the metallurgical industry as a component of water-based metalwork fluids, of aceto-polyvinyl lattices, water-based printer's ink, lubrieant for synthetie fibers and anti-dandruff shampoos. A case was reported in a metallurgie worker.

Technology Process of Pyrithione

There total 22 articles about Pyrithione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-n-propyldithiopyridine-N-oxide (136852-78-3) + mercaptoacetic acid (68-11-1) → 1-hydroxy-2(1H)-pyridinethione (1121-30-8) + n-propyldithioacetic acid (136852-81-8)

Guidance literature:

In chloroform; for 23h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86546-7

Reference yield: 98.0%

2,2'-dipyridyl disulfide bis-N-oxide (3696-28-4) + mercaptoacetic acid (68-11-1) → 1-hydroxy-2(1H)-pyridinethione (1121-30-8) + 2-carbohydroxymethyldithiopyridine-N-oxide (72632-44-1)

Guidance literature:

With acetic acid; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86546-7

Reference yield: 97.0%

phenyl 1-oxo-pyridin-2-yl disulfide (64826-51-3) + mercaptoacetic acid (68-11-1) → 1-hydroxy-2(1H)-pyridinethione (1121-30-8) + phenyldithioacetic acid

Guidance literature:

In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86546-7

upstream raw materials:

2-Sulfanylpyridine

2-n-propyldithiopyridine-N-oxide

2-chloropyridine-N-oxide

phenyl 1-oxo-pyridin-2-yl disulfide

Downstream raw materials:

2-(dioxan-2'-yl)-1-phenylsulphonylethane

2-(dioxan-2'-yl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane

3-(4-Nitro-phenyl)-bicyclo[1.1.1]pentane-1-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

2-{[2-cyclohexyl-1-(phenylsulfonyl)ethyl]sulfanyl}pyridine