Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

188549

Sigma-Aldrich

2-Mercaptopyridine N-oxide

99%

Synonym(s):

2-Pyridinethiol-1-oxide, Pyrithione

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C5H5NOS
CAS Number:
1121-31-9
Molecular Weight:
127.16
Beilstein:
109936
EC Number:
214-329-4
MDL number:
MFCD00006196
UNSPSC Code:
12352100
PubChem Substance ID:
24851166
NACRES:
NA.22

Assay

99%

mp

69-72 °C (lit.)

SMILES string

[O-][n+]1ccccc1S

InChI

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

InChI key

FGVVTMRZYROCTH-UHFFFAOYSA-N

General description

2-Mercaptopyridine N-oxide forms complexes on reaction with palladium chloride. It inhibits NADH-fumarate reductase purified from Trypanosoma cruzi. It is precursor to O-acyl thiohydroxamates. It ligates to metals to form biologically active complexes.

Application

2-Mercaptopyridine N-oxide was used to investigate the mechanism of photodegradation of mercaptopyridine-N-oxide biocides. It was used in ratiometric fluorescence imaging of intracellular zinc ions in mammalian cultures.
Precursor to O-acyl thiohydroxamates. Ligates to metals to form biologically active complexes.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

4-Mercaptopyridine 95%

Sigma-Aldrich

148202

4-Mercaptopyridine

J. Biopharm. Sci., 1, 331-331 (1990)
Photodegradation of mercaptopyridine-N-oxide biocides.
R A Neihof et al.
Archives of environmental contamination and toxicology, 8(3), 355-368 (1979-01-01)
J. Chem. Res. Synop., 30-30 (1990)
Kazuhiko Mochida et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 214, 61-67 (2018-09-12)
We investigated toxic effects of the antifouling biocide polycarbamate (PC) on marine fish by conducting acute, early-life stage toxicity (ELS), and embryo toxicity tests. Mummichog (Fundulus heteroclitus) 96-h LC50 values for hatched larvae (body weight about 2.0 mg) and juveniles (660 ± 36 mg)
Jacqueline M Zaengle-Barone et al.
ACS infectious diseases, 4(6), 1019-1029 (2018-03-21)
The unabated rise in bacterial resistance to conventional antibiotics, coupled with collateral damage to normal flora incurred by overuse of broad-spectrum antibiotics, necessitates the development of new antimicrobials targeted against pathogenic organisms. Here, we explore the antibacterial outcomes and mode
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service