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H3261

Sigma-Aldrich

2-Mercaptopyridine N-oxide sodium salt

≥96%

Synonym(s):

Sodium Omadine, Sodium pyrithione, 1-Hydroxy-2-pyridinethione sodium salt, 2-Mercaptopyridine-1-oxide sodium salt, 2-Pyridinethiol-1-oxide sodium salt, Pyrithione sodium salt

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About This Item

Empirical Formula (Hill Notation):
C5H4NNaOS
CAS Number:
3811-73-2
Molecular Weight:
149.15
Beilstein:
4026050
EC Number:
223-296-5
MDL number:
MFCD01941547
UNSPSC Code:
51102829
PubChem Substance ID:
24895565
NACRES:
NA.85

biological source

synthetic

Assay

≥96%

color

faintly beige
 white to light yellow

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

fungi

Mode of action

cell membrane | interferes

SMILES string

[Na+].[O-][n+]1ccccc1[S-]

InChI

1S/C5H5NOS.Na/c7-6-4-2-1-3-5(6)8;/h1-4,8H;/q;+1/p-1

InChI key

WNGMMIYXPIAYOB-UHFFFAOYSA-M

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Application

2-Mercaptopyridine N-oxide can be used to generate bidentate oxothiolane chelates with transition metals.
2-Mercaptopyridine N-oxide, also called pyrithione, is added to cells in culture so metals enter them readily without relying on transporters. It is used to study picornavirus infections.

Biochem/physiol Actions

2-Mercaptopyridine N-oxide is a zinc ionophore that transports zinc into cells.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1

Target Organs

Nervous system

Storage Class Code

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

WGK

WGK 2

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’.

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Monitoring Apoptosis with Fluorescent Zn2+ Indicators
Eiichi Kimura, Ryoko Takasawa, et al.
Science Signaling, 2004, pl7-pl7 (2004)
B M Krenn et al.
Journal of virology, 83(1), 58-64 (2008-10-17)
We have discovered two metal ion binding compounds, pyrithione (PT) and hinokitiol (HK), that efficiently inhibit human rhinovirus, coxsackievirus, and mengovirus multiplication. Early stages of virus infection are unaffected by these compounds. However, the cleavage of the cellular eukaryotic translation
Antonia A Nemec et al.
American journal of respiratory cell and molecular biology, 41(1), 69-75 (2008-12-23)
We recently reported that induction of metallothionein (MT) was critical in limiting nickel (Ni)-induced lung injury in intact mice. Nonetheless, the mechanism by which Ni induces MT expression is unclear. We hypothesized that the ability of Ni to mobilize zinc
Hui Li et al.
Small (Weinheim an der Bergstrasse, Germany), 15(28), e1901910-e1901910 (2019-06-05)
Birth control and family planning play pivotal roles in the economic growth and reduction of maternal, infant, and child mortality. Current contraceptives, such as hormonal agents and intrauterine devices, target only a small subset of reproductive processes and can have

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