188549
2-Mercaptopyridine N-oxide
99%
Synonym(s):
2-Pyridinethiol-1-oxide, Pyrithione
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About This Item
Empirical Formula (Hill Notation):
C5H5NOS
CAS Number:
Molecular Weight:
127.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-329-4
Beilstein/REAXYS Number:
109936
MDL number:
Assay:
99%
Quality Level
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
Precursor to O-acyl thiohydroxamates. Ligates to metals to form biologically active complexes.
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
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
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Matias Butler et al.
Journal of mass spectrometry : JMS, 52(11), 728-738 (2017-07-26)
2-Mercaptopyridine N-oxide (pyrithione, PTOH) along with several transition metal ions forms coordination compounds displaying notable biological activities. Gas-phase complexes formed between pyrithione and manganese (II), cobalt (II), nickel (II), copper (II), and zinc (II) were investigated by infusion in the
Vesna Lavtizar et al.
Ecotoxicology and environmental safety, 147, 132-138 (2017-08-26)
Copper pyrithione (CuPT) is a biocide, used worldwide to prevent biofouling on submerged surfaces. In aquatic environments it rapidly degrades, however, one of the degradation products (HPT) is known to react with cupric ion back to its parent compound. Not
Christopher J Chang et al.
Proceedings of the National Academy of Sciences of the United States of America, 101(5), 1129-1134 (2004-01-22)
Zinc is an essential metal ion for human growth and development, the disruption of cellular Zn(2+) homeostasis being implicated in several major disorders including Alzheimer's disease, diabetes, and cancer. The molecular mechanisms of Zn(2+) physiology and pathology are insufficiently understood
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 188549-25G | 04061838758880 |
| 188549-5G | 04061838758897 |