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Merck

188549

2-Mercaptopyridine N-oxide

99%

Sinónimos:

2-Pyridinethiol-1-oxide, Pyrithione

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Fórmula empírica (notación de Hill):
C5H5NOS
Número CAS:
Peso molecular:
127.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-329-4
Beilstein/REAXYS Number:
109936
MDL number:
Assay:
99%
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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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

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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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
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
J. Chem. Res. Synop., 30-30 (1990)