2-Mercaptopyridine N-oxide sodium salt

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2-Mercaptopyridine N-oxide sodium salt
Category Bioactive by-products
Catalog number BBF-04514
CAS 3811-73-2
Molecular Weight 149.15
Molecular Formula C5H4NNaOS
Purity ≥ 98 %

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Description

A biocide with a broad spectrum of activity against fungi and gram-positive and gram-negative bacteria.

Specification

Related CAS 1121-31-9 (free acid)
Synonyms 2-Pyridinethiol 1-Oxide Sodium Salt; Sodium (2-pyridylthio)-N-oxide; 1-Oxo-2-pyridinethiol Sodium Salt; 2-Mercaptopyridine 1-Oxide Sodium Salt; 2-Mercaptopyridine Oxide Sodium Salt; 2-Pyridinethiol N-Oxide Sodium Salt; 2-Pyridylthiol-N-oxide Sodium Salt; San-aibac Sodium Omadine; Sodium (2-pyridylthio-1-oxide); Sodium 2-mercaptopyridine 1-Oxide; Sodium 2-Mercaptopyridine N-Oxide; Sodium 2-Pyridinethiol 1-Oxide; Sodium 2-Pyridinethiol N-Oxide; Sodium 2-Pyridinethiolate 1-Oxide; Sodium 2-Pyridinethiolate N-Oxide; Sodium Pyridine-1-oxide-2-thiolate; Sodium Pyridine-2-thione-N-oxide; Sodium Pyrithione
Storage Store at -20 °C under inert atmosphere
IUPAC Name sodium;1-oxidopyridine-2-thione
Canonical SMILES C1=CC(=S)N(C=C1)[O-].[Na+]
InChI InChI=1S/C5H4NOS.Na/c7-6-4-2-1-3-5(6)8;/h1-4H;/q-1;+1
InChI Key XNRNJIIJLOFJEK-UHFFFAOYSA-N

Properties

Appearance White to pale yellow solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; Fungi
Boiling Point 109 °C
Melting Point >270 °C (dec.)
Density 1.22 g/cm3
Solubility Slightly soluble in Methanol, Water
LogP 1.02090

Reference Reading

1.Time-dependent X-ray absorption spectroscopic (XAS) study on the transformation of zinc basic salt into bis(N-oxopyridine-2-thionato) zinc (II).
Paek SM1, Jo WY, Park M, Choy JH. J Nanosci Nanotechnol. 2007 Nov;7(11):3867-71.
Solid transchelation reaction was established for the synthesis of bis(N-oxopyridine-2-thionato) zinc (II), commonly known as zinc pyrithione (ZPT), to control particle size using zinc basic salt (ZBS) and aqueous sodium pyrithione solution. Distinguished from ZPT particles prepared by usual precipitation reaction, the obtained ZPT nanoparticles exhibited very narrow size distribution. X-ray absorption spectroscopy (XAS) at Zn K-edge was systematically examined to elucidate time-dependent local structural evolution during solid transchelation reaction. X-ray absorption near edge structure (XANES) analysis clearly revealed that local environment around zinc atoms transformed into pentahedron as reaction proceeded. Based on quantitative X-ray diffraction and XANES analysis, we made structural models. Theoretical XAS spectrum calculated with FEFF code could reproduce experimental one, suggesting that XAS analysis could be very powerful tool to probe phase transformation.
2.[Study of the trichomonacidal properties of pyrithione (1-hydroxy-2-(1,H)-pyridinethione sodium salt)].
Cavier R, Cénac J. Ann Pharm Fr. 1971 Mar;29(3):211-4.
3.Pyrithione and 8-hydroxyquinolines transport lead across erythrocyte membranes.
Lind SE1, Park JS, Drexler JW. Transl Res. 2009 Sep;154(3):153-9. doi: 10.1016/j.trsl.2009.06.002. Epub 2009 Jul 4.
Acute and chronic lead poisoning remains a significant health problem. Although chelating agents can bind to plasma lead, they cannot cross cell membranes where the total body lead burden resides, and are thus inefficient at reducing the total body lead burden. Recently, calcium and sodium ionophores have been shown to transport lead across cell membranes providing a novel method for reducing total body lead stores. We recently found that clioquinol, an 8-hydroxyquinoline derivative, can act as a zinc ionophore. We postulated that zinc ionophores might also be able to transport lead across biological membranes. To study this, we loaded lead in vitro into human erythrocytes and then studied the ability of zinc ionophores to transport lead into the extracellular space, where it was trapped with a lead chelator. Using inductively coupled plasma mass spectrometry (ICP-MS), we found that several 8-hydroxyquinoline derivatives, as well as the zinc and sodium salts of pyrithione (N-hydroxypyridine-2-thione), reduced erythrocyte lead content.
4.Toxicity of Diuron and copper pyrithione on the brine shrimp, Artemia franciscana: the effects of temperature and salinity.
Koutsaftis A1, Aoyama I. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2008 Dec;43(14):1581-5. doi: 10.1080/10934520802329794.
Diuron and copper pyrithione (CuPT) are two substances that have been used worldwide as alternatives to tributyltin (TBT) in antifouling paints for the protection of ship hulls. In this study their toxicity against the brine shrimp Artemia franciscana is examined under several combinations of salinity and temperature using the LC(20), LC(50) and LC(80) values found for the 25 degrees C and 35 per thousand standard conditions. A significant interaction between temperature and salinity effects was observed for both chemicals. Decreasing temperature almost eliminated Diuron's toxicity, while a toxicity reduction was also observed for CuPT. Decreasing salinity decreased Diuron's toxicity, while for CuPT the effect of salinity was more complex. These two natural environmental parameters had a profound influence on the ecotoxicity of the two tested chemicals, and this highlights the importance of considering the implications of such factors when conducting ecological risk assessment.

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