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Sodium Pyrithione

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Sodium Pyrithione Basic information

Product Name:
Sodium Pyrithione
Synonyms:
  • SODIUM-2-PYRIDINETHIOL-1-OXIDE
  • SODIUM PYRIDINE-2-THIOLATE 1-OXIDE HYDRATE
  • SODIUM PYRITHIONE
  • SODIUM OMADINE
  • PYRITHIONE SODIUM
  • PYRITHIONE SODIUM SALT
  • N-Hydroxy-2-pyridinethione sodium salt
  • N-HYDROXYPYRIDINETHIONE SODIUM SALT
CAS:
3811-73-2
MF:
C5H6NNaOS
MW:
151.16
EINECS:
223-296-5
Product Categories:
  • intermediates
  • Heterocyclic Compounds
  • Pyridines derivates
  • C5
  • Heterocyclic Building Blocks
  • Pyridines
  • Classes of Metal Compounds
  • Na (Sodium) Compounds (excluding simple sodium salts)
  • Typical Metal Compounds
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • personal care
Mol File:
3811-73-2.mol
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Sodium Pyrithione Chemical Properties

Melting point:
-25 °C
Boiling point:
109 °C
Density 
1.22
vapor pressure 
0-0Pa at 25℃
refractive index 
1.4825
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
H2O: 0.1 M at 20 °C, clear, faintly yellow
form 
Solution
color 
very deep brown
Water Solubility 
54.7 g/100 mL
Sensitive 
Hygroscopic
λmax
334nm(H2O)(lit.)
Merck 
14,7994
BRN 
4026050
InChIKey
WNGMMIYXPIAYOB-UHFFFAOYSA-M
LogP
-2.38 at 20℃ and pH7
Surface tension
65.013-72.6mN/m at 1-1.02g/L and 20-20.1℃
CAS DataBase Reference
3811-73-2(CAS DataBase Reference)
EPA Substance Registry System
Sodium (2-pyridylthio)-N-oxide (3811-73-2)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-36/38
Safety Statements 
26-36-24/25-37/39
RIDADR 
UN 3334
WGK Germany 
3
RTECS 
UT9000000
3-13
TSCA 
Yes
HS Code 
29333990

MSDS

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Sodium Pyrithione Usage And Synthesis

Description

Sodium pyrithione is mainly used for anti-mildew and antibacterial products in the fields of daily chemicals (shampoo and hair care products), architectural coatings, adhesives, sealants, pesticides, textiles, leather products, metal working fluids, etc. It can also be formulated for disinfection agents, detergents and medical broad-spectrum antifungal dermatological products. At the same time, it is also an effective fungicide and an excellent common disinfectant for fruit trees, peanuts, wheat, vegetables and other crops. Its derivative product, zinc pyrithione, is also a commonly used fungicide for daily chemicals.

Chemical Properties

sodium pyrithione belongs to pyridine derivatives fungicide, appearance is yellow full light dumpling transparent liquid, melting point 250 ℃, slightly characteristic odor. Soluble in water and ethanol and other organic solvents, solubility (by mass fraction): water 53%, ethanol 19%, polyethylene glycol (PECG400) 12%. Best use pH range 7 to 10, mass fraction of 2% aqueous solution pH 8.0. Unstable to light, oxidizing agents and strong reducing agents. Non-ionic surfactants will deactivate it somewhat, and it can chelate with heavy metals.

Uses

sodium pyrithione is a preservative that is not commonly used because of some level of toxicity. It is prohibited in Canada, and it is on the eu Annex II list of substances that must not form part of a cosmetic product composition.

Uses

Sodium omadine is a bactericide for use in cooling fluids and short-term in-can preservation of vinyl acetate latex, paints, and synthetic-fiber lubricants; preservative for cosmetic rinse-off products.

Definition

Apparently exists in equilibrium with the -SH form. Forms chelates with iron, manganese, zinc, etc.

Application

2-Mercaptopyridine N-oxide sodium salt is one of the active components in paint, sealants, shampoo, adhesive and aerosol due to its anti-microbial activity. In biochemistry studies, it is utilized to transport zinc into cells. Further, it is used to form bidentate oxothiolane chelates with transition metals. It acts as a stabilizer and viscosity building provider in weak basic or neutral medium.

brand name

Sodium Omadine (Olin).

General Description

2-Mercaptopyridine N-oxide acts as labelling agent during indium-111 labelling of human platelets. It acts as bioactive ligand and forms palladium and platinum complexes, which were tested as potential antitrypanosomal agents.

Biochem/physiol Actions

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

Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion, subcutaneous and parenteral routes. Used in preservation of cosmetics. When heated to decomposition it emits very toxic fumes of Na2O, NOx, and SOx. See also MERCAPTANS.

Purification Methods

When recrystallised from water, it assayed as 98.7% based on AgNO3 titration [Krivis et al. Anal Chem 35 966 1963; see also Krivis et al. Anal Chem 48 1001 1976, and Barton & Crich J Chem Soc, Perkin Trans 1 1603, 1613 1986]. [Beilstein 21/7 V 151.]

Mode of action

Pyrithione Sodium is the sodium salt form of pyrithione, a fungistatic and antimicrobial derivative of aspergillic acid. Although the exact mechanism of action remains to be fully elucidated, pyrithione sodium appears to interfere with membrane transport ultimately leading to a loss of metabolic control.

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