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13463-41-7

Basic Information
CAS No.: 13463-41-7
Name: Zinc pyrithione
Molecular Structure:
Molecular Structure of 13463-41-7 (Zinc pyrithione)
Formula: 2(C5H4NOS).Zn
Molecular Weight: 317.68
Synonyms: 2(1H)-Pyridinethione, 1-hydroxy-, zinc complex;2-Mercaptopyridine 1-oxide zinc salt;2-Pyridinethiol-1-oxide, zinc salt;AI3-62421;BC-J;Biocut ZP;Bis(1-hydroxy-2(1H)-pyridinethionato)zinc;
EINECS: 236-671-3
Density: 1.782 g/cm3 (25oC)
Melting Point: 262oC
Boiling Point: 253.8 °C at 760 mmHg
Flash Point: 107.3 °C
Solubility: <0.1 g/100 mL at 21 °C in water
Appearance: Fine beige granules
Hazard Symbols: VeryT+
Risk Codes: 24/25-26-37/38-41
Safety: 26-28-36/37/39-45
Transport Information: UN 2811 6.1/PG 2
PSA: 101.52000
LogP: 3.34050
Synthetic route
3811-73-2

2-mercaptopyridine-1-oxide sodium salt

7646-85-7

zinc(II) chloride

13463-41-7

zinc pyrithione

Conditions
ConditionsYield
In water at 70℃; for 1.16667h; Product distribution / selectivity;99.1%
100685-55-0

zinc(II) sulfate monohydrate

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

13463-41-7

zinc pyrithione

Conditions
ConditionsYield
In water
In water

zinc hydroxide nitrate hydrate

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

13463-41-7

zinc pyrithione

Conditions
ConditionsYield
With acetic acid In water aq. soln. of sodium pyrithione titrated with glacial acetic acid to pH=6.5, Zn5(OH)8(NO3)2*2H2O added, suspn. stirred for 5-120 min at room temp. under ambient pressure, quenched; ppt. centrifuged, washed with ethanol and deionized water (1:1,v:v), air-dried at 65 °C for 1 d;

5Zn(2+)*8(OH)(1-)*2CH3CO2(1-)*99H2O=Zn5(OH)8[CH3CO2]2*99H2O

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

13463-41-7

zinc pyrithione

Conditions
ConditionsYield
With acetic acid In water aq. soln. of sodium pyrithione titrated with glacial acetic acid to pH=6.5, Zn5(OH)8(CH3CO2)2*2H2O added, suspn. stirred for 5-120 min at room temp. under ambient pressure, quenched; ppt. centrifuged, washed with ethanol and deionized water (1:1,v:v), air-dried at 65 °C for 1 d;

Zn5(OH)8(dodecylsulfate)2*99H2O

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

13463-41-7

zinc pyrithione

Conditions
ConditionsYield
With acetic acid In water Kinetics; aq. soln. of sodium pyrithione titrated with glacial acetic acid to pH=6.5, Zn5(OH)8(dodecylsulfate)2*2H2O added, suspn. stirred for 5-120 min at room temp. under ambient pressure, quenched; ppt. centrifuged, washed with ethanol and deionized water (1:1,v:v), air-dried at 65 °C for 1 d;
10196-18-6

zinc(II) nitrate

3811-73-2

2-mercaptopyridine-1-oxide sodium salt

13463-41-7

zinc pyrithione

Conditions
ConditionsYield
In not given addn. of soln. of sodium salt of 1-hydroxypyridine-2-thione to Zn(II) nitrate soln. with stirring; pptn.; filtration; washing (water, ethanol, ether); drying in a desiccator overCaCl2; elem. anal.;
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    Structure Formula Molecular Formula C10H8N2O2S2Zn Molecular Weight 316 Specification Appearance: white- resembling crystalline powder Content: ¡Ý

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Chemistry

The Molecular Structure of Zinc pyrithione (CAS NO.13463-41-7):

Molecular formula :C10H8N2O2S2Zn
Molar mass: 317.70 g/mol 
Nominal Mass: 316 Da
Average Mass: 317.7217 Da
Monoisotopic Mass: 315.931864 Da
EINECS: 236-671-3  
IUPAC Name: zinc 1-oxidopyridine-2-thione   
Product Categories: Organometallics;Heterocyclic Compounds;Classes of Metal Compounds;Transition Metal Compounds;Zn (Zinc) Compounds 
Water Solubility: Insoluble (<0.1 g/100 mL at 21 ºC)
InChI
InChI=1/2C5H5NOS.Zn/c2*7-6-4-2-1-3-5(6)8;/h2*1-4,8H;/q;;+2/p-2/rC10H8N2O2S2Zn/c13-11-7-3-1-5-9(11)15-17-16-10-6-2-4-8-12(10)14/h1-8H
Smiles
c1([n+](cccc1)[O-])S[Zn]Sc1[n+](cccc1)[O-]

Uses

1. Zinc pyrithione (CAS NO.13463-41-7) can be  used as an antifungal and antibacterial agent. It  has antibacterial properties and is effective against many pathogens from the streptococcus and staphylococcus class.It is best known  in treating dandruff and seborrhoeic dermatitis.It is also used in treating  psoriasis, eczema, fungus,ringworm,  athletes foot, dry skin, tinea,atypical dermatitis,  and vitiligo.
2.Used in paint:due to its low solubility in water (8 ppm at neutral pH),  Zinc pyrithione (CAS NO.13463-41-7) is suitable for use in outdoor paints and other products that provide protection against mildew and algae. When used in latex paints and the water contains high amount of iron, a sequestering agent that will preferentially bind the iron ions is needed. Its decomposition by ultraviolet light is slow, providing years of protection even against direct sunlight.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 600mg/kg (600mg/kg)   Clinical Toxicology. Vol. 13, Pg. 1, 1978.
Link to PubMed
dog LDLo intravenous 25mg/kg (25mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toxicology and Applied Pharmacology. Vol. 9, Pg. 269, 1966.
Link to PubMed
guinea pig LD50 oral > 2gm/kg (2000mg/kg)   Toxicology and Applied Pharmacology. Vol. 7, Pg. 425, 1965.
mammal (species unspecified) LC50 inhalation 140mg/m3/4H (140mg/m3)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0790-1035,
monkey LDLo intravenous 25mg/kg (25mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Toxicology and Applied Pharmacology. Vol. 9, Pg. 269, 1966.
 
mouse LD50 intraperitoneal 26800ug/kg (26.8mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 1067, 1974.
mouse LD50 oral 160mg/kg (160mg/kg)   Clinical Toxicology. Vol. 13, Pg. 1, 1978.
 
mouse LD50 subcutaneous 730mg/kg (730mg/kg)   Clinical Toxicology. Vol. 13, Pg. 1, 1978.
 
rabbit LD50 skin 100mg/kg (100mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 965, 1981.
rabbit LDLo intravenous 10mg/kg (10mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Toxicology and Applied Pharmacology. Vol. 9, Pg. 269, 1966.
 
rat LC50 inhalation 140mg/m3/4H (140mg/m3) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0527753-1,
rat LD50 oral 177mg/kg (177mg/kg)   Toxicology Annual. Vol. 3, Pg. 1, 1979.

Safety Profile

Hazard Codes: VeryT+
Risk Statements: 24/25-26-37/38-41 
R24/25: Toxic in contact with skin and if swallowed 
R26: Very Toxic by inhalation 
R37/38: Irritating to respiratory system and skin
R41: Risk of serious damage to the eyes
Safety Statements: 26-28-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S28: After contact with skin, wash immediately with plenty of soap-suds
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: ZH0950000
HazardClass: 6.1(b)
PackingGroup: III

Specification

 Zinc pyrithione (CAS NO.13463-41-7) is also called as 1-Hydroxy-2-pyridine thione, zn salt ; 1-Hydroxypyridine-2-thione zinc ; 1-Hydroxypyridine-2-thione zinc salt ; 2-Pyridinethiol 1-oxide zinc salt ; 2-Mercaptopyridine n-oxide zinc ; 2-Mercaptopyridine n-oxide zinc salt ; 2-Mercaptopyridine-1-oxide zinc salt ; Mercaptopyridine n-oxide zinc salt .