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Zinc pyrithione(CAS No. 13463-41-7)

Zinc pyrithione 2(C5H4NOS).Zn (cas 13463-41-7) Molecular Structure

13463-41-7 Structure

Identification and Related Records

【Name】
Zinc pyrithione
【CAS Registry number】
13463-41-7
【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(EC#)】
236-671-3
【Molecular Formula】
2(C5H4NOS).Zn (Products with the same molecular formula)
【Molecular Weight】
317.69
【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
【Canonical SMILES】
C1=CC=[N+](C(=C1)[S-])[O-].C1=CC=[N+](C(=C1)[S-])[O-].[Zn+2]
【MOL File】
13463-41-7.mol

Chemical and Physical Properties

【Appearance】
Off-white to tan powder
【Density】
1.782 g/cm3 (25 C)
【Melting Point】
262
【Boiling Point】
253.8°C at 760 mmHg
【Vapour】
0.00275mmHg at 25°C
【Flash Point】
107.3°C
【Water】
Insoluble (
【Solubilities】
Insoluble (<0.1 g/100 mL at 21oC)
【Color/Form】
OFF-WHITE, POWDER
【Stability】
Stable @ 100 C for 120 hr.
【Storage temp】
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
【Computed Properties】
Molecular Weight:317.72172 [g/mol]
Molecular Formula:C10H8N2O2S2Zn
H-Bond Donor:0
H-Bond Acceptor:4
Rotatable Bond Count:2
Exact Mass:315.931865
MonoIsotopic Mass:315.931865
Topological Polar Surface Area:52.9
Heavy Atom Count:17
Formal Charge:0
Complexity:183
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:3

Safety and Handling

【Hazard Codes】
T+
【Risk Statements】
R24/25
【Safety Statements 】
26-28-36/37/39-45
【HazardClass】
6.1(b)
【Safety】

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

【PackingGroup 】
III
【Transport】
HAZARD
【Formulations/Preparations】
"OMADINE" TRADEMARK FOR A SERIES OF DERIVATIVES OF PYRIDINETHIONE (SUCH AS 1-HYDROXY-2-PYRIDINETHIONE, C5H4NOH(S)) HAVING BACTERICIDE-FUNGICIDE PROPERTIES. USED IN COSMETICS, TEXTILES, CUTTING OILS & COOLANT SYSTEMS, VINYL FILMS & RUBBER PRODUCTS.
...AVAILABLE COMMERCIALLY AS TECHNICAL-GRADE POWDERS (90-95%) & SOLN/DISPERSIONS (40-50%).
FORMULATIONS: BRECK ONE SHAMPOO (1%) (BRECK), DANEX SHAMPO0 (1%) (HERBERT), HEAD & SHOULDERS SHAMPOO (2%) (PROCTER & GAMBLE), ZINCON SHAMPOO (1%) (LEDERLE).
DHS(tm) Zinc Dandruff Shampoo - aids in control of dandruff, seborrheic dermatitus of the scalp /2% zinc pyrithione/
【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 .

【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Derived from 2-chloropyridine N-oxide.
【Usage】

Microbiocide.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
【Therapeutic Uses】
Keratolytic Agents
/Pyrithione zinc/ effectiveness in dandruff and seborrhea is purported to result from both /cytostatic and antifungal/ actions and ... residual adherence to the skin after shampoo and rinse.
【Biomedical Effects and Toxicity】
...LESS THAN 1% OF ADMIN ZINC PYRITHIONE IS ABSORBED /THROUGH THE SKIN/.
METABOLISM OF ZINC...2-PYRIDINETHIOL 1-OXIDE HAS BEEN INVESTIGATED IN YORKSHIRE PIGS AFTER IV ADMIN. WITHIN 96 HR...56% OF ZINC SALT...WAS EXCRETED IN URINE.
AFTER IV ADMIN IN RABBITS (14)C DISAPPEARED FROM BLOOD RAPIDLY, WITHIN 6 HR, 75% WAS EXCRETED INTO URINE WHILE CONCN OF (65)ZN REMAINED RELATIVELY CONSTANT WITH ONLY 0.5% EXCRETED INTO URINE. TISSUE CONCN OF (65)ZN WERE ABOUT 10 TIMES HIGHER THAN (14)C. EIGHT HR AFTER DERMAL APPLICATION, 0.5% OF (14)C WAS EXCRETED INTO URINE, & SAME AMT WAS FOUND IN MAJOR ORGANS OF RABBIT. LESS THAN 0.002% OF APPLIED (65)ZN WAS FOUND IN URINE & 0.008% WAS FOUND IN MAJOR ORGANS. [KLASSEN CD; TOXICOL APPL PHARMACOL 35 (3): 581 (1976)] PubMed Abstract
(35)S-LABELED ZN PYRITHIONE ADMIN TO RATS, RABBITS & MONKEYS, EITHER ORALLY OR IP WERE ABSORBED INTO CIRCULATION TO EXTENT OF 80-90%. (35)S WAS EXCRETED RAPIDLY IN URINE, MODERATE AMT IN BILE. SMALL AMT REMAINED WIDELY DISTRIBUTED IN BODY AFTER 72 HR. [ZILLER SA; FOOD COSMET TOXICOL 15 (1): 49 (1977)] PubMed Abstract
ORALLY ADMIN (14)C-LABELED ZINC PYRITHIONE'S MAJOR ROUTE OF ELIMINATION FROM BODY WAS URINE. RADIOASSAY OF TISSUE INDICATED RAPID EXCRETION & NO BODY RETENTION TO ANY SIGNIFICANT DEGREE.
Although the zinc ion is an important element of the therapeutic action of /zinc pyridinethione/, only the pyridinethione moiety is absorbed following ingestion, with the majority of zinc eliminated in the feces.

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