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13463-41-7
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???(??):
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Zinc pyrithione
???(??):
ZPT;Pyrithione zinc;ZNPT;1-HYDROXYPYRIDINE-2-THIONE ZINC;Bis[[(pyridine 1-oxide)-2-yl]thio] zinc salt;zincomadine;2-MERCAPTOPYRIDINE N-OXIDE ZINC SALT;1-HYDROXYPYRIDINE-2-THIONE ZINC SALT;zincpt;OM-1563
CBNumber:
CB6456070
???:
C10H8N2O2S2Zn
??? ??:
317.71
MOL ??:
13463-41-7.mol
MSDS ??:
SDS

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???
approximate 240℃
??
1.782 g/cm3(Temp: 25 °C)
???
0Pa at 25℃
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Sealed in dry,Room Temperature
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almost transparency in Pyridine
??? ??
??
??
White to Orange to Green
??
??? ??? ??
???
???(21°C?? <0.1g/100mL)
Merck
14,7994
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????
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InChI
InChI=1S/2C5H5NOS.Zn/c2*7-6-4-2-1-3-5(6)8;/h2*1-4,8H;/q;;+2/p-2
InChIKey
OTPSWLRZXRHDNX-UHFFFAOYSA-L
SMILES
C1(C=CC=C[N+]=1[O-])S[Zn]SC1C=CC=C[N+]=1[O-]
LogP
0.9 at 25℃ and pH7.5-7.7
????
73mN/m at 7.22mg/L and 20℃
CAS ??????
13463-41-7(CAS DataBase Reference)
EPA
Zinc pyrithione (13463-41-7)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T+,N,T
?? ???? ?? 24/25-26-37/38-41-50/53-23-22
????? 26-28-36/37/39-45-61-60-39
????(UN No.) UN 2811 6.1/PG 2
WGK ?? 3
RTECS ?? ZH0950000
TSCA TSCA listed
?? ?? 6.1(b)
???? III
HS ?? 29333990
???? ??? 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 2 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Repr. 1B
STOT RE 1
?? ?? ??? 13463-41-7(Hazardous Substances Data)
?? LD50 oral in rat: 177mg/kg
???? ?? KE-35577
????(GHS): Corrosion (GHS05)Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H301 ??? ??? ?? ?? ?? - ?? ?? 3 ?? P264, P270, P301+P310, P321, P330,P405, P501
H318 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 1 ?? P280, P305+P351+P338, P310
H330 ???? ???? ?? ?? ?? ?? ?? 1, 2 ?? P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
H372 ??? ?? ?? ???? ??(??, ??? ?? ??? ?? ??? ??)? ??? ??? ?? ???? ?? - ?? ?? ?? 1 ?? P260, P264, P270, P314, P501
H410 ??? ??? ?? ????? ?? ??? ?? ????? ?? - ?? ?? 1 ?? P273, P391, P501
??????:
P202 ?? ?? ?? ??? ?? ???? ??? ???? ???.
P260 ??·?·??·???·??·...·????? ???? ???.
P273 ???? ???? ???.
P280 ????/???/???/?????? ?????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
0
4 0

?? ???? MSDS


2-Pyridinethiol-1-oxide zinc salt

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Zinc pyrithione is a coordination complex of zinc and pyrithione that has antimicrobial and anticancer activities. It is active against the bacteria E. coli, S. aureus, K. pneumoniae, A. baumannii, P. aeruginosa, E. faecium, E. faecalis, and E. cloacae (MICs = 1-4 μg/ml) and the fungus P. ovale when used at concentrations ranging from 0.01 to 10 μg/ml. Zinc pyrithione reduces tumor growth in an SCC-4 mouse xenograft model when administered at a dose of 1 mg/kg per week for six weeks. Formulations containing zinc pyrithione have been used in the treatment of dandruff.

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Beige granules

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Zinc pyrithione is directly cytotoxic and has antimicrobial effects. Zinc pyrithione is found in many shampoos (DHS-Zinc, Head and Shoulders) and should be applied for 5 minutes daily for 2 weeks.
Ketoconazole & Pyrithione Shampoo
Zinc pyrithione is the active ingredient in several shampoos used to control dandruff and seborrheic dermatitis and is also effective in the therapy of tinea versicolor. It remains unclear whether the beneficial effects are caused by an antiproliferative or antimicrobial effect or both. It is substantive to the hair, allowing continued therapeutic effect after washing.

Indications

Zinc pyrithione is the active ingredient in several shampoos used to control dandruff and seborrheic dermatitis and is also effective in the therapy of tinea versicolor. It remains unclear whether the beneficial effects are caused by an antiproliferative or antimicrobial effect or both. It is substantive to the hair, allowing continued therapeutic effect after washing.

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Fine beige granules.

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Insoluble in water.

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Organometallics, such as Zinc pyrithione, are reactive with many other groups. Incompatible with acids and bases. Organometallics are good reducing agents and therefore incompatible with oxidizing agents. Often reactive with water to generate toxic or flammable gases.

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Flash point data for Zinc pyrithione are not available, but Zinc pyrithione is probably combustible.

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Zinc pyrithione is widely used in antidandruff shampoos and is a classic allergen. Concomitant reactions are expected to both zinc and sodium pyrithione.

Safety Profile

Poison by ingestion, skin contact, intraperitoneal, and intravenous routes. Moderately toxic by subcutaneous route. An experimental teratogen. Experimental reproductive effects. An eye irritant. When heated to decomposition it emits very toxic fumes of NOx, SOx, and ZnO. Used as an anti- dandruff agent in shampoos. See also ZINC COMPOUNDS and SULFIDES.

Synthesis

1000 g of sodium pyrithione, 20% aqueous solution (1.34 mmol of sodium pyrithione) was added to a 2L reactor equipped with a mechanical agitator and warmed to 70 °C with stirring. To the solution was added 190 g of 50 % zinc chloride (0.7 mmol of zinc chloride) over 10 minutes. After the completion of the addition, the solution was stirred at 70 °C for one hour, dehydrated and then washed with 500 g of distilled water. The solid thus obtained was dried with a heated-air drier at 70 °C to have a moisture content of less than 0.5 % and ground with a hammer mill to obtain a find powder of zinc pyrithione. The zinc pyrithione thus obtained was 212 g with a yield of 99.5 %.

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