Pyrithione
Structural Formula Vector Image
Title: Pyrithione
CAS Registry Number: 1121-30-8
CAS Name: 1-Hydroxy-2(1H)-pyridinethione
Additional Names: 2-pyridinethiol 1-oxide; 2-mercaptopyridine 1-oxide; PTO
Trademarks: Omadine (Olin)
Molecular Formula: C5H5NOS
Molecular Weight: 127.16
Percent Composition: C 47.23%, H 3.96%, N 11.02%, O 12.58%, S 25.22%
Literature References: Prepn: Shaw et al., J. Am. Chem. Soc. 72, 4362 (1950); Semenoff, Dolliver, US 2745826 (1956 to Olin Mathieson).
 
Derivative Type: Sodium salt
Trademarks: Fonderma (Biosedra)
Molecular Formula: C5H4NNaOS
Molecular Weight: 149.15
Percent Composition: C 40.26%, H 2.70%, N 9.39%, Na 15.41%, O 10.73%, S 21.50%
 
Derivative Type: Zinc derivative
CAS Registry Number: 13463-41-7
Additional Names: Zinc pyrithione; zinc pyridinethione; bis(2-pyridylthio)zinc 1,1¢-dioxide; bis-(1-hydroxy-2(1H)-pyridinethionato-O,S)zinc
Trademarks: Desquaman (Hermal)
Molecular Formula: C10H8N2O2S2Zn
Molecular Weight: 317.72
Percent Composition: C 37.80%, H 2.54%, N 8.82%, O 10.07%, S 20.18%, Zn 20.59%
Literature References: Prepn: GB 761171 (1956 to Olin Mathieson). Activity: Karsten et al., US 3236733; Judge et al., US 3281366 (both 1966 to Procter and Gamble).
 
Derivative Type: Dimer
Additional Names: Dipyrithione; 2,2¢-dithiobispyridine 1,1¢-dioxide; OMDS
Trademarks: Omadine Disulfide (Olin)
Molecular Formula: C10H8N2O2S2
Molecular Weight: 252.31
Percent Composition: C 47.60%, H 3.20%, N 11.10%, O 12.68%, S 25.42%
 
Use: Fungicide, bactericide.
Therap-Cat: Antibacterial; antifungal. Zinc deriv also as antiseborrheic.
Keywords: Antifungal (Synthetic); Antiseborrheic.

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