7994. Pyrithione

Nomenclature

CAS number: 1121-30-8
1-Hydroxy-2(1H)-pyridinethione; 2-pyridinethiol 1-oxide; 2-mercaptopyridine 1-oxide; PTO; Omadine (Olin).
C5H5NOS; mol wt 127.16.
C 47.23%, H 3.96%, N 11.02%, O 12.58%, S 25.22%.

Description and references

Prepn: Shaw et al., J. Am. Chem. Soc. 72, 4362 (1950); Semenoff, Dolliver, US 2745826 (1956 to Olin Mathieson).

Chemical structure

Derivative

Sodium salt.

Nomenclature

Fonderma (Biosedra).
C5H4NNaOS; mol wt 149.15.
C 40.26%, H 2.70%, N 9.39%, Na 15.41%, O 10.73%, S 21.50%.

Derivative

Zinc derivative.

Nomenclature

CAS number: 13463-41-7
Zinc pyrithione; zinc pyridinethione; bis(2-pyridylthio)zinc 1,1′-dioxide; bis-(1-hydroxy-2(1H)-pyridinethionato-O,S)zinc; Desquaman (Hermal).
C10H8N2O2S2Zn; mol wt 317.72.
C 37.80%, H 2.54%, N 8.82%, O 10.07%, S 20.18%, Zn 20.59%.

Description and 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

Dimer.

Nomenclature

Dipyrithione; 2,2′-dithiobispyridine 1,1′-dioxide; OMDS; Omadine Disulfide (Olin).
C10H8N2O2S2; mol wt 252.31.
C 47.60%, H 3.20%, N 11.10%, O 12.68%, S 25.42%.

Use

Fungicide, bactericide.

Therapeutic Category

Antibacterial; antifungal. Zinc deriv also as antiseborrheic.

Keywords

Antifungal (Synthetic); Antiseborrheic