- Pyrithione zinc
- Drug Entry
Pyrithione zinc, or zinc pyrithione or zinc pyridinethione, is a coordination complex consisted of pyrithione ligands chelated to zinc (2+) ions via oxygen and sulfur centers. In the crystalline state, it exists as a centrosymmetric dimer. Due to its dynamic fungistatic and bacteriostatic properties, pyrithione zinc is used to treat dandruff and seborrheic dermatitis. Dandruff is a common scalp disease affecting >40% of the world's adult population, and may be caused by fungi such as Malassezia globosa and M. restricta 3.
Pyrithione zinc is commonly found as an active ingredient in OTC antidandruff topical treatments such as shampoos. It mediates its action by increasing the cellular levels of copper, and damaging iron-sulfur clusters of proteins essential for fungal metabolism and growth 1. Due to low solubility, pyrithione zinc released from the topical formulations is deposited and retained relatively well onto the target skin surfaces 2. Other uses of pyrithione zinc include additive in antifouling outdoor paints and algaecide. While its use has been approved in the early 1960's by the FDA 4, safety and effectiveness of pyrithione zinc has been reported for decades. It is not shown to have any significant estrogenic activity according to the in vivo and in vitro assays 4.
- Accession Number
- Pyrithion-Zink / Zinc omadine / Zinc pyridinethione / Zinc Pyrithione / Zinc-2-pyridinethione-1-oxide / Zincpolyanemine
- CAS Number
- Average: 317.722
- Chemical Formula
- InChI Key
- IUPAC Name
- zinc(2+) bis((1-oxidopyridin-1-ium-2-yl)sulfanide)
- Predicted Properties
Property Value Source Water Solubility 0.068 mg/mL ALOGPS logP 0.6 ALOGPS logP 0.2 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 6.84 Chemaxon pKa (Strongest Basic) 0.66 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 26.94 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 31.64 m3·mol-1 Chemaxon Polarizability 11.91 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon