Piroctone olamine

Piroctone olamine

Identifiers
CAS Number	68890-66-4  Y
3D model (JSmol)	Interactive image
ChemSpider	45574  N
ECHA InfoCard	100.065.957
MeSH	Piroctone+olamine
PubChem CID	50258
UNII	A4V5C6R9FB  Y
CompTox Dashboard (EPA)	DTXSID4046735
InChI InChI=1S/C14H23NO2.C2H7NO/c1-10-6-12(15(17)13(16)8-10)7-11(2)9-14(3,4)5;3-1-2-4/h6,8,11,17H,7,9H2,1-5H3;4H,1-3H2 N Key: BTSZTGGZJQFALU-UHFFFAOYSA-N N InChI=1/C14H23NO2.C2H7NO/c1-10-6-12(15(17)13(16)8-10)7-11(2)9-14(3,4)5;3-1-2-4/h6,8,11,17H,7,9H2,1-5H3;4H,1-3H2 Key: BTSZTGGZJQFALU-UHFFFAOYAP
SMILES CC1=CC(=O)N(C(=C1)CC(C)CC(C)(C)C)O.C(CO)N
Properties
Chemical formula	C16H30N2O3
Molar mass	298.421
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

Piroctone olamine (INN; also known as piroctone ethanolamine) is a compound sometimes used in the treatment of fungal infections. ^[1] Piroctone olamine is the ethanolamine salt of the hydroxamic acid derivative piroctone. It was first synthesized in 1979 by Schwarzkopf-Henkel (Germany).

It is often used in anti-dandruff shampoo as a replacement for the commonly used compound zinc pyrithione which was banned in the EU in 2021 because of concerns for environmental toxicity.

It is structurally similar to ciclopirox and pyrithione, containing a substituted pyridine (pyridinone) group which inhibits ergosterol synthesis.^{[ citation needed ]}

References

1. Dubini F, Bellotti MG, Frangi A, Monti D, Saccomani L (2005). "In vitro antimycotic activity and nail permeation models of a piroctone olamine containing transungual water soluble technology". Arzneimittel-Forschung. 55 (8): 478–83. doi:10.1055/s-0031-1296892. PMID   16149717. S2CID   11337188.