Piroctone olamine

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.

Piroctone olamine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.065.957
MeSH Piroctone+olamine
PubChem CID
UNII
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

It is often used in anti-dandruff shampoo as a replacement for the commonly used compound zinc pyrithione. It is structurally similar to ciclopirox and pyrithione, containing a substituted pyridine (pyridinone) group which inhibits ergosterol synthesis.

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.
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