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Ciclopirox

SIGMA/SML2011 - ≥98% (HPLC)

Synonym: Ciclopirox; 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone; HOE 296b; 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone

CAS Number: 29342-05-0
Empirical Formula (Hill Notation): C12H17NO2
Molecular Weight: 207.27
MDL Number: MFCD00599441
Linear Formula: C12H17NO2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML2011-50MG 50 mg
 $71.50
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45-SML2011-100MG 100 mg
 $129.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3
InChI key SCKYRAXSEDYPSA-UHFFFAOYSA-N
shipped in ambient
SMILES string ON1C(C2CCCCC2)=CC(C)=CC1=O
solubility DMSO: 2 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: Ciclopirox is a chemical compound belonging to the class of hydroxypyridones. It is found active against dermatophytes, yeasts, molds, some bacterias and also azole-resistant Candida species. Unlike other antifungal agents that act for ergosterol inhibition, ciclopirox has a different action. It targets metal-dependent enzymes, which degrades fungal cell peroxides. This unique action of ciclopirox provides less chance for resistance in pathogenic fungi. This compound is used in topical formulations specifically for nails and skin.
Biochem/physiol Actions: Ciclopirox is an antifungal and cell-permeable iron-chelating agent. It has been found to inhibit multiple enzymes and signaling pathways including prolyl hydroxylase 2 (PHD2), eukaryotic translation initiation factor 5A (eIF5A), Wnt/β-catenin, hypoxia-inducible factor-1α (HIF-1 α)/vascular endothelial growth factor (VEGF), vascular endothelial growth factor receptor 3 (VEGFR-3), mammalian target of rapamycin (mTOR), and cyclin dependent kinases (CDKs). Ciclopirox has been shown to have anti-viral and anticancer activity in addition to its antifungal activity. Ciclopirox has also been shown to counteract glucotoxicity in diabetic mice in a p21-dependent manner.
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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