SML2011

Ciclopirox

≥98% (HPLC)

• Sinônimo(s): Ciclopirox, 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone, HOE 296b, 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone
• Fórmula empírica (Notação de Hill): C₁₂H₁₇NO₂
• Número CAS: 29342-05-0
• Peso molecular: 207.27
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00599441
• Assay: ≥98% (HPLC)
• Form: powder

Propriedades

• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: ON1C(C2CCCCC2)=CC(C)=CC1=O
• 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

Descrição

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.

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.

Informações de segurança

• Pictogramas: GHS07
• Palavra de aviso: Warning
• Códigos de risco: H302 + H312 + H332,H319
• Declarações de precaução: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2
• Classe de armazenamento: 11 - Combustible Solids
• O que está acontecendo?: WGK 3