Ciclopirox ethanolamine (HOE 296)

Alias: Ciclopirox olamine;Ciclopirox ethanolamine
Cat No.:V1681 Purity: ≥98%
Ciclopirox ethanolamine (formerly HOE-296; HOE296; Ciclopirox olamine), the ethanolamine salt ofCiclopirox,is a novel, investigational, synthetic, potent and broad-spectrum antifungal agent working as an iron chelator and used as an antifungal agent for topical dermatologic treatment of superficial mycoses.
Ciclopirox ethanolamine (HOE 296) Chemical Structure CAS No.: 41621-49-2
Product category: Potassium Channel
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Ciclopirox ethanolamine (HOE 296):

  • Ciclopirox (HOE 296)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ciclopirox ethanolamine (formerly HOE-296; HOE296; Ciclopirox olamine), the ethanolamine salt of Ciclopirox, is a novel, investigational, synthetic, potent and broad-spectrum antifungal agent working as an iron chelator and used as an antifungal agent for topical dermatologic treatment of superficial mycoses. It is currently being investigated as an alternative treatment to ketoconazole for seborrhoeic dermatitis as it suppresses growth of the yeast Malassezia furfur.It acts by inhibiting the membrane transfer system by interrupting the Na+ K+ ATPase. Ciclopirox ethanolamine suppresses many clinically relevant dermatophytes, yeasts, and molds, including the frequently azole-resistant Candida species Candida glabrata, and Candida guilliermondii. Moreover, Ciclopirox has been proved to inhibit a wide range of bacteria in humans, including many gram(+) and gram (-) species pathogenic bacteria.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
In a study to further explain the mechanism of Ciclopirox GMP, many S. cerevisiae mutants were examined and tested. Interpretation of the effects of pharmacological treatments and mutations suggests that Ciclopirox GMP may act by altering some aspects of DNA repair, cell division signaling and structure (mitotic spindle), and intracellular transport [2]. Ciclopirox GMP is a broad-spectrum antifungal drug with anti-inflammatory characteristics that is effective against the yeast Malassezia spp, which is associated with seborrheic dermatitis [3]. Ciclopirox (olamine) (0.9 μM, 24 h) protects human iPSC-derived RPE cells subjected to TBHP-induced oxidative damage [2].
ln Vivo
The effect of Ciclopirox on endogenous HIF-1 target gene-VEGF was investigated using different animal organ models including mouse skin wound model, rat kidney model and chicken chorioallantoic membrane model. According to the results, CPX functionally activated HIF-1, induced VEGF expression and accelerated angiogenesis.
Cell Assay
Cell Viability Assay[2]
Cell Types: iPSC-derived RPE cells
Tested Concentrations: 0.9 μM
Incubation Duration: 24 h
Experimental Results: Protected human iPSC-derived RPE cells exposed to TBHP-induced cell death. Real Time qPCR[2]
Cell Types: iPSC -derived RPE cells
Tested Concentrations: 0.9 μM
Incubation Duration: 24 h
Experimental Results: Expressed RPE markers (RPE65, BEST1, MITF).
Animal Protocol


References
[1]. Niewerth M, et al. Ciclopirox olamine treatment affects the expression pattern of Candida albicans genes encoding virulence factors, iron metabolism proteins, and drug resistance factors. Antimicrob Agents Chemother. 2003 Jun;47(6):1805-17.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H17NO2.C2H7NO
Molecular Weight
268.35
CAS #
41621-49-2
SMILES
O=C1C=C(C)C=C(C2CCCCC2)N1O.NCCO
InChi Key
HKUKJIQHPXYJTP-UHFFFAOYSA-O
InChi Code
InChI=1S/C12H16NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10H,2-6H2,1H3;4H,1-3H2/q-1;/p+1
Chemical Name
6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone Ethanolamine Salt
Synonyms
Ciclopirox olamine;Ciclopirox ethanolamine
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 6 mg/mL (22.4 mM)
Water:<1 mg/mL
Ethanol:30 mg/mL (111.8 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7265 mL 18.6324 mL 37.2648 mL
5 mM 0.7453 mL 3.7265 mL 7.4530 mL
10 mM 0.3726 mL 1.8632 mL 3.7265 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Ciclopirox ethanolamine

    CPX inhibits H2O2-induced mitochondrial swelling in isolated mitochondria. Br J Pharmacol. 2005 Jun;145(4):469-76.

    Ciclopirox ethanolamine

    CPX prevents H2O2-stimulated Δψm depolarization in cells. Br J Pharmacol. 2005 Jun;145(4):469-76.
  • Ciclopirox ethanolamine

    CPX prevents H2O2-stimulated Δψm depolarization in cells. Br J Pharmacol. 2005 Jun;145(4):469-76.
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