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Ciclopirox ethanolamine

iron chelator, broad-spectrum antifungal agent CAS# 41621-49-2

Ciclopirox ethanolamine

Catalog No. BCC4372----Order now to get a substantial discount!

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Ciclopirox ethanolamine: 5mg $12 In Stock
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Chemical structure

Ciclopirox ethanolamine

3D structure

Chemical Properties of Ciclopirox ethanolamine

Cas No. 41621-49-2 SDF Download SDF
PubChem ID 38911 Appearance Powder
Formula C14H24N2O3 M.Wt 268.35
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : 62.5 mg/mL (232.90 mM; Need ultrasonic)
Chemical Name 2-aminoethanol;6-cyclohexyl-1-hydroxy-4-methylpyridin-2-one
SMILES CC1=CC(=O)N(C(=C1)C2CCCCC2)O.C(CO)N
Standard InChIKey MBRHNTMUYWQHMR-UHFFFAOYSA-N
Standard InChI InChI=1S/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Ciclopirox ethanolamine Dilution Calculator

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Ciclopirox ethanolamine Molarity Calculator

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Preparing Stock Solutions of Ciclopirox ethanolamine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7265 mL 18.6324 mL 37.2648 mL 74.5295 mL 93.1619 mL
5 mM 0.7453 mL 3.7265 mL 7.453 mL 14.9059 mL 18.6324 mL
10 mM 0.3726 mL 1.8632 mL 3.7265 mL 7.453 mL 9.3162 mL
50 mM 0.0745 mL 0.3726 mL 0.7453 mL 1.4906 mL 1.8632 mL
100 mM 0.0373 mL 0.1863 mL 0.3726 mL 0.7453 mL 0.9316 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Ciclopirox ethanolamine

IC50: Ciclopirox ethanolamine, a broad-spectrum antifungal agent, inhibits dermatophytes and yeasts pathogenic with a minimal inhibitory concentration (MIC) of 0.98-3.9 μg/mL.

Ciclopirox ethanolamine, working as an iron chelator, suppresses a substantial number of clinically relevant dermatophytes, yeasts, and molds, including the frequently azole-resistant Candida species Candida glabrata, Candida krusei, and Candida guilliermondii. Moreover, Ciclopirox has been proved to inhibit a wide range of bacteria in humans, including many gram-positive and gram-negative species pathogenic bacteria. [1]

In vitro: Ciclopirox inhibited dermatophytes and yeasts pathogenic with MICs of 0.98-3.9 μg/mL. Studies from C. albicans cells demonstrated that after being rapidly absorbed, Ciclopirox largely accumulated intracellular with a concentration of 200 times greater than those in the medium. High concentration of Ciclopirox resulted in the loss of folin-positive substances and potassium ions, by this way this agent could lead to cellular leakage without breaking the cell wall. Similarly, by decreasing the uptake of precursors of the macromolecules or by decreasing the uptake of essential ions such as potassium ions and phosphate, Ciclopirox blocked the synthesis of protein, RNA, and DNA in growing fungal cells. The chelation of metal ions and the suppression of iron-dependent enzymes were crucial for Ciclopirox to exert antifungal effects. Ciclopirox alone intensively suppressed the growth of Aspergillus fumigatus B5233 conidia. Ciclopirox also exhibited synergistic antifungal effect when being combined used with ketoconazole. [1]

In 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. [2]

Clinical trial: A great deal of clinical trials was and still being conducted with Ciclopirox. This agent was first applied for fungal skin infections and vaginal candidiasis, and has been well established in these indications. More recently, Ciclopirox has been clinically explored in seborrhoeic dermatitis and onychomycosis, demonstrating remarkable efficacy and excellent tolerability. [3]

References:
[1]Niewerth M, Kunze D, Seibold M, Schaller M, Korting HC and Hube B.  Ciclopirox olamine treatment affects the expression pattern of candida albicans genes encoding virulence factors, iron metabolism proteins, and drug resistance factors. Antimicrob Agents Chem. 2003 Jun; 47(6): 180517.
[2]Linden T, Katschinski DR, Eckhardt K, Scheid A, Pagel H and Wenger RH.  The antimycotic ciclopirox olamine induces HIF-1 stability, VEGF expression, and angiogenesis. FASEB. 2003 Feb; 17: 761–3.
[3]Subissi A, Monti D, Togni G and Mailland F.  Recent nonclinical and clinical data relevant to its use as a topical antimycotic agent. Drugs. 2010 Nov; 70(16): 2133-52.

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Description

Ciclopirox olamine is a synthetic antifungal agent for topical dermatologic treatment of superficial mycoses.

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