Piroctone olamine
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Piroctone olamine is a pyridine derivate. It is known to have a fungicidal effect.
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- Pureté: 99.69%
- CAS No.: 68890-66-4
- Formule: C16H30N2O3
- Masse moléculaire:298.42
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Stockage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Activité biologique
Antifungal[1]
Piroctone olamine, the ethanolamine salt of the hydroxamic acid derivative Piroctone, is a hydroxypyridone anti-mycotic agent. Piroctone olamine penetrates the cell membrane and forms complexes with iron ions, inhibiting energy metabolism in mitochondria[1]. Piroctone olamine (PO) is an ethanolamine salt of the hydroxamic acid derivative Piroctone. All Candida strains show low minimum inhibitory concentrations (MICs) for Piroctone olamine (0.125-0.5 μg/mL) and Amphotericin B (AMB) (0.03-1 μg/mL)[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS No. 68890-66-4
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Appearance Solid
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Masse moléculaire 298.42
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Formule C16H30N2O3
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Color White to off-white
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SMILES
O=C1C=C(C)C=C(CC(C)CC(C)(C)C)N1O.NCCO
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Synonyms
Piroctone ethanolamine
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvant et solubilité
H2O : 50 mg/mL (167.55 mM; ultrasonic and adjust pH to 9 with NaOH)
DMSO : 11.11 mg/mL (37.23 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 1.11 mg/mL (3.72 mM); Clear solution
This protocol yields a clear solution of ≥ 1.11 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (11.1 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 1.11 mg/mL (3.72 mM); Clear solution
This protocol yields a clear solution of ≥ 1.11 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (11.1 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Working solution concentration: 0.22 mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
Protocole
Ten different concentrations are used, ranging from 0.03 to 16 μg/mL of AMB and 0.125 to 64 μg/mL of FLZ. Piroctone olamine is diluted in DMSO to a stock solution concentration of 1600 μg/mL. The concentrations of Piroctone olamine (PO) range from 0.0625 to 32 μg/mL. The plates are incubated at 37°C and readings are taken after 24 and 48 h of incubation. Two control wells, free from other fungi and yeasts, are included in the assay. The readings are made visually for comparison against the growth in control wells. The minimum inhibitory concentration (MIC) is the lowest concentration capable of inhibiting visible growth of the isolates tested against the respective control well. Assays are performed in duplicate[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Mice[2]
The swiss mice (n=6) are infected by intraperitoneal injection of 0.2 mL of C. albicans (107cells/ml in saline). The animals are observed daily for clinical signs and mortality for 14 days. The treatment with Piroctone olamine (0.5 mg/kg) is performed 72 h after infection by intraperitoneal administration. For comparison, a group of animals (n=6) is treated with Amphotericin B (0.5 mg/kg). The mycological diagnosis is made by collecting the liver, spleen and kidneys. Data regarding the fungal growth and mortality are analyzed statistically by Student’s t test and analysis of variance.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Pureté et documentation
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Fiche technique (277 KB)
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SDS (416 KB)
- English - EN (416 KB)
- Français - FR (416 KB)
- Deutsch - DE (416 KB)
- Norwegian - NO (416 KB)
- Español - ES (416 KB)
- Swedish - SV (416 KB)
- Italian - IT (416 KB)
- Korean - KR (416 KB)
- Portuguese - PT (416 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Youn HJ, et al. Efficacy and Safety of Cream Containing Climbazole/Piroctone Olamine for Facial Seborrheic Dermatitis: A Single-Center, Open-Label Split-Face Clinical Study. Ann Dermatol. 2016 Dec;28(6):733-739. [Content Brief]
[2]. do Couto FM, et al. Antifungal activity of the piroctone olamine in experimental intra-abdominal candidiasis. Springerplus. 2016 Apr 16;5:468. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO / H2O | 1 mM | 3.3510 mL | 16.7549 mL | 33.5098 mL | 83.7745 mL |
| 5 mM | 0.6702 mL | 3.3510 mL | 6.7020 mL | 16.7549 mL | |
| 10 mM | 0.3351 mL | 1.6755 mL | 3.3510 mL | 8.3775 mL | |
| 15 mM | 0.2234 mL | 1.1170 mL | 2.2340 mL | 5.5850 mL | |
| 20 mM | 0.1675 mL | 0.8377 mL | 1.6755 mL | 4.1887 mL | |
| 25 mM | 0.1340 mL | 0.6702 mL | 1.3404 mL | 3.3510 mL | |
| 30 mM | 0.1117 mL | 0.5585 mL | 1.1170 mL | 2.7925 mL | |
| H2O | 40 mM | 0.0838 mL | 0.4189 mL | 0.8377 mL | 2.0944 mL |
| 50 mM | 0.0670 mL | 0.3351 mL | 0.6702 mL | 1.6755 mL | |
| 60 mM | 0.0558 mL | 0.2792 mL | 0.5585 mL | 1.3962 mL | |
| 80 mM | 0.0419 mL | 0.2094 mL | 0.4189 mL | 1.0472 mL | |
| 100 mM | 0.0335 mL | 0.1675 mL | 0.3351 mL | 0.8377 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.