Piroctone olamine is a pyridine analogue. Has fungicidal effect.

Physicochemical Properties

Molecular Formula	C16H30N2O3MOLECULARWEIGHT
Molecular Weight	298.4210
Exact Mass	298.225
CAS #	68890-66-4
Related CAS #	50650-76-5;68890-66-4 (olamine);
PubChem CID	50258
Appearance	White to off-white solid powder
Density	1.1 g/cm3 at 21.5 °C
Boiling Point	344.1ºC at 760 mmHg
Melting Point	130 - 135ºC
Flash Point	161.9ºC
LogP	2.646
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Heavy Atom Count	21
Complexity	371
Defined Atom Stereocenter Count	0
InChi Key	BTSZTGGZJQFALU-UHFFFAOYSA-N
InChi Code	InChI=1S/C14H23NO2.C2H7NO/c1-10-6-12(15(17)13(16)8-10)7-11(2)9-14(3,4)5;3-1-2-4/h6,8,11,17H,7,9H2,1-5H3;4H,1-3H2
Chemical Name	2-aminoethanol;1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2-one
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	The ethanolamine salt of the hydroxypyridone antifungal drug Piroctone, which is derived from hydroxamic acid, is called piroctone olamine. Piroctone ethanolamine has the ability to cross cell membranes, bind to iron ions to create a complex, and obstruct the metabolism of mitochondrial energy [1]. The ethanolamine salt of the hydroxamic acid derivative piroctone is called piroctone olamine (PO). The minimum inhibitory concentrations (MIC) of amphotericin B (AMB) (0.03-1 μg/mL) and piroctone ethanolamine (0.125-0.5 μg/mL) were low in all Candida strains [2].
ln Vivo	The aim of this study was to assess the antifungal efficacy of piroctone ethanolamine in treating intra-abdominal candidiasis in a Swiss mouse model. 72 hours after infection, intraperitoneal injection of piroctone ethanolamine (0.5 mg/kg) was used as a treatment. Amphotericin B (0.5 mg/kg) was administered to a group of six animals as a comparative study. The kidneys, spleen, and liver were removed in order to make a mycological diagnosis. The significance level was chosen at P<0.05 for the statistical analysis of the fungal growth and mortality data using the Student's t test and analysis of variance. There was a statistically significant (P<0.05) difference in the fungal growth ratings between the amphotericin B and pyroacetic acid treatment group and the control group [2].
References	[1]. 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. [2]. Antifungal activity of the piroctone olamine in experimental intra-abdominal candidiasis. Springerplus. 2016 Apr 16;5:468.
Additional Infomation	See also: Piroctone (has active moiety).

Solubility Data

Solubility (In Vitro)

H2O : ~50 mg/mL (~167.55 mM) DMSO : ~11.11 mg/mL (~37.23 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 1.11 mg/mL (3.72 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 11.1 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 1.11 mg/mL (3.72 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 11.1 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 1.11 mg/mL (3.72 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 11.1 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.3510 mL	16.7549 mL	33.5098 mL
	5 mM	0.6702 mL	3.3510 mL	6.7020 mL
	10 mM	0.3351 mL	1.6755 mL	3.3510 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.