CAS Number68890-66-4
Synonyms1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone 2-Aminoethanol Salt; 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one - 2-aminoethanol (1:1); 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone - 2-aminoethanol (1:1); MFCD01690792; Piroctone ethanolamine; Piroctone olamine; Piroctone ethanolamine salt; 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinon--2-aminoethanol(1:1); EINECS 272-574-2
Molecular FormulaC16H30N2O3
Molecular Weight298.42
Purity98%
Density1.1 g/cm3 at 21.5 °C
Boiling Point344.1ºC at 760 mmHg
Melting Point130 - 135ºC
AppearanceWhite or slightly yellow crystalline powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 68890-66-4 |
| Catalog No. | 2A-9012049 |
| Chinese Name | 羟吡酮 |
| Synonyms | 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone 2-Aminoethanol Salt; 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one - 2-aminoethanol (1:1); 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone - 2-aminoethanol (1:1); MFCD01690792; Piroctone ethanolamine; Piroctone olamine; Piroctone ethanolamine salt; 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinon--2-aminoethanol(1:1); EINECS 272-574-2 |
| Molecular Formula | C16H30N2O3 |
| Molecular Weight | 298.42 |
| Purity | 98 |
| Density | 1.1 g/cm3 at 21.5 °C |
| Boiling Point | 344.1ºC at 760 mmHg |
| Melting Point | 130 - 135ºC |
| Appearance | White or slightly yellow crystalline powder |
| Storage Condition | 2-8°C |
| Application | Piroctone olamine is a pyridine derivative. Has fungicidal effect. |
| MDL Number | MFCD01690792 |
| SMILES | NCCO.CC(CC1=CC(C)=CC(=O)N1O)CC(C)(C)C |
| 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 |
| InChI Key | BTSZTGGZJQFALU-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| MSDS | msds/12049_1_68890_66_4.pdf |
| Bioactivity | Piroctone olamine is a pyridine derivate. It is known to have a fungicidal effect. Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection Target Antifungal[1] In Vitro 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]. In Vivo This work aimed to evaluate the antifungal activity of Piroctone olamine in the treatment of intra-abdominal candidiasis in an experimental model using Swiss mice. 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, with level of significance set at P<0.05. The difference in fungal growth scoring between the control group and the treatment groups (Piroctone olamine and Amphotericin B) is statistically significant (P<0.05)[2]. Cell Assay 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]. Animal Admin 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. References [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. [2]. do Couto FM, et al. Antifungal activity of the piroctone olamine in experimental intra-abdominal candidiasis. Springerplus. 2016 Apr 16;5:468. Chemical & Physical Properties Density 1.1 g/cm3 at 21.5 °C Boiling Point 344.1ºC at 760 mmHg Melting Point 130 - 135ºC Molecular Formula C16H30N2O3 Molecular Weight 298.421 Flash Point 161.9ºC Exact Mass 298.225647 PSA 88.48000 LogP 2.64650 InChIKey BTSZTGGZJQFALU-UHFFFAOYSA-N SMILES Cc1cc(CC(C)CC(C)(C)C)n(O)c(=O)c1.NCCO Storage condition 2-8°C |
| Use of | Piroctone olamine is a pyridine derivate. It is known to have a fungicidal effect. Properties Name piroctone olamine Synonym More Synonyms Piroctone olamine Biological Activity Description Piroctone olamine is a pyridine derivate. It is known to have a fungicidal effect. Related Catalog Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection Antifungal[1] In Vitro 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]. References [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. [2]. do Couto FM, et al. Antifungal activity of the piroctone olamine in experimental intra-abdominal candidiasis. Springerplus. 2016 Apr 16;5:468. Chemical & Physical Properties Molecular Formula C16H30N2O3 Exact Mass 298.225647 PSA 88.48000 LogP 2.64650 InChIKey BTSZTGGZJQFALU-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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