Piroctone olamine

Modify Date: 2024-01-03 18:06:12

Piroctone olamine structure	Common Name	Piroctone olamine
	CAS Number	68890-66-4	Molecular Weight	298.421
	Density	1.1 g/cm3 at 21.5 °C	Boiling Point	344.1ºC at 760 mmHg
	Molecular Formula	C₁₆H₃₀N₂O₃	Melting Point	130 - 135ºC
	MSDS	Chinese USA	Flash Point	161.9ºC

Use of Piroctone olamine

Piroctone olamine is a pyridine derivate. It is known to have a fungicidal effect.

Name	piroctone olamine
Synonym	More Synonyms

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
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.

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
Storage condition	2-8°C

Piroctone olamine MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UU7786150

CAS REGISTRY NUMBER :: 68890-66-4

LAST UPDATED :: 199109

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C14-H23-N-O2.C2-H7-N-O

MOLECULAR WEIGHT :: 298.48

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 23 gm/kg

SEX/DURATION :: male 9 week(s) pre-mating female 2 week(s) pre-mating female 1-13 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - other neonatal measures or effects Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 16,31,1991

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	C
RIDADR	NONH for all modes of transport
WGK Germany	2.0

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Piroctone olamine

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Precursor 2
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DownStream 0

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2(1H)-Pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-, compd. with 2-aminoethanol (1:1)

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

octopirox

Piroctone ethanolamine

UNII:A4V5C6R9FB

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

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