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68890-66-4

68890-66-4 structure
68890-66-4 structure
Name piroctone olamine
Synonyms 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
Description Piroctone olamine is a pyridine derivate. It is known to have a fungicidal effect.
Related Catalog
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

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
504-29-0 structure

504-29-0

50650-75-4 structure

50650-75-4

~%

68890-66-4 structure

68890-66-4

Literature: US3972888 A1, ;
50650-75-4 structure

50650-75-4

~%

68890-66-4 structure

68890-66-4

Literature: Arzneimittel-Forschung/Drug Research, , vol. 31, # 8 a p. 1311 - 1316
Precursor  2

DownStream  0


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