Piroctone olamine Chemical Properties

Melting point:

134.0 to 138.0 °C

Boiling point:

135-235℃[at 101 325 Pa]

Density 

1.1[at 20℃]

vapor pressure 

0-0Pa at 20-25℃

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly, Sonicated), Methanol (Slightly)

pka

5.9-7.4[at 20 ℃]

color 

White to Off-White

Water Solubility 

400-50000mg/L at 20-25℃

Merck 

14,7502

InChI

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

InChIKey

BTSZTGGZJQFALU-UHFFFAOYSA-N

SMILES

C(N)CO.C(C1=CC(C)=CC(=O)N1O)C(C)CC(C)(C)C

LogP

1.05-3.86 at 20-25℃

CAS DataBase Reference

68890-66-4(CAS DataBase Reference)

Safety Information

WGK Germany 

2

RTECS 

UU7786150

HS Code 

2933399090

Piroctone olamine Usage And Synthesis

Description

Piroctone olamine (INN; also known as piroctone ethanolamine; brand name Octopirox) is a compound sometimes used in the treatment of fungal infections.Piroctone olamine is the ethanolamine salt of the hydroxamic acid derivative piroctone.

Appearance

White or slightly yellow crystalline powder.

Solubility

Freely soluble in 10% ethanol in water; soluble in solution containing surfactants in water or in 1%-10% ethanol; slightly soluble in water and in oil. The solubility in water varies by pH value, and is a litter larger in neutral or weak basic solution than in acid solution.

Toxicity

Acute toxicity : Acute oral LD50 –rat 8100mg/kg, practically nontoxic.

Subchronic toxicity : NOEL: 100mg//kg/d (rat, orally, 3 months).

Chronic toxicity and carcinogencity : Negative.

Mutagenicity : Negative.

Irritation to skin and eye : Very low.

Uses

Piroctone Olamine is an anti-dandruff agent used in shampoo formulations.

Uses

Piroctone olamine is used in combination with other substances as a part of shampoo effectively reduced the amount of dandruff and, at the same time, provided hair conditioning advantages. Recently was shown, that piroctone olamine could induce apoptosis and possessed a significant in vivo effect against myeloma.

Definition

ChEBI: An organoammonium salt that is the ethanolamine salt of piroctone.

brand name

Octopirox (Hoechst AG, Germany).

Mechanism of action

Piroctone olamine, also known as Octopirox, is an antifungal and antibacterial agent commonly used in cosmetic and personal care products, such as shampoos, conditioners, and lotions. It works by inhibiting the growth of various microorganisms, including yeasts and fungi, by disrupting their cell membranes and interfering with their metabolism. Specifically, piroctone olamine targets the enzymes responsible for synthesizing the cell membrane of microorganisms, inhibiting their growth and causing their eventual death. It also has anti-inflammatory properties that help to reduce redness and itching on the scalp and skin.

Side effects

It should be kept in mind that shampoos with Piroctone Olamine should not be used more than twice a week, unlike other daily-use shampoos that don't have this ingredient. One of the biggest side effects of Piroctone Olamine is that it can cause irritation and itchiness on the head.

Piroctone olamine(68890-66-4)Related Product Information

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• Zinc pyrithione
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• Piroctone
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• DIETHANOLAMINE HYDROCHLORIDE