PRODUCTS

OCTOPIROX - PIROCTONE OLAMINE

Piroctone olamine (INN; also known as piroctone ethanolamine; brand name Octopirox) is a compound sometimes used in the treatment of fungal infections.[1] Piroctone olamine is the ethanolamine salt of the hydroxamic acid derivative piroctone.
It is often used in anti-dandruff shampoo as a replacement for the commonly used compound zinc pyrithione. It is structurally similar to ciclopirox and pyrithione, containing a substituted pyridine (pyridinone) group which inhibits ergosterol synthesis.

CAS NO: 68890-66-4
EC NO: 272-574-2

IUPAC Name:
(RS)-1-HYDROXY-4-METHYL-6-(2,4,4-TRIMETHYLPENTYL)-2(1H)-PYRIDINONE ETHANOLAMINE (1:1)
1-Hydroxy-4-methyl-6(2,4,4-trimethylpentyl)2-pyridon monoethanolamine salt
1-hydroxy-4-methyl-6-(2,4,4-trimethylpently)pyridin-2-(1H)-one compound with 2-aminoethanol (1:1)
1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-1,2-dihydropyridin-2-one; 2-aminoethan-1-ol
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)r
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one, compound with 2-aminoethanol (1:1)
1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one,compound with 2-aminoethanol (1:1)
1-hydroxy-4methyl-6-(2,4,4-trimethylphenyl)pyridine-2(1H)-one, compound with 2-aminoethanol(1:1)
2-aminoethanol; 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2-one
2-aminoethanol;1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2-one
2-amminoetanolo; 1-idrossi-4-metil-6-(2,4,4-trimethylpentyl) pyridin-2-one
Octopirox
Piroctone Olamine
Piroctone Olamine
Piroctone olamine-2(1H)-one, compound with 2-aminoethanol (1:1)
1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one, compound with 2-aminoethanol (1:1)

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)-2(1H)-pyridone compound with 2-aminoethanol (1:1), 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one, compound with 2-aminoethanol (1:1), 2(1H)-Pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-, compd. with 2-aminoethanol (1:1), 2(1H)-Pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-, compound with 2-aminoethanol (1:1), 2-aminoethanol; 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-pyridone, 2-aminoethanol; 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2-one, 2-azanylethanol; 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2-one, 68890-66-4, C14H23NO2.C2H7NO, C16H30N2O3, D05505, EINECS 272-574-2, LS-133057, Octopirox, Octopirox (TN), Piroctone ethanolamine salt, PIROCTONE OLAMINE, Piroctone olamine (USAN), Piroctone olamine [USAN]
spacer
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone ethanolammonium salt
PIROCTONE OLAMINE
68890-66-4
Octopirox
Kopirox
Piroctone ethanolamine
Piroctone olamine [USAN]
2-aminoethanol;1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2-one
Piroctone olamine (USAN)
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one compound with 2-aminoethanol (1:1)
Piroctoneolamine
2(1H)-Pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-, compd.with 2-aminoethanol (1:1)OTHER CA INDEX NAMES:Ethanol, 2-amino-, compd. with1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone (1:1)
C14H23NO2.C2H7NO
EINECS 272-574-2
Octopirox (TN)
Hydroxyl pyrazole ketones
EC 272-574-2
SCHEMBL2843
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone compound with 2-aminoethanol (1:1)
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one, compound with 2-aminoethanol (1:1)
2(1H)-Pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-, compd. with 2-aminoethanol (1:1)
2(1H)-Pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-, compound with 2-aminoethanol (1:1)
CHEMBL2107154
Octopirox/ Piroctone ethanolamine
BCP29912
HY-B1345
MFCD01690792
s5213
Piroctone olamine, analytical standard
AKOS02519526
CCG-267454
CS-7659
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-(1H)pyridinone, 2-aminoethanol salt
KS-0000113P
AS-15254
FT-0653357
P2178
D05505
M-1284
Piroctone ethanolamine salt; Octopirox; Kopirox
890P664
Q412572
W-104652
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone Ethanolamine
Piroctone olamine, United States Pharmacopeia (USP) Reference Standard
1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-1,2-dihydropyridin-2-one; 2-aminoethan-1-ol
Piroctone olamine; Piroctone ethanolamine salt;
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone ethanolammonium salt; Kopirox; Octopirox;
Octopirox, 68890-66-4, Einecs 272-574-2, Piroctone olamine (usan), Piroctone olamine [usan], 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-(1h)pyridinone, 2-aminoethanol salt
PIROCTONE OLAMINE; 68890-66-4; Octopirox; Kopirox; Piroctone ethanolamine; Piroctone olamine [USAN]; C14H23NO2.C2H7NO; EINECS 272-574-2; Piroctone olamine (USAN); 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-

Piroctone olamine (PO), also called Octopirox, is an antifungal of the hydroxy-pyridone family unrelated to other antiseptics used in veterinary medicine. Members of the “pirox” family are currently used in the human field as topicals to cure onychomycosis and Malassezia-related skin disorders. PO has broad in vitro activity against major dermal veterinary pathogens, including dermatophytes and yeasts as well as some Gram positive (Staphylococcus) and Gram negative (Pseudomonas) bacteria (Markus, 1999). As opposed to azole derivatives, PO remains fully active on resting fungal cells; its antiseptic activity proceeds from inhibition of the respiratory chain in yeast mitochondria (Bohn and Kraemer 2000). No resistance to PO has been documented to date. In addition, this antiseptic acts at low concentrations, has high affinity for keratin and is completely safe. Incorporation of PO in Allermyl therefore aims at controlling microbial proliferation associated with allergic disease.

Extraction method
Piroctone Olamine is a particular salt that is also known as Octopirox and Piroctone ethanolamine. It is a compound, which is often used to cure fungal infections. This salt is a hydroxamic acid derivative Piroctone.

Suggested use
One in every three persons suffers from a problem related to their hair. Whether it is dandruff, loss of hair, slow growth of hair or split ends, the masses are struggling to find a solution to their hair problems. And in this search for the solution, they often find themselves looking at different shampoos and conditioners to solve the problem. The issue is that most people end up selecting famous shampoos and conditioners, which may not necessarily be the most effective ones. The most effective are not usually the ones which are famous (as anything can become famous if it is marketed and advertised well), they are the ones that have the appropriate ingredients.
Piroctone Olamine is the answer to that question.

Benefits
Shampoos, which have Piroctone Olamine as one of their ingredients, are known to eliminate dandruff. However, before we learn how they cure dandruff, we must know what causes dandruff in the first place. Dandruff is caused due to fungal growth, excess sebum secretion and local inflammations. Often all these together cause dandruff. Moreover, when the scalp’s skin renewal process is impaired, the excess dead cells form clumps on the head and seem like visible flakes to the eye, which are termed as dandruff. Excess sebum also acts as an ingredient for the growth of fungus on the scalp, which increases the acids on the scalp that cause irritation and itching. This leads to local inflammation, which enhances the growth of cells leading to the formation of flakes that seem like dandruff on the scalp.
The reason why shampoos with Piroctone Olamine can reduce and eliminate dandruff is that Piroctone Olamine is known to kill the fungus or the fungal infections that irritate the scalp. Moreover, Piroctone Olamine is also well known for reducing hair loss and promoting the growth of hair. Due to these many benefits, Piroctone Olamine is considered a great ingredient in shampoos.

Precaution
However, just like excess of anything is bad, too much of Piroctone Olamine can be bad for the scalp too. This is precisely why shampoos with Piroctone Olamine have a very minor amount of it so that its side effects do not affect the scalp in any way. 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.
What Is Piroctone Olamine?
Piroctone Olamine has a petrochemical origin. It is an ethanolamine [2] salt extracted from hydroxamic acid [3] derivative piroctone. Typically, piroctone olamine is an alternative to the commonly used compound zinc pyrithione [4].

Almost everyone faces hair related issues like dandruff, hair loss, slow hair growth, and split ends. Shampoos containing piroctone olamine are effective in treating various kinds of hair problems.

young woman is very upset because of hair loss

Benefits Of Piroctone Olamine
1. Cures Dandruff
Malassezia Globosa [5] is not a friendly fungus found in your scalp. It is the main reason behind scalp issues like dandruff and seborrheic dermatitis [6]. Your scalp becomes irritated and starts shedding tiny flakes. In severe cases, you will notice inflammation, redness, and extremely itchy patches. If you want to prevent your scalp from worsening, it’s essential to control the situation promptly.

Piroctone Olamine has antifungal properties, which will help you control the spread of Malassezia globosa. Use an anti-dandruff shampoo containing piroctone olamine to fight dandruff.

2. Prevents Hair Loss
Regardless of your gender and age, you may face hair fall, mostly caused due to dirt, dust, pollution, dandruff, excessive use of hair styling tools, etc. Dandruff makes your scalp itchy, which leads to constant scratching, redness, and hair follicle damage.

Even though hair fall due to dandruff is not a significant concern but in people with androgenic alopecia [7] (a condition that leads to baldness), Piroctone Olamine is a proven cure for reducing hair fall. As it effectively works on dandruff and fungal infections, naturally, your hair loss decreases over time.

3. Boosts Hair Growth
Piroctone Olamine encourages hair growth in many ways. It reduces hair fall and increases the hair diameter. It is often compared to Ketoconazole, which is a widely used ingredient for dandruff, but Piroctone Olamine provides better results for dandruff and fungal infections.

Ketoconazole + Piroctone Olamine is a combination of two antifungal medicines: Ketoconazole and Piroctone Olamine which treat dandruff. Ketoconazole kills fungi by destroying the fungal cell membrane. Piroctone Olamine works by penetrating the cell membrane of the fungi to interfere with their energy metabolism and oxygen uptake. This kills the fungi and clears up the infection.
Piroctone Olamine is one of the more recent active ingredients found in dandruff shampoos. Designed to treat seborrheic dermatitis and dry scalp piroctone olamine is one of the most innovative areas of dandruff treatment on the market today. We’re consistently seeing some of the most exciting new shampoo formulations with this active ingredient – high-end cosmetic manufacturers and dermatologists alike.

Dandruff and seborrheic dermatitis can cause hair loss and thinning hair. It is assumed that dandruff and seborrheic dermatitis (dandruff is a form of seborrheic dermatitis) are caused by a yeast (single cell fungus) on the skin, the Malassezia globose. This is a fungus that occurs only on the scalp.

Often times, the problem will not go away on its own and requires continues treatment. A well-known agent for this is shampoo with Ketoconazole in high concentration. Multiple studies about the effectiveness of this substance have shown that it stimulates hair growth and helps against hereditary hair loss.

Ketoconazole is most well-known, but it is not the only proven anti-dandruff ingredient in shampoos which stimulates hair growth. Piroctone olamine has a similar effect as Ketoconazole. Piroctone olamine is also listed under the brand name 'Octopirox'.
In a study with 150 men who suffer from hereditary hair loss and dandruff, Ketoconazole and Piroctone olamine were compared*. Excessive secretion of sebum, dandruff and seborrheic dermatitis are often linked with hair loss and hereditary hair loss. The 150 men received a shampoo with 1% Ketoconazole or 1% Piroctone olamine. They had to use this shampoo 2 to 3 times per week for a duration of six months.

All treatments showed a reduction in itching and dandruff after 2 to 6 weeks. If we take a look at the effect of the treatments on various hair growth parameters, we see the following figures (in percentages):

The severity of hair loss decreases (Ketoconazole: -17.3%, Piroctone olamine: -16.5%)
The percentage of hairs in the growth phase increases (Ketoconazole 4.9%, Piroctone olamine: 7.9%)
The effect on the hair diameter is increased by 5.4% with Ketoconazole and by 7.7% with Piroctone olamine.
Thus, the study shows that Piroctone olamine scores better in a number of areas in comparison to Ketoconazole**:

Compared to Ketoconazole, Piroctone olamine ensures an increase in the number of hairs in the growth phase (anagen phase) by more than 10% in 33% of people.
Piroctone olamine gives 88% of the people thicker hair, despite hereditary hair loss, whereby this is 78% with Ketoconazole.
If we take a look at how many people experience a significant increase (more than 10%) of the hair diameter, this is 28% with Ketoconazole and as much as 34% with Piroctone olamine (10% larger diameter means that the hair became 20% heavier).
The above results show that both Ketoconazole and Piroctone olamine have a positive effect on multiple aspects of hair growth. They have a similar effect on itch and dandruff. Piroctone olamine generally scores better when it comes to hair growth.

Thus, the study shows that there is a preference for the use of 1% Piroctone olamine in order to achieve the greatest possible effect on hair growth. 1% Piroctone olamine can be found in the shampoo of Neofollics Hair Technology. In addition to Piroctone olamine, this shampoo contains many more proven effective ingredients, such as Ecklonia cava and Raspberry ketone.

* In this study, Zinc Pyrithione was included, which we will leave out of the picture seeing the minimal results that came forward.
** With the number of subjects that was used, it is not possible to significantly determine the differences between Ketoconazole and Piroctone olamine statistically.
The scalp defends itself against micro-organisms and fungus infections. The defence
system protects the scalp against all kinds of influences that it is exposed to. Sometimes
this defence system becomes weakened and a certain fungus infection develops called
Pityrosporum Ovale. This fungus infection causes considerable cell multiplication. The skin
is no longer in a position to defend itself; the scaling becomes rapid, and starts to gather
on the scalp. A superfluous cell situation mixing with skin sebum causes dandruff to be
formed. People with dandruff experience itchiness of the scalp. Besides this, their
problem is very often an ongoing one.
Piroctone olamine is an anti-dandruff active ingredient, soothes inflamed scalp and
reduces flaking. It has a specific action against Pityrosporum Ovale, the agent responsible
for the production of dandruff. The anti-dandruff product containing piroctone olamine
destroys the fungus infection that is responsible for the dandruff and works against the
formation of new dandruff, makes the scalp stay clean, itch free and prevents the
formation of new dandruff. You become free of all the inconvenience relating to dandruff.

Increasing thickness
Piroctone olamine has an obvious action of increasing thickness of shampoo (Base
shampoo contains 8% AES, 4%AME-Mg, 3%AAB, and water), when the concentration of
piroctone olamine reaches 0.3-0.4% in base shampoo the viscosity of shampoo is about
3000m.pas. So the thickening agent may not be added, or added in a less amount when
piroctone olamine is added to the shampoo. This not only simplifies the production
process but also raise the product stability and reduce product cost.
. Uses
Piroctone olamine is a broad-spectrum microbiocide/microbiostat, may be used in
formulating antidandruff shampoo, hair keep and hair care, soap, etc.
Rate of Application
Antidandruff hair keep: 0.1-0.8% active ingredient.
Antidandruff fixing agent: 0.05-0.2% active ingredient.
Antidandruff hair emulsion: 0.1-0.3% active ingredient.
Antidandruff hair supporting: 0.05-0.1% active ingredient.
Preservative: 0.2-0.5% active ingredient
Smell-eliminating agent: 0.2-0.5% active ingredient
Smell-eliminating scented soap: 0.2-0.5% active ingredient.

Octopirox or Piroctone olamine is one of the most efficient anti-dandruff actives available on the market today. Designed specifically to treat seborrheic dermatitis and dry scalp, piroctone olamine offers additional benefits: it is environmentally friendly, multifunctional (doubles as preserving agent), and can be used in various cosmetic formats. We present a key active ingredient from Clariant’s product range for the personal care industry: Octopirox – your best alternative.
Piroctone Olamine
Piroctone olamine is a hydroxamic acid that inhibits ergosterol synthesis, the main component of the cell wall of most fungi. It is used as a cream or shampoo at a 0.5–1% concentration. Piroctone olamine alone or in combination with other agents has been demonstrated to reduce erythema, scaling, burning/stinging sensation, and pruritus in patients with FSD, with excellent cosmetic results.
Octopirox is an antidandruff agent used in antidandruff shampoos and hair care products such as hair tonics and cream rinses with an antidandruff action.
Designed specifically to treat seborrheic dermatitis and dry scalp, Piroctone Olamine offers additional benefits: it is environmentally friendly, multifunctional (doubles as preserving agent), and flexible for various cosmetic formats. Octopirox is compatible with most surfactants, additives and active ingredients used in cosmetic formulations.
Octopirox is an effective, practically nontoxic antidandruff active ingredient. It is particularly suitable for the manufacture of antidandruff shampoos and hair care products such as hair tonics and cream rinses with an antidandruff action.
Piroctone Olamine. Octopirox by Clariant is a highly effective antidandruff agent and an anti-acne active agent. It is antimicrobial, soluble in surfactant systems. Octopirox is used shampoos, shower products, liquid soaps, hair conditioners, hair styling products, antiperspirant & deodorants.
Piroctone olamine (INN; also known as piroctone ethanolamine; brand name Octopirox) is a compound sometimes used in the treatment of fungal infections.[1] Piroctone olamine is the ethanolamine salt of the hydroxamic acid derivative piroctone.
Piroctone olamine is often used in anti-dandruff shampoo as a replacement for the commonly used compound zinc pyrithione. Piroctone olamine is structurally similar to ciclopirox and pyrithione, containing a substituted pyridine (pyridinone) group which inhibits ergosterol synthesis.
Piroctone Olamine

Piroctone olamine (INN; also known as piroctone ethanolamine; brand name Octopirox) is a compound sometimes used in the treatment of fungal infections.[1] Piroctone olamine is the ethanolamine salt of the hydroxamic acid derivative piroctone.
Piroctone olamine is often used in anti-dandruff shampoo as a replacement for the commonly used compound zinc pyrithione. Piroctone olamine is structurally similar to ciclopirox and pyrithione, containing a substituted pyridine (pyridinone) group which inhibits ergosterol synthesis.

Piroctone olamine is a preservative also used for its antifungal functions in anti-dandruff shampoos. It is forbidden in organic.
Restriction in Europe: Maximum concentration in ready-to-use preparation
Maximum content of secondary amine: 0.5%
Other restrictions:
- Do not use with nitrosating systems
- Minimum purity: 99%
- Maximum content of secondary amine: 0.5% (applies to raw materials)
- Maximum nitrosamine content: 50 micrograms / kg
- Keep in containers without nitrite
If used as a conservator:
The maximum concentration allowed in ready-to-use cosmetic preparations is:
- 1.0% in the products to be rinsed
- 0,5% in other products
Its functions (INCI)
Preservative : Inhibits the development of microorganisms in cosmetic products.
Anti dandruff : Helps fight against dandruff
Piroctone olamine is an active, dandruff-fighting ingredient used in some of our shampoos.
Where did it come from?
Piroctone olamine has been used for around 40 years, first developed by Schwarzkopf-Henkel (a subsidiary of Hoechst AG*) for use in anti-dandruff shampoo in the late 1970s. All the initial clinical and safety studies were conducted by Hoechst AG, but this changed in the mid-1990s when other cosmetics companies began using the ingredient [1].
Piroctone olamine was first submitted for approval to the European Union and United States FDA in the 1980s [2]. The ingredient was first approved for addition to the United States Pharmacopeia (USP) in 2008, after the FDA sought additional safety and effectiveness data in 2004 [3].

How Does Piroctone Olamine Work?
It is thought that the malassezia fungus is responsible for seborrheic dermatitis. Piroctone olamine is an ethanolamine salt of piroctone, with a complex (and not fully understood) anti-fungal mechanism. One proposed mechanism of action is the formation of molecular complexes with iron, which may inhibit fungal cells from effectively utilising energy [4]. It is known to the particularly effective against Malassezia yeasts – and so has a role in the treatment of seb derm.

How Effective Is Piroctone Olamine?
Piroctone olamine, despite the recent upsurge in usage, has historically not been a hugely popular ingredient. So very few independent clinical studies have been performed. Its main advantage is that it’s well tolerated, and so can be used frequently to control mild dandruff, but this hasn’t been properly evaluated.
Seb Derm
Seb Derm is thought it be associated with a Malassezia yeast on the scalp, with anti-fungal shampoos used to reduce this growth. Very few high-quality clinical trials have been performed on the efficacy of piroctone olamine-based shampoos. In 2010, researchers at the cosmetic company Beiersdorf published data suggesting a piroctone olamine/climbazole combination shampoo was equally as effective at reducing dandruff compared to zinc pyrithione in 50 participants – although more research is required [5].
More positive results came from a study [6] that compared shampoos containing a combination of piroctone olamine and salicylic acid with coal tar shampoo. The piroctone olamine combination shampoo achieved the largest reduction in Malassezia over an eight-week period.
Dry Scalp
The 2010 Beiersdorf study found that the combined antifungal shampoo improved ‘wet combing’ on mannequins over a zinc pyrithione shampoo [5]. This easier combing is thought to reduce the need for frequent washing, but this is proposed and not proven.
Where can I buy Piroctone Olamine Shampoos?
Piroctone olamine is not regulated as a medicine, and so all formulations can be bought from supermarkets or pharmacies. The ingredient is permitted up to 1.0% in rinse-off cosmetics (e.g. shampoos) in both the EU and US.
[Note: There’s no straightforward way to tell if a shampoo is utilizing the ingredient as a preservative or active ingredient – as the exact concentration isn’t required by regulators – and so you should always read the product description.]