Undecylenic acid

A fatty acid used in antifungal treatments

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Undecylenic acid is an organic compound with the formula C₁₁H₂₀O₂. It is an unsaturated fatty acid that is derived from castor oil.

Chemical properties

Undecylenic acid is a colorless liquid with a characteristic odor. It is insoluble in water but soluble in most organic solvents. The acid is known for its antifungal properties and is used in the treatment of skin infections such as athlete's foot.

Production

Undecylenic acid is produced by the pyrolysis of ricinoleic acid, which is obtained from castor oil. The process involves heating methyl ricinoleate, a derivative of ricinoleic acid, to produce undecylenic acid and other byproducts.

Uses

Undecylenic acid is primarily used in the pharmaceutical industry as an active ingredient in topical antifungal medications. It is also used in the manufacture of perfumes, cosmetics, and as a chemical intermediate in the production of other compounds.

Mechanism of action

The antifungal activity of undecylenic acid is attributed to its ability to disrupt the cell membrane of fungi, leading to cell death. It is effective against a variety of fungal species, making it a versatile treatment option.

Safety and regulation

Undecylenic acid is generally recognized as safe when used in accordance with prescribed guidelines. However, it can cause skin irritation in some individuals, and care should be taken to avoid excessive exposure.

Related pages

• Fatty acid
• Antifungal
• Castor oil

References

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  Undecylenic acid
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  Pyrolysis of Ricinoleic acid methyl ester