ADAPALENE – (106685-40-9)

Adapalene is a third-generation topical retinoid primarily used for the treatment of mild to moderate acne. It is also used off-label for conditions like keratosis pilaris. Adapalene is known for its efficacy comparable to other retinoids but with a superior safety profile, causing less irritation. The molecule is chemically stable, allowing it to be used in combination with benzoyl peroxide without concerns of photodegradation.

Adapalene functions by binding to nuclear retinoic acid receptors, specifically RAR-beta and RAR-gamma, which modulate gene transcription and affect keratinocyte proliferation and differentiation. This leads to a reduction in microcomedone formation, decreased pore clogging, and increased exfoliation. Additionally, adapalene exhibits anti-inflammatory properties by suppressing the inflammatory response triggered by Cutibacterium acnes and inhibiting lipoxygenase activity.

The above information is displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.

Adapalene is a third-generation topical retinoid primarily used for the treatment of mild to moderate acne. It is also used off-label for conditions like keratosis pilaris. Adapalene is known for its efficacy comparable to other retinoids but with a superior safety profile, causing less irritation. The molecule is chemically stable, allowing it to be used in combination with benzoyl peroxide without concerns of photodegradation.

Adapalene functions by binding to nuclear retinoic acid receptors, specifically RAR-beta and RAR-gamma, which modulate gene transcription and affect keratinocyte proliferation and differentiation. This leads to a reduction in microcomedone formation, decreased pore clogging, and increased exfoliation. Additionally, adapalene exhibits anti-inflammatory properties by suppressing the inflammatory response triggered by Cutibacterium acnes and inhibiting lipoxygenase activity.

The above information is displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.
Sources:
https://en.wikipedia.org/wiki/Adapalene
https://pubchem.ncbi.nlm.nih.gov/compound/60164
https://www.medchemexpress.com/adapalene.html
https://www.medkoo.com/products/7009
https://www.ncbi.nlm.nih.gov/books/NBK482509/
https://www.sciencedirect.com/science/article/abs/pii/S0190962296904430
Other Names

Differin

IUPAC Name

6-[3-(1-adamantyl)-4-methoxyphenyl]naphthalene-2-carboxylic acid

CAS

106685-40-9

Molecular Weight

412.5

Molecular Formula

C28H28O3

SMILES

COC1=C(C=C(C=C1)C2=CC3=C(C=C2)C=C(C=C3)C(=O)O)C45CC6CC(C4)CC(C6)C5

No products in the cart.