Adapalene
Adapalene is a derivative of tretinoin that is clinically used to treat acne and pityriasis versicolor. This synthetic retinoid exhibits anti-inflammatory activity, decreasing expression of Ki67, α2-integrin, α6-integrin, toll-like receptor 2 (TLR2), IL-8, and β-defensin in ex vivo models. Like other retinoids, adapalene also activates retinoic acid receptors RARα/β/γ across several models.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18835935
Cas No. |
106685-40-9 |
---|---|
Purity |
≥98% |
Formula |
C28H28O3 |
Formula Wt. |
412.52 |
IUPAC Name |
6-[3-(1-adamantyl)-4-methoxyphenyl]naphthalene-2-carboxylic acid |
Melting Point |
319-322C |
Appearance |
White to off white powder |
Tirado-Sánchez A, Espíndola YS, Ponce-Olivera RM, et al. Efficacy and safety of adapalene gel 0.1% and 0.3% and tretinoin gel 0.05% for acne vulgaris: results of a single-center, randomized, double-blinded, placebo-controlled clinical trial on Mexican patients (skin type III-IV). J Cosmet Dermatol. 2013 Jun;12(2):103-7. PMID: 23725303.
Shi TW, Ren XK, Yu HX, et al. Roles of adapalene in the treatment of pityriasis versicolor. Dermatology. 2012;224(2):184-8. PMID: 22572567.
Zuliani T, Khammari A, Chaussy H, et al. Ex vivo demonstration of a synergistic effect of Adapalene and benzoyl peroxide on inflammatory acne lesions. Exp Dermatol. 2011 Oct;20(10):850-3. PMID: 21793939.
Michel S, Jomard A, Démarchez M. Pharmacology of adapalene. Br J Dermatol. 1998 Oct;139 Suppl 52:3-7. PMID: 9990413.
Bernard BA. Adapalene, a new chemical entity with retinoid activity. Skin Pharmacol. 1993;6 Suppl 1:61-9. PMID: 8142113.