114825-M

Adapalene

A cell-permeable naphthoic acid compound that exhibits selective affinity and agonistic potency toward RARβ and RARγ over RARα.

• Synonyme(s) : Adapalene, CD271, RAR Agonist V, ADA, Differin, 6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid, CD 271, Differin, 6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid, CD 271, CD271, RAR Agonist V, ADA
• Formule empirique (notation de Hill): C₂₈H₂₈O₃
• Numéro CAS: 106685-40-9
• Poids moléculaire : 412.52
• Numéro MDL: MFCD03106112
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Pureté: ≥97% (HPLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: white
• Solubilité: DMSO: 12 mg/mL
• Température de stockage: 2-8°C
• InChI: 1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)
• Clé InChI: LZCDAPDGXCYOEH-UHFFFAOYSA-N

Description

Description générale

A cell-permeable naphthoic acid compound that exhibits selective affinity and agonistic potency toward RARβ and RARγ over RARα (Kd = 34, 130, and 1100 nM, respectively; AC₅₀ = 2.3, 9.3, and 22 nM, respectively, in COS-7-based reporter assays) without appreciable affinity toward cytosolic retinoic acid binding proteins CRABP I/II (Kd >>1 M) or detectable activity toward RXRα (AC₅₀ >1 M). The biological activity and pharmaceutical efficacy of ADA are generally shown to be superior to those of ATRA/Tretinoin both in vitro and in vivo.

A cell-permeable naphthoic acid compound that exhibits selective affinity and agonistic potency toward RARβ and RARγ over RARα (Kd = 34, 130, and 1100 nM, respectively; AC₅₀ = 2.3, 9.3, and 22 nM, respectively, in COS-7-based reporter assays) without appreciable affinity toward cytosolic retinoic acid binding proteins CRABP I/II (Kd >>1 µM) or detectable activity toward RXRα (AC₅₀ >1 µM). The biological activity and pharmaceutical efficacy of ADA are generally shown to be superior to those of ATRA/Tretinoin (Cat. No. 554720) both in vitro and in vivo.

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

Following initial thaw, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Autres remarques

Irby, C.E., et al. 2008. J. Adolesc. Health43, 421.
Ocker, M., et al. 2003. Int. J. Cancer107, 453.
Kim, M.J., et al. 2000. J. Invest. Dermatol.114, 349.
Shroot, B., et al. 1997. J. Am. Acad. Dermatol.36, S96.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Warning
• Mentions de danger: H361d
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Repr. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable