Adapalene

SIGMA/A7486 - ≥98% (HPLC)

Synonym: 6-(4-Methoxy-3-tricyclo[3.3.1.1^3,7]dec-1-ylphenyl)-2-naphthalenecarboxylic acid; 6-[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoic acid; CD-271; Differin

CAS Number: 106685-40-9
Empirical Formula (Hill Notation): C₂₈H₂₈O₃
Molecular Weight: 412.52
MDL Number: MFCD03106112
Linear Formula: C₂₈H₂₈O₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A7486-10MG	10 mg	$83.20 1/EA	Add To Favorites
45-A7486-50MG	50 mg	$202.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to off-white
form	powder
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)/t17-,18+,19-,28-
InChI key	LZCDAPDGXCYOEH-AADAIPAGSA-N
Quality Level	100
SMILES string	COc1ccc(cc1C23C[C@H]4C[C@H](C[C@H](C4)C2)C3)-c5ccc6cc(ccc6c5)C(O)=O
solubility	DMSO: >10 mg/mL
storage condition	desiccated
storage temp.	2-8°C

Application:	Adapalen has been used as a supplement during culturing of peripheral blood mononuclear cells (PBMC).
Application:	Adapalene has been used as a retinoic acid receptor (RAR) agonist to study its effects on inhibiting transcription of hepatitis B virus in covalently closed circular DNA (cccDNA). It has also been used as a component to culture mixed lymphocyte reactions (MLR) to study its effects on isolated macrophages.
Biochem/physiol Actions:	Adapalene is a synthetic derivative of naphthoic acid. It possesses retinoid activity. Adapalene is involved in regulating cellular keratinization and inflammatory process.
Biochem/physiol Actions:	Adapalene, also referred as Differin, is a derivative of naphthoic acid. It is widely used for topical treatment of acne vulgaris. Adapalene elicits anti-inflammatory and retinoid-like activity. It also has a potential to regulate keratinization and differentiation of follicular epithelial cells.
Biochem/physiol Actions:	Retinoic acid analogue that is a RARβ and RARγ agonist (AC50 values are 2.2, 9.3, 22 and > 1000 nM for RARβ, RARγ, RARα and RXRα receptors respectively).
Biochem/physiol Actions:	Retinoic acid analogue that is a RARβ and RARγ agonist (AC50 values are 2.2, 9.3, 22 and > 1000 nM for RARβ, RARγ, RARα and RXRα receptors respectively). Inhibits proliferation and induces apoptosis in colorectal cancer cells in vitro. Displays comedolytic activity. Its unique pharmacological properties make it superior to other retinoids for the treatment of acne.
Features and Benefits:	This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging:	10, 50 mg in glass bottle

Symbol	GHS08
Signal word	Warning
Hazard statements	H361d
Precautionary statements	P201 - P202 - P280 - P308 + P313 - P405 - P501
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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