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Adapalene

Catalog No. A7486 Name Sigma Aldrich
CAS Number 106685-40-9 Website http://www.sigmaaldrich.com
M. F. C28H28O3 Telephone 1-800-521-8956
M. W. 412.52012 Fax
Purity ≥98% (HPLC) Email
Storage desiccated Chembase ID: 154819

SYNONYMS

IUPAC name
6-{4-methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl}naphthalene-2-carboxylic acid
IUPAC Traditional name
adapaleno [inn-spanish]
Synonyms
6-[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoic acid
Differin
CD-271
6-(4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl)-2-naphthalenecarboxylic acid

DATABASE IDS

MDL Number MFCD03106112
CAS Number 106685-40-9

PROPERTIES

Empirical Formula (Hill Notation) C28H28O3
Purity ≥98% (HPLC)
Apperance white to off-white powder
Solubility DMSO: >10 mg/mL
MSDS Link Download
Storage Condition desiccated
Storage Temperature 2-8°C
German water hazard class nwg

DETAILS

Description (简体中文)
Application
Adapalene, a retinoic acid analogue, is a RARβ and RARγ agonist. Adapalene inhibits proliferation and induces apoptosis in colorectal cancer cells in vitro. Adapalene gel is an efficacious treatment for acne vulgaris.
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.
Description (English)
Application
Adapalene, a retinoic acid analogue, is a RARβ and RARγ agonist. Adapalene inhibits proliferation and induces apoptosis in colorectal cancer cells in vitro. Adapalene gel is an efficacious treatment for acne vulgaris.
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.

REFERENCES