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Adapalene

USP/1011709 - United States Pharmacopeia (USP) Reference Standard

Synonym: 6-(4-Methoxy-3-tricyclo[3.3.1.13,7]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 Quantity
45-1011709-200MG 200 mg
 $446.00
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API family adapalene
application(s) pharmaceutical (small molecule)
format neat
grade pharmaceutical primary standard
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
manufacturer/tradename USP
SMILES string COc1ccc(cc1C23C[C@H]4C[C@H](C[C@H](C4)C2)C3)-c5ccc6cc(ccc6c5)C(O)=O
Analysis Note: These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​
Application: Adapalene USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
•  Adapalene Gel
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.
General description: This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia .
Other Notes: Sales restrictions may apply.
UNSPSC 41116107

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