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Adapalene

Cat. No. 2852 2 Citations Submit a Review Datasheet / COA / SDS
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Cat.No. 2852 - Adapalene | C28H28O3 | CAS No. 106685-40-9
Description: RARβ and RARγ agonist
Alternative Names: CD 271, Differin
Chemical Name: 6-(4-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl)-2-naphthalenecarboxylic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Reviews
Literature (3)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

Retinoic acid analog 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 cell in vitro. Displays comedolytic activity.

Compound Libraries

Adapalene is also offered as part of the Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 412.52
Formula C28H28O3
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 106685-40-9
PubChem ID 60164
InChI Key LZCDAPDGXCYOEH-UHFFFAOYSA-N
Smiles COC1=CC=C(C3=CC=C(C=C(C(O)=O)C=C4)C4=C3)C=C1C25CC(C6)CC(CC6C5)C2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 10.31 25

Preparing Stock Solutions

The following data is based on the product molecular weight 412.52. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 9.7 mL 48.48 mL 96.96 mL
1.25 mM 1.94 mL 9.7 mL 19.39 mL
2.5 mM 0.97 mL 4.85 mL 9.7 mL
12.5 mM 0.19 mL 0.97 mL 1.94 mL

Molarity Calculator

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References

References are publications that support the biological activity of the product.

Shroot et al (1997) Pharmacology and chemistry of adap. J.Am.Acad.Dermatol. 36 S96 PMID: 9204085

Millikan (2000) Adapalene: an update on newer comparative studies between the various retinoids. Int.J.Dermatol. 39 784 PMID: 11095202

Ocker et al (2003) The synthetic retinoid adap. inhibits proliferation and induces apoptosis in colorectal cancer cells in vitro. Int.J.Cancer 107 453 PMID: 14506747

If you know of a relevant reference for Adapalene, please let us know.

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Keywords: Adapalene, Adapalene supplier, RARβ, RARbeta, RARγ, RARgamma, agonists, Retinoic, Acid, Receptors, CD271, CD, 271, Differin, 2852, Tocris Bioscience

2 Citations for Adapalene

Citations are publications that use Tocris products. Selected citations for Adapalene include:

Huk et al (2013) Increased dietary intake of vitamin A promotes aortic valve calcification in vivo. Arterioscler Thromb Vasc Biol 33 285 PMID: 23202364

Dhandapani et al (2011) Retinoic acid enhances TRAIL-induced apoptosis in cancer cells by upregulating TRAIL receptor 1 expression. Drug Des Devel Ther 71 5245 PMID: 21685476

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Literature in this Area

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