Adapalene

Catalog No.S1276 Synonyms: CD-271

Adapalene Chemical Structure

Molecular Weight(MW): 412.52

Adapalene is a dual RAR and RXR agonist, used in the treatment of acne.

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Biological Activity

Description Adapalene is a dual RAR and RXR agonist, used in the treatment of acne.
Targets
RARγ [1] RARβ [1] RXR [1]
In vitro

Adapalene binds to retinoic acid receptors found predominantly in the terminal differentiation zone of epidermis and is more active than tretinoin in modulating cellular differentiation. Adapalene shows greatest affinity for the subtype PARγ, found predominantly in the epidermis. Adapalene is more active than indomethacin, betamethasone valerate, tretinoin, isotretinoin or etretinate in inhibiting lipoxygease activity, but it has little activity against cyclo-oxygenase. [1] Adapalene time- and dose-dependently suppresses DNA synthesis and induces apoptosis in Colon carcinoma cell lines CC-531, HT-29 and LOVO as well as human foreskin fibroblasts. Adapalene shows significantly more effective antiproliferative and proapoptotic effects than 9-cis-retinoic acid (CRA), showing remarkable effects even at 10 μM. Adapalene disrupts DeltaPsi(m) and induces caspase-3 activity in responsive tumor cells. [2]

In vivo Adapalene produces a dose-related reduction in the number of epidermal comedones and an increase in comedo profile and epidermal thickness in the rhino mice. [1] Adapalene results in a decreased expression of TLR-2 and IL-10 in explants of normal skin and explants of acne. Adapalene can modulate the epidermal immune system by increasing the CD1d expression and by decreasing the IL-10 expression by keratinocytes, and these modulations can increase the interactions between dendritic cells and T lymphocytes and could strengthen the antimicrobial activity against Propionibacterium acnes. [3]

Protocol

Solubility (25°C)

In vitro DMSO 8 mg/mL (19.39 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 412.52
Formula

C28H28O3

CAS No. 106685-40-9
Storage powder
Synonyms CD-271

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02932267 Not yet recruiting Acne Vulgaris Galderma December 2016 Phase 3
NCT02899000 Active, not recruiting Acne Vulgaris Galderma Laboratories, L.P. July 2016 Phase 4
NCT02735421 Active, not recruiting Acne Vulgaris|Atrophic Acne Scars Galderma May 2016 Phase 4
NCT02721173 Completed Acne Vulgaris All India Institute of Medical Sciences, Bhubaneswar April 2016 Phase 4
NCT02755545 Active, not recruiting Acne Galderma Laboratories, L.P. April 2016 Phase 4
NCT02651220 Completed Acne Actavis Inc. November 2015 Phase 3

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID