Adapalene

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Adapalene

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Cat No: 13655

Biochemicals - Receptor Pharmacology

Adapalene is a synthetic retinoid and an agonist of retinoic acid receptors (RARs; Kds = 1,100, 34, and 130 nM for RARα, RARβ, and RARγ, respectively).{18516,37761,37762,37763,37764} It inhibits growth and differentiation of sebocytes in a concentrati...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

6-(4-methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylphenyl)-2-naphthalenecarboxylic acid

Correlated keywords:

agonists retinoic acids differentiation anti-inflammatory inflammation antiinflammatory RARs RAR-? RAR? ? RAR-b RARb RARbeta RAR-beta RAR-.beta. RAR.beta. RAR-? RAR? RARg RAR-g RARgamma RAR-gamma RAR.gamma. RAR-.gamma. CD-271 CD271 Naphthalenes Differin 15LOX TLR-2 IL10 CC531 HT29 DLD1

Product Overview:
Adapalene is a synthetic retinoid and an agonist of retinoic acid receptors (RARs; Kds = 1,100, 34, and 130 nM for RARα, RARβ, and RARγ, respectively).{18516,37761,37762,37763,37764} It inhibits growth and differentiation of sebocytes in a concentration-dependent manner in primary rat preputial cell culture. Adapalene (10 μM) completely inhibits the activity of soybean 15-lipoxygenase (15-LOX) in an enzyme assay and inhibits the 5- and 15-LOX pathways in human blood polymorphonuclear leukocytes (PMNs).{37761} It reduces the protein levels of toll-like receptor 2 (TLR2) and IL-10 in skin explants isolated from patients with acne and healthy controls in a concentration-dependent manner but increases the expression of the antigen-presenting protein CD1d in acne skin explants while decreasing it in control explants.{37762} It inhibits inflammation in rodent models of ear edema induced by arachidonic acid and carrageenan-induced paw edema.{37761} Adapalene (100 μM) also induces apoptosis and inhibits proliferation of CC-531, HT-29, and LoVo colon cancer cells and reduces tumor growth in a DLD-1 colon cancer nude mouse xenograft model in a dose-dependent manner.{37764,37763} Formulations containing adapalene have been used in the treatment of acne vulgaris.

Size	100 mg
Shipping	dry ice
CAS Number	106685-40-9
Molecular Formula	C₂₈H₂₈O₃
SMILES	COC1=C(C23CC(C4)CC(CC4C3)C2)C=C(C=C1)C(C=C5)=CC6=C5C=C(C(O)=O)C=C6
Molecular Weight	412,5
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2918.99
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.