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Bexarotene

SIGMA/SML0282 - ≥98% (HPLC)

Synonym: 4-[1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]benzoic acid; LGD-1069; SR-11247

CAS Number: 153559-49-0
Empirical Formula (Hill Notation): C24H28O2
Molecular Weight: 348.48
MDL Number: MFCD00932428
Linear Formula: C24H28O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML0282-10MG 10 mg
$97.20
1/EA
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45-SML0282-50MG 50 mg
$380.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)
InChI key NAVMQTYZDKMPEU-UHFFFAOYSA-N
Quality Level 100 
SMILES string C=C(C1=CC=C(C(O)=O)C=C1)C2=C(C)C=C3C(C(C)(C)CCC3(C)C)=C2
solubility DMSO: ≥15 mg/mL (warmed)
storage temp. −20°C
Application: Bexarotene has been used as retinoid x receptor (RXR) agonist:
• to study its effect on human oral squamous cell carcinoma (OSCC) cell lines
• to test for cooperative cell killing of cutaneous T cell lymphoma (CTCL) with 966
• as a standard in HPLC for determining its potential impurities in drug substances and drug products

Application: Bexarotene has been used:
• to investigate its effects on the changes in renal, cardiac, hepatic, and pulmonary expression/activity of inducible nitric oxide synthase (iNOS) and CYP4F6
• to analyze the involvement of retinoid x receptor (RXR) homo or permissive heterodimers
• to study its potential impurities in drug substances and drug products

Biochem/physiol Actions: Bexarotene is a highly selective retinoid X receptor (RXR) agonist. It is an antineoplastic agent, already approved as an oral antineoplastic agent for cutaneous T cell lymphoma and being investigated against other cancers. A study has found that bexarotene in a mouse Alzheimer′s model lowered the most toxic form of β-amyloid peptide and increased cognitive ability. The activity in the mouse Alzheimer′s models are believed to be by activating PPARγ:RXR and LXR:RXR dimers which induces the expression of apoE and facilitates Aβ clearance and promotes microglial phagocytosis.
Biochem/physiol Actions: Bexarotene is used to treat breast cancer.
Features and Benefits: This compound is a featured product for Cyclic Nucleotide research. Click here  to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Features and Benefits: This compound is featured on the Nuclear Receptors (Non-Steroids)  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging: 10, 50 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 41106305

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