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SML0282

Bexarotene

≥98% (HPLC), retinoid X receptor (RXR) agonist, powder

Synonym(s):

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

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Size/SKUAvailabilityPrice
10 mg
Please contact Customer Service for Availability
€86.30
50 mg
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€366.00
€311.10

About This Item

Empirical Formula (Hill Notation):
C24H28O2
CAS Number:
Molecular Weight:
348.48
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder

€86.30


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Product Name

Bexarotene, ≥98% (HPLC)

Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥15 mg/mL (warmed)

storage temp.

−20°C

SMILES string

C=C(C1=CC=C(C(O)=O)C=C1)C2=C(C)C=C3C(C(C)(C)CCC3(C)C)=C2

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

Gene Information

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

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 and an antineoplastic agent.
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.
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.
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.

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This Item
S8951200499SML1149
description

≥98% (HPLC)

description

≥98% (HPLC)

description

A retinoid X receptor (RXR) agonist that can permeate the blood-brain barrier and rapidly reduce Aβ40 and Aβ42 levels in APP/PS1 mice in an ApoE-dependent manner.

description

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥96% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: ≥15 mg/mL (warmed)

solubility

DMSO: >28 mg/mL (warmed)

solubility

DMSO: 50 mg/mL, clear, colorless

solubility

DMSO: 10 mg/mL, clear

color

white to beige

color

white to off-white

color

white to orange

color

white to beige


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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