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Merck
CN

200499

Bexarotene

≥96% (HPLC), retinoid X receptor agonist, powder

Synonym(s):

Bexarotene, 4-(1-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)vinyl)benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C24H28O2
CAS Number:
153559-49-0
Molecular Weight:
348.48
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00932428

Key Documents

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Product Name

Bexarotene, 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.

SMILES string

OC(=O)c1ccc(cc1)C(=C)c2cc3c(cc2C)C(CCC3(C)C)(C)C

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

assay

≥96% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white to orange

solubility

DMSO: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

Quality Level

100

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Biochem/physiol Actions

Cell permeable: yes
Reversible: yes

Disclaimer

Toxicity: Regulatory Review (Z)

General 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 (25% reduction in 6 h and 50% reduction in 72 h). Causes a rapid reversal of cognitive, social, and olfactory deficts. Shown to progressively enhance the expression of ApoE and ATP-binding cassette transporters ABCA1 and ABCG1. Also stimulates the secretion of highly lapidated HDL particles in primary microglia and astrocytes. Does not affect the levels of Aβ proteases, insulin degrading enzyme, and neprilysin.

Other Notes

Cramer, P.E., et al. 2012. Science Exp.335, 1503.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Haihai Dong et al.
Folia neuropathologica, 58(3), 253-264 (2020-10-26)
Traumatic brain injury (TBI) is the leading cause of death and disability around the world in all age groups. The primary injury of TBI is exacerbated by secondary injury, leading to an increased inflammatory response, cell death and even impairment
Che-Feng Chang et al.
Stroke, 51(2), 612-618 (2019-12-13)
Background and Purpose- Enhancement of erythrophagocytosis by macrophages in a timely manner can limit the toxic effects of erythrocyte metabolites and promote brain recovery after intracerebral hemorrhage (ICH). In the current study, we investigated the therapeutic effect of retinoid X

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