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A1405012

Bexarotene , ≥99% , 153559-49-0

Synonym(s):
4-(1-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)vinyl)benzoic acid;4-[1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]benzoic acid;Bexarotene - CAS 153559-49-0 - Calbiochem;LGD-1069;SR-11247

CAS NO.:153559-49-0

Empirical Formula: C24H28O2

Molecular Weight: 348.48

MDL number: MFCD00932428

Pack Size Price Stock Quantity
50MG RMB172.80 In Stock
100mg RMB399.20 In Stock
250MG RMB620.80 In Stock
1G RMB1933.60 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 230-231°C
Boiling point: 489.7±44.0 °C(Predicted)
Density  1.042
RTECS  DH6834830
storage temp.  -20°C
solubility  Soluble in DMSO and ethanol
pka 4.08±0.10(Predicted)
form  White powder
color  white to beige
λmax 264nm(MeOH)(lit.)
Merck  14,1194
Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week.
InChIKey NAVMQTYZDKMPEU-UHFFFAOYSA-N

Description and Uses

Bexarotene was launched in the US for the treatment of manifestations of cutaneous T-cell lymphoma in patients who are refractory to at least one prior systemic therapy. The four step synthesis of bexarotene involves a double Friedel-Craft alkylation of toluene with 2,5-dichloro-2,5-dimethylhexane followed by acylation with monomethylterephthalic acid chloride, then Wittig methylidenation. Bexarotene is the first retinoid X receptor (RXR) agonist to be selective versus retinoid A receptors (RAR). Its activation of the three RXRα, β, γ isoforms induces cell differentiation and apoptosis and inhibits cell proliferation in several models of cancer. In phase ll/lll clinical trials, 48% of patients with refractory or persistent early-stage cutaneous T-cell lymphoma achieved a complete or partial response when treated with 300 mg/m2/day of bexarotene. It was shown in phase I trials that this second-generation retinoid was substantially less toxic than the broad-spectrum or RARselective retinoids.

Bexarotene is used as a Synthetic retinoid analog with specific affinity for the retinoid X receptor, 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.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
WGK Germany  3
HS Code  29163990
Hazardous Substances Data 153559-49-0(Hazardous Substances Data)

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