An internal standard for the quantification of bexarotene
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Unlabeled Version(s)
11571Bexarotene
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Bexarotene-d4

Item No. 22610

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]-benzoic acid-d4
CAS Number
2182068-00-2
Molecular Formula
C24H24D4O2
Formula Weight
352.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 10 mg/mlEthanol: 0.5 mg/ml
λmax
260 nm
SMILES
C=C(C1=C([2H])C([2H])=C(C(O)=O)C([2H])=C1[2H])C2=CC3=C(C=C2C)C(C)(C)CCC3(C)C
InChi Code
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)/i7D,8D,9D,10D
InChi Key
NAVMQTYZDKMPEU-ULDPCNCHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $334

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    Product Description

    Bexarotene-d4 is intended for use as an internal standard for the quantification of bexarotene (Item No. 11571) by GC- or LC-MS. Bexarotene is a high-affinity ligand for retinoid X receptors (RXRs) (EC50s = 28, 25, and 20 nM for RXRα, β, and γ, respectively).1 It inhibits cell cycle progression, induces apoptosis, prevents or overcomes multidrug resistance through multidrug resistance protein 1 (MDR1), and blocks angiogenesis and metastasis, making it a promising chemopreventive agent against cancer.2,3 Bexarotene also, through RXR activation, stimulates clearance of soluble β-amyloid, reduces plaque area, and reverses deficits related to Alzheimer’s disease in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Boehm, M.F., Zhang, L., Zhi, L., et al. Design and synthesis of potent retinoid X receptor selective ligands that induce apoptosis in leukemia cells. J. Med. Chem. 38(16), 3146-3155 (1995).

    2. Bischoff, E.D., Gottardis, M.M., Moon, T.E., et al. Beyond tamoxifen: The retinoid X receptor-selective ligand LGD1069 (TARGRETIN) causes complete regression of mammary carcinoma. Cancer Res. 58(3), 479-484 (1998).

    3. Qu, L., and Tang, X. Bexarotene: A promising anticancer agent. Cancer Chemother. Pharmacol. 65(2), 201-205 (2010).

    4. Cramer, P.E., Cirrito, J.R., Wesson, D.W., et al. ApoE-directed therapeutics rapidly clear β-amyloid and reverse deficits in AD mouse models. Science 335(6057), 1503-1506 (2012).