An internal standard for the quantification of flutamide
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Unlabeled Version(s)
20359Flutamide
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Flutamide-d7

Item No. 33541

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(methyl-d3)-N-[4-nitro-3-(trifluoromethyl)phenyl]-propanamide-2,3,3,3-d4
CAS Number
223134-72-3
Synonyms
  • Niftolide-d7
Molecular Formula
C11H4D7F3N2O3
Formula Weight
283.3
Purity
≥99% deuterated forms (d1-d7)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
FC(F)(C1=C(C=CC(NC(C(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])=O)=C1)[N+]([O-])=O)F
InChi Code
InChI=1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)/i1D3,2D3,6D
InChi Key
MKXKFYHWDHIYRV-NWOXSKRJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Flutamide-d7 is intended for use as an internal standard for the quantification of flutamide (Item No. 20359) by GC- or LC-MS. Flutamide is an androgen receptor antagonist (Kis = 1.3 and 7.5 µM for the cytosolic rat ventral prostate and anterior pituitary receptors, respectively) and prodrug form of 2-hydroxy flutamide (Item No. 15271).1 Flutamide is converted to 2-hydroxy flutamide by the cytochrome P450 (CYP) isoform CYP1A2 in human liver microsomes.1 It is cytotoxic to PC3 and LNCaP prostate cancer cells with IC50 values of 98.8 and 81.8 µM, respectively.2 Flutamide (50 mg/kg per day) reduces tumor growth in a PC-82 mouse xenograft model.3 Formulations containing flutamide have been used in the treatment of prostate cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shet, M.S., McPhaul, M., Fisher, C.W., et al. Metabolism of the antiandrogenic drug (flutamide) by human CYP1A2. Drug Metab. Dispos. 25(11), 1298-1303 (1997).

    2. Shi, Q., Wada, K., Ohkoshi, E., et al. Antitumor agents 290. Design, synthesis, and biological evaluation of new LNCaP and PC-3 cytotoxic curcumin analogs conjugated with anti-androgens. Bioorg. Med. Chem. 20(13), 4020-4031 (2012).

    3. Nnane, I.P., Long, B.J., Ling, Y.Z., et al. Anti-tumour effects and pharmacokinetic profile of 17-(5'-isoxazolyl)androsta-4,16-dien-3-one (L-39) in mice: An inhibitor of androgen synthesis. Br. J. Cancer 83(1), 74-82 (2000).