An internal standard for the quantification of enobosarm
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Enobosarm-d4

Item No. 34687

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-3-(4-cyanophenoxy-2,3,5,6-d4)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methyl-propanamide
CAS Number
1202044-20-9
Synonyms
  • (S)-Enobosarm-d4
Molecular Formula
C19H10D4F3N3O3
Formula Weight
393.4
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleMethanol: Soluble
SMILES
FC(F)(C1=C(C=CC(NC([C@@](C)(O)COC2=C([2H])C([2H])=C(C([2H])=C2[2H])C#N)=O)=C1)C#N)F
InChi Code
InChI=1S/C19H14F3N3O3/c1-18(27,11-28-15-6-2-12(9-23)3-7-15)17(26)25-14-5-4-13(10-24)16(8-14)19(20,21)22/h2-8,27H,11H2,1H3,(H,25,26)/t18-/m0/s1/i2D,3D,6D,7D
InChi Key
JNGVJMBLXIUVRD-MFLSZZEWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Enobosarm-d4 is intended for use as an internal standard for the quantification of enobosarm by GC- or LC-MS. Enobosarm is a non-steroidal selective androgen receptor modulator (SARM; Ki = 0.0038 µM in a radioligand binding assay).1 It is a partial agonist of the androgen receptor (IC50 = 0.0364 µM in a transactivation assay) and inhibits the proliferation of 22Rv1, DU145, LNCaP, and VCaP prostate cancer cells (IC50s = 24.77, 44.55, 20.9, and 24.47 µM, respectively).2 Enobosarm (0.001 and 0.01 µM) inhibits lipogenesis in isolated rat adipocytes.3 It increases the weights of the prostate gland and seminal vesicles, markers of androgenic activity, and the levator ani muscle, a marker of anabolic activity, in castrated rats (ED50s = 0.12, 0.39, and 0.03 mg/day, respectively).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, J., Wu, D., Hwang, D.J., et al. The para substituent of S-3-(phenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamides is a major structural determinant of in vivo disposition and activity of selective androgen receptor modulators. J. Pharmacol. Exp. Ther. 315(1), 230-239 (2005).

    2. Bassetto, M., Ferla, S., Pertusati, F., et al. Design and synthesis of novel bicalutamide and enzalutamide derivatives as antiproliferative agents for the treatment of prostate cancer. Eur. J. Med. Chem. 118, 230-243 (2016).

    3. Leciejewska, N., Pruszynska-Oszmalek, E., Bien, J., et al. Effect of ostarine (enobosarm/GTX024), a selective androgen receptor modulator, on adipocyte metabolism in Wistar rats. J. Physiol. Pharmacol. 70(4), 525-533 (2019).