An internal standard for the quantification of finasteride
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Unlabeled Version(s)
14938Finasteride
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Finasteride-d9

Item No. 28482

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aR,4bS,6aS,7S,9aS,9bS,11aR)-4a,6a-dimethyl-N-(2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
CAS Number
1131342-85-2
Molecular Formula
C23H27D9N2O2
Formula Weight
381.6
Purity
≥99% deuterated forms (d1-d9)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
O=C(NC(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])[C@H]1CC[C@]2([H])[C@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@]4([H])[C@]3(C)C=CC(N4)=O
InChi Code
InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1/i1D3,2D3,3D3
InChi Key
DBEPLOCGEIEOCV-BSRKVXQGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Finasteride-d9 is intended for use as an internal standard for the quantification of finasteride (Item No. 14938) by GC- or LC-MS. Finasteride is a 4-azasteroid competitive inhibitor of 5α-reductase type II (IC50 = 4.2 nM) and a derivative of testosterone.1 It is 100-fold selective for 5α-reductase type II over type I. Finasteride (10 µM) does not affect the growth of androgen-refractory PC3 prostate cancer cells but increases the protein levels of Nrf2 and heme oxygenase-1 (HO-1).2 It decreases prostatic diameter and volume, as well as dihydrotestosterone, but not testosterone, serum levels in dogs with spontaneous benign prostatic hypertrophy when administered at doses of 0.1 and 0.5 mg/kg.3 Finasteride reduces testosterone-induced type I procollagen and TGF-β1 protein levels in cultured human scalp dermal fibroblasts in a model of androgenic alopecia when applied at a concentration of 0.1 μM.4 Formulations containing finasteride have been used in the treatment of benign prostatic hyperplasia and androgenic alopecia in men.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Flores, E., Bratoeff, E., Cabeza, M., et al. Steroid 5α-reductase inhibitors. Mini Rev. Med. Chem. 3(3), 225-237 (2003).

    2. Yun, D.-K., Lee, J., and Keum, Y.-S. Finasteride increases the expression of hemoxygenase-1 (HO-1) and NF-E2-related factor-2 (Nrf2) proteins in PC-3 cells: Implication of finasteride-mediated high-grade prostate tumor occurence. Biomol. Ther. (Seoul) 21(1), 49-53 (2013).

    3. Sirinarumitr, K., Johnston, S.D., Kustritz, M.V.R., et al. Effects of finasteride on size of the prostate gland and semen quality in dogs with benign prostatic hypertrophy. J. Am. Vet. Med. Assoc. 218(8), 1275-1280 (2001).

    4. Yoo, H.G., Kim, J.S., Lee, S.R., et al. Perifollicular fibrosis: Pathogenetic role in androgenetic alopecia. Biol. Pharm. Bull. 29(6), 1246-1250 (2006).