An inhibitor of 5α-reductase type II
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Labeled Version(s)
28482Finasteride-d9
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Finasteride

Item No. 14938

Technical Information
Formal Name
(4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-(1,1-dimethylethyl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-4a,6a-dimethyl-2-oxo-1H-indeno[5,4-f]quinoline-7-carboxamide
CAS Number
98319-26-7
Synonyms
  • MK-906
Molecular Formula
C23H36N2O2
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 25 mg/mlDMSO: 16 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C(NC(C)(C)C)[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
InChi Key
DBEPLOCGEIEOCV-WSBQPABSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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 alSteroid 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 alEffects 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 alPerifollicular fibrosis: Pathogenetic role in androgenetic alopecia. Biol. Pharm. Bull. 29(6), 1246-1250 (2006).