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Finasteride

Item № 14938
CAS № 98319-26-7
Purity ≥95%
product image
                (CAS 98319-26-7)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     50 mg $26.00 0.00
     100 mg $39.00 0.00
     250 mg $91.00 0.00

Pricing updated 2019-03-24. Prices are subject to change without notice.

Description
Synonyms
  • MK-906
  • Propecia®
  • Proscar®

5α-Reductase catalyzes the NADPH-dependent reduction of Δ4,5 double bonds in several steroid substrates, including testosterone, which is converted to dihydrotestosterone, the primary mediator of prostate growth.1 The 5α-reductase enzymes responsible for the reduction of testosterone to dihydrotestosterone exists as two forms: type I, which occurs in the skin, liver, and ventral prostate and type II, which is expressed in ventral prostate, epididymis, and other reproductive tissues.2 Finasteride is a 4-azasteroid analog of testosterone that competitively blocks type II 5α-reductase activity (IC50 = 4.2 nM) with 100-fold greater affinity than for the type I enzyme.2 It has been used in the treatment of benign prostatic hyperplasia, decreasing human prostatic dihydrotestosterone levels by 70-90% and reducing prostatic size.2 However, at 10 μM finasteride has also been shown to induce the expression of Nrf2 and HO-1 proteins in androgen refractory prostrate PC-3 cells, which has been implicated in increased high-grade prostate tumor formation.3 Also, at 0.1 μM finasteride can inhibit testosterone-induced type I procollagen and TGF-β1 expression in human scalp dermal fibroblasts in a model of androgenic alopecia.4

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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
  • Propecia®
  • Proscar®
Molecular Formula
C23H36N2O2
Formula Weight
372.5
Purity
≥95%
Formulation
A crystalline solid
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. George, F.W., Russell, D.W., and Wilson, J.D. Feed-forward control of prostate growth: Dihydrotestosterone induces expression of its own biosynthetic enzyme, steroid 5α-reductase Proceedings of the National Academy of Sciences of the United States of America 88(18), 8044-8047 (1991).

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

3. 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).

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

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