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F1293

Sigma-Aldrich

Finasteride

≥98% (HPLC), powder

Synonym(s):

N-(2-methyl-2-propyl)-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide, N-tert-Butyl-3-oxo-4-aza-5α-androst-1-en-17β-carboxamide, MK-906

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About This Item

Empirical Formula (Hill Notation):
C23H36N2O2
CAS Number:
98319-26-7
Molecular Weight:
372.54
MDL number:
MFCD00869737
UNSPSC Code:
41116107
PubChem Substance ID:
24724479
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: soluble >20 mg/mL

storage temp.

room temp

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](C(=O)NC(C)(C)C)[C@@]4(C)CC[C@]3([H])[C@@]1(C)C=CC(=O)N2

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

Gene Information

human ... HSD3B1(3283) , SRD5A1(6715) , SRD5A2(6716)
rat ... Hsd3b1(360348) , Srd5a1(24950) , Srd5a2(64677)

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Application

Finasteride has been used:
  • as a component of L-15 media to investigate the effects of finasteride exposure on brain, liver and testis tissues
  • in culture medium to treat tumor cells in vitro
  • as a positive control to treat benign prostatic hyperplasia (BPH)
  • to examine its effect on structural and molecular biology on the ventral prostate of senile mice

Biochem/physiol Actions

Finasteride can reduce serum and scalp dihydrotestosterone (DHT) by preventing the transformation of testosterone to DHT. It is usually used to manage benign prostate hyperplasia and pattern hair loss in male. Finasteride possesses androgen-distracting properties.
Selective 5α-reductase inhibitor; antiandrogen.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H360FD

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Vincent Joseph et al.
Experimental physiology, 103(2), 276-290 (2017-11-24)
What is the central question of this study? What are the contributions of allopregnanolone, the neuroactive metabolite of progesterone, and nuclear (nPR) and membrane (mPR) progesterone receptors to the respiratory effect of progesterone in newborn rats? What is the main
Finasteride adverse effects: An update
Carreno-Orellana N, et al.
Revista Brasileira de Farmacognosia, 144(12), 1584-1590 (2016)
Inhibitory effects of Ponciri Fructus on testosterone-induced benign prostatic hyperplasia in rats
Jeon W Y, et al.
BMC Complementary and Alternative Medicine, 17(1), 384-384 (2017)
Teemu J Murtola et al.
The Prostate, 73(9), 923-931 (2013-01-22)
Two clinical trials have shown that users of 5α-reductase inhibitors finasteride and dutasteride (5-ARIs) have reduced overall prostate cancer risk, while the proportion of high-grade tumors is increased. We studied tumor characteristics, risk of biochemical recurrence and mortality after radical
Marian L Neuhouser et al.
Cancer prevention research (Philadelphia, Pa.), 6(2), 91-99 (2013-01-15)
The role of the insulin-like growth factor (IGF) axis and whether IGFs interact with androgen-suppressing agents in relation to prostate carcinogenesis is unclear. This nested case-control study (n = 1,652 cases/1,543 controls) examined whether serum IGF1, IGF2, IGFBP2, IGFBP3, and
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