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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:
Molecular Weight:
372.54
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77

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

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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

Signal Word

Danger

Hazard Statements

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)
Mary K Samplaski et al.
Fertility and sterility, 100(6), 1542-1546 (2013-09-10)
To determine the degree of improvement in semen parameters after finasteride discontinuation. A prospective database of men presenting for a fertility evaluation was analyzed for semen and hormone parameters before and after discontinuation of finasteride. A male infertility specialty clinic.
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
Aidan Evans-Strong et al.
Journal of neuroendocrinology, 36(4), e13378-e13378 (2024-03-14)
Neurosteroids have been implicated in the pathophysiology of post-traumatic stress disorder (PTSD). Allopregnanolone is reduced in subsets of individuals with PTSD and has been explored as a novel treatment strategy. Both direct trauma exposure and witnessed trauma are risk factors

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