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finasteride

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finasteride

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Also known as MK 906, MK-906, MK906, (5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide

Finasteride, sold under the brand names Proscar and Propecia among others, is a medication used to treat pattern hair loss and benign prostatic hyperplasia (BPH). It can also be used to treat excessive hair growth in women. It is usually taken orally but there are topical formulations for patients with hair loss, designed to minimize systemic exposure by acting specifically on hair follicles.

OverviewAI-generated

Finasteride is a chemical compound with the formula C₂₃H₃₆N₂O₂. Its molecular mass is listed as 372.278, while its weight is recorded as 372.5. The substance has a defined daily dose of 5.

Chemical properties include an xlogp value of 3 and a topological polar surface area of 58.2. The molecule contains two hydrogen bond donors and two hydrogen bond acceptors, with a charge of 0. It is associated with a PubMed query count of 4080 and is referenced by 465 other encyclopedia articles.

Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
458461973
Drug.image
Finasteride.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.image2
Finasteride-from-xtal-3D-bs-17.png
Drug.image_class2
bg-transparent
Drug.width2
250
Drug.tradename
Proscar, Propecia, Finide, others
Drug.MedlinePlus
a698016
Drug.DailyMedID
Finasteride
Drug.pregnancy_AU
X
Drug.routes_of_administration
By mouth, topical
Drug.class
5α-Reductase inhibitor
Drug.ATC_prefix
G04
Drug.ATC_suffix
CB01
Drug.legal_AU
S4
Drug.legal_CA
Rx-only

via Wikipedia infobox

Chemical data

Formula
C23H36N2O2
Molecular weight
372.5 g/mol
IUPAC name
(1S,3aS,3bS,5aR,9aR,9bS,11aS)-N-tert-butyl-9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1-carboxamide
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)NC(C)(C)C)CC[C@@H]4[C@@]3(C=CC(=O)N4)C
InChIKey
DBEPLOCGEIEOCV-WSBQPABSSA-N
XLogP
3
Polar surface area
58.2 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

~24 min read

Encyclopedic overview

26 sections
Contents
  • Medical uses
  • Enlarged prostate
  • Pattern hair loss
  • Prostate cancer
  • Excessive hair growth
  • Adverse effects
  • Sexual adverse effects
  • Finasteride for androgenetic alopecia (hair loss in men)
  • Finasteride for benign prostatic hyperplasia
  • Long-term
  • Post-finasteride syndrome
  • Overdose
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • History
  • Society and culture
  • Generic names
  • Brand names
  • Athletics
  • Miscellaneous
  • Research
  • References

Finasteride, sold under the brand names Proscar and Propecia among others, is a medication used to treat pattern hair loss and benign prostatic hyperplasia (BPH). It can also be used to treat excessive hair growth in women. It is usually taken orally but there are topical formulations for patients with hair loss, designed to minimize systemic exposure by acting specifically on hair follicles.

Finasteride is a 5α-reductase inhibitor and therefore an antiandrogen. It works by decreasing the production of dihydrotestosterone (DHT) by about 70%.

Excerpted from Wikipedia’s “finasteride” article, available under the CC BY-SA 4.0 licence.

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