avodart

Also known as alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxy-2',5'-xylidide, (5alpha,17beta)-N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-azaandrost-1-ene-17-carboxamide

Dutasteride, sold under the brand name Avodart among others, is a medication primarily used to treat the symptoms of a benign prostatic hyperplasia (BPH), an enlarged prostate not associated with cancer. A few months may be required before benefits occur. It is also used for scalp hair loss in men and as a part of hormone therapy in transgender women. It is usually taken by mouth.

In the Vinony graph

Within Vinony's link graph, avodart is referenced by 353 other articles, and connects out to biological half-life, International Standard Serial Number and patent.

It sits within the topics 5α-Reductase inhibitors, Androstanes and Carboxamides.

Its subject is documented across 22 Wikipedia language editions.

Key facts

Drug.ChEMBL: 1200969
Drug.Verifiedfields: verified
Drug.Watchedfields: verified
Drug.verifiedrevid: 461091686
Drug.image: Dutasteride.svg
Drug.image_class: skin-invert-image
Drug.width: 250
Drug.tradename: Avodart, others
Drug.MedlinePlus: a603001
Drug.DailyMedID: Dutasteride
Drug.pregnancy_category: Not to be used during pregnancy
Drug.routes_of_administration: By mouth
Drug.class: 5α-Reductase inhibitor
Drug.ATC_prefix: G04
Drug.ATC_suffix: CB02
Drug.legal_UK: POM
Drug.legal_US: Rx-only
Drug.bioavailability: 60%

via Wikipedia infobox

Chemical data

Formula: C27H30F6N2O2
Molecular weight: 528.5 g/mol
IUPAC name: (1S,3aS,3bS,5aR,9aR,9bS,11aS)-N-[2,5-bis(trifluoromethyl)phenyl]-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)NC4=C(C=CC(=C4)C(F)(F)F)C(F)(F)F)CC[C@@H]5[C@@]3(C=CC(=O)N5)C
InChIKey: JWJOTENAMICLJG-QWBYCMEYSA-N
XLogP: 5.4
Polar surface area: 58.2 Å²
H-bond donors: 2
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2001
Admin. routes: oral
Indications: prostate carcinoma, benign prostatic hyperplasia, prostate adenocarcinoma, androgenetic alopecia

via ChEMBL · EBI

Wikidata facts

Mass: 528.221
Has use: medication

Show 7 more facts

chemical formula: C₂₇H₃₀F₆N₂O₂
World Health Organisation international non-proprietary name: dutasteride
canonical SMILES: CC12CCC3C(C1CCC2C(=O)NC4=C(C=CC(=C4)C(F)(F)F)C(F)(F)F)CCC5C3(C=CC(=O)N5)C
isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)NC4=C(C=CC(=C4)C(F)(F)F)C(F)(F)F)CC[C@@H]5[C@@]3(C=CC(=O)N5)C
defined daily dose: 0.5
subject has role: 5-alpha-reductase inhibitors
Commons category: Dutasteride