Dutasteride

drug
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Also known as AvodartAvolveDuastrideDutasteridaDutasteride component of jalynGG-745GI 198745GI-198745NSC-740477NSC-759880SID144205752DutasterideÊDutasterideÂ

Summary

Dutasteride (CHEMBL1200969) is an approved small-molecule EC 1.3.1.22 [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor (ATC G04CB02); indicated across 12 conditions including prostate carcinoma and benign prostatic hyperplasia.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: G04CB02
  • Indications: 12 conditions
  • Clinical trials: 89
  • Chemistry: 528.5 Da · C27H30F6N2O2

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1200969
NameDutasteride
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID6918296
ChEBICHEBI:521033
ATCG04CB02
Molecular formulaC27H30F6N2O2
Molecular weight528.5
InChIKeyJWJOTENAMICLJG-QWBYCMEYSA-N

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

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

ChEBI definition: An aza-steroid that is inasteride in which the tert-butyl group is replaced by a 2,5-bis(trifluoromethyl)phenyl group. A synthetic 4-azasteroid, dutasteride is a selective inhibitor of both the type 1 and type 2 isoforms of steroid 5α-reductase, an intracellular enzyme that converts testosterone to 5α-dihydrotestosterone. Dutasteride is used for the treatment of symptomatic benign prostatic hyperplasia in men with an enlarged prostate gland.

Pharmacological roles (ChEBI): EC 1.3.1.22 [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor, antihyperplasia drug.

Also known as: Avodart, Avolve, Duastride, Dutasterida, Dutasteride, Dutasteride component of jalyn, GG-745, GI 198745, GI-198745, NSC-740477, NSC-759880, dutasteride

Patent coverage: 3,067 distinct patent families (11,156 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 11,154 (100%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Broader ChEMBL bioactivity targets: 4 (assay-derived). Sample: 3-oxo-5-alpha-steroid 4-dehydrogenase 1, Keap1/Nrf2, Glycine receptor subunit alpha-1, Bile salt export pump.

Bioactivity

ChEMBL activities: 3 potent at pChembl ≥ 5 of 5 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
SRD5A18.4IC504nMCHEMBL_ACT_19113986
GLRA16.48EC50330nMCHEMBL_ACT_15241386
KEAP15.55IC502810nMCHEMBL_ACT_24992834

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

12 indications (3 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
prostate carcinoma4MONDO:0005159EFO:0001663
benign prostatic hyperplasia4MONDO:0010811EFO:0000284
prostate adenocarcinoma4MONDO:0005082EFO:0000673
androgenetic alopecia3MONDO:0005339EFO:0004191
hypogonadism3MONDO:0002146MONDO:0002146
alopecia3MONDO:0004907MONDO:0004907
prostatitis2MONDO:0005280EFO:0003830
severe acute respiratory syndrome2MONDO:0005091MONDO:0100096
amyotrophic lateral sclerosis2MONDO:0004976MONDO:0004976
Kennedy disease2MONDO:0010735MONDO:0010735

2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 89.

Phase distribution

PhaseTrials
PHASE219
Not specified18
PHASE416
PHASE115
PHASE313
PHASE2/PHASE35
PHASE1/PHASE23

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00062790PHASE4COMPLETEDEffect Of Dutasteride On Intraprostatic Dihydrotestosterone (DHT) Levels
NCT00194675PHASE4COMPLETEDTRADE-Testosterone Replacement and Dutasteride Effectiveness
NCT00363311PHASE4COMPLETEDAssessment Of Dutasteride (AVODART) In Extending The Time To Progression Of Low-Risk, Localized Prostate Cancer In Men
NCT00375765PHASE4COMPLETEDEffects On Dihydrotestosterone Regulated Gene Expression In Benign Prostatic Hyperplasia Or Prostate Cancer
NCT00421421PHASE4TERMINATEDEffects Of Dutasteride On Risk Reduction Of Acute Urinary Retention Relapse Following Trial Without Catheter
NCT00470834PHASE4COMPLETEDProstate Cancer Study In Men Who Have Failed First-Line Androgen Deprivation Therapy
NCT00493987PHASE4COMPLETEDThe Role of 5-alpha Reductase in Mediating Testosterone Actions
NCT00690950PHASE4UNKNOWNA Study to Determine the Improvement of the Symptoms of Benign Prostatic Hyperplasia (BPH) When Switching Subjects From Proscar to Avodart
NCT00752869PHASE4COMPLETEDEfficacy Study for Use of Dutasteride (Avodart) With Testosterone Replacement
NCT00805701PHASE4COMPLETEDStudy Assessing The Efficacy And Safety Of Avodart (Dutasteride) At Improving Urinary Symptoms In Men With Prostate Cancer Who Are Undergoing Seed Implantation
NCT00827814PHASE4COMPLETEDEffect of Dutasteride on Bladder Wall Hypertrophy in Patients With Benign Prostatic Obstruction
NCT00880672PHASE4COMPLETEDEffect of Dutasteride on HIF-1alpha and VEGF in the Prostate
NCT00939120PHASE4COMPLETEDDutasteride With Tolterodine ER or Placebo to Treat Lower Urinary Tract Symptoms (LUTS)
NCT01262287PHASE4COMPLETEDDutasteride for the Reduction of Alcohol Use in Male Drinkers
NCT01673490PHASE4TERMINATEDSafety and Efficacy of 0.5mg Dutasteride and 0.4mg Tamsulosin Combination Once Daily for Six Months for Benign Prostatic Hyperplasia
NCT01758523PHASE4COMPLETEDDutasteride Treatment for the Reduction of Heavy Drinking in Men
NCT06916793PHASE3NOT_YET_RECRUITINGA Phase 3 Study to Evaluate the Safety and Efficacy of CKD-843 in Male Patients With Androgenetic Alopecia
NCT00056407PHASE3COMPLETEDREDUCE - A Clinical Research Study To Reduce The Incidence Of Prostate Cancer In Men Who Are At Increased Risk
NCT00070733PHASE3UNKNOWNThe Effect of 5-Alpha Reductase on Testosterone in Men
NCT00368979PHASE3COMPLETEDDutasteride (GI198745) In Benign Prostatic Hyperplasia Subjects
NCT00398281PHASE3COMPLETEDDutasteride Followed By Ultrasound-Guided Biopsy in Finding Prostate Cancer
NCT00431626PHASE3TERMINATEDA Clinical Trial Comparing Laser TURP With and Without Dutasteride.
NCT00490555PHASE2/PHASE3COMPLETEDPROS-1-Male Hormonal Contraceptive Regimens on Prostate Tissue
NCT00553878PHASE2/PHASE3COMPLETEDComparing 0.5 mg Dutasteride vs Placebo Daily in Men Receiving Androgen Ablation Therapy for Prostate Cancer
NCT00780754PHASE3COMPLETEDPrevention of Prostate Cancer With Dutasteride in Case of High Grade PIN Neoplasia
NCT01231607PHASE3COMPLETEDDutasteride Versus Placebo and Finasteride in Men With Androgenetic Alopecia
NCT01831791PHASE3COMPLETEDA Long-term Study to Determine Safety and Efficacy of Dutasteride in Male Subjects With Androgenetic Alopecia
NCT02014584PHASE3COMPLETEDSexual Function in Men Receiving Dutasteride for Androgenetic Alopecia
NCT02058368PHASE3COMPLETEDStudy to Compare the Efficacy and Safety of Combination Treatment With Dutasteride and Tamsulosin With Tamsulosin Monotherapy, in Men With Moderate to Severe Benign Prostatic Hyperplasia
NCT04098302PHASE2/PHASE3COMPLETEDDutasteride Treatment for Reducing Heavy Drinking in AUD: Predictors of Efficacy
NCT04545450PHASE3COMPLETEDEffects of Testosterone Plus Dutasteride or Placebo on Muscle Strength, Body Composition and Metabolism in Transmen
NCT04729491PHASE2/PHASE3COMPLETEDEAT-DUTA AndroCoV Trial
NCT04756206PHASE2/PHASE3COMPLETEDRole of Dutasteride in Treatment of Chronic Prostatitis
NCT04947631PHASE3COMPLETEDEfficacy and Safety of DKF-313 in Patients With Benign Prostatic Hyperplasia
NCT05513365PHASE2RECRUITINGPhase II Dutasteride in Combination With CAB vs CAB in SDC
NCT07420517PHASE2RECRUITINGDutasteride in Patients With Low Grade Non-muscle Invasive Bladder Cancer
NCT00161421PHASE2COMPLETEDOral Androgens in Man-3 (ORAL T-3) Pharmacokinetics of Oral Testosterone
NCT00298155PHASE2COMPLETEDMaximal Suppression of the Androgen Axis in Clinically Localized Prostate Cancer
NCT00303446PHASE2COMPLETEDDutasteride to Treat Spinal and Bulbar Muscular Atrophy (SBMA)
NCT00398580PHASE2COMPLETED28-Day Study of Testosterone Co-administered With Dutasteride in Hypogonadal Men

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).