Fluvoxamine
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Also known as FluvoxaminaN06AB08SID11111173SID26751469SID90340960SID50100910SID50103976SID144204388SID170464809
Summary
Fluvoxamine (CHEMBL814) is an approved small-molecule antidepressant (ATC N06AB08) targeting SIGMAR1 and SLC6A4; indicated across 16 conditions including melancholia and depressive disorder.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: N06AB08
- Targets: 2 (SIGMAR1, SLC6A4)
- Indications: 16 conditions
- Clinical trials: 57
- Chemistry: 318.33 Da · C15H21F3N2O2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL814 |
| Name | Fluvoxamine |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 5324346 |
| ChEBI | CHEBI:5138 |
| ATC | N06AB08 |
| Molecular formula | C15H21F3N2O2 |
| Molecular weight | 318.33 |
| InChIKey | CJOFXWAVKWHTFT-XSFVSMFZSA-N |
SMILES: COCCCC/C(=N\OCCN)/C1=CC=C(C=C1)C(F)(F)F
IUPAC name: 2-[(E)-[5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino]oxyethanamine
ChEBI definition: An oxime O-ether that is benzene substituted by a (1E)-N-(2-aminoethoxy)-5-methoxypentanimidoyl group at position 1 and a trifluoromethyl group at position 4. It is a selective serotonin reuptake inhibitor that is used for the treatment of obsessive-compulsive disorder.
Pharmacological roles (ChEBI): antidepressant, serotonin uptake inhibitor, anxiolytic drug.
Also known as: Fluvoxamina, Fluvoxamine, N06AB08, fluvoxamine, SID11111173, SID26751469, SID90340960, SID50100910, SID50103976, SID144204388, FLUVOXAMINE, SID170464809
Parent form; salt/anhydrous children: CHEMBL1409
Patent coverage: 8,372 distinct patent families (31,662 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).
| Gene | Target | Action | pAffinity | Cancer dependency | UniProt |
|---|---|---|---|---|---|
| SIGMAR1 | sigma non-opioid intracellular receptor 1 | Binding | 7.44 | 2.6% | Q99720 |
| SLC6A4 | SERT | Inhibition | 8.66 | 0.7% | P31645 |
Broader ChEMBL bioactivity targets: 23 (assay-derived). Sample: Cytochrome P450 1A2, Survival motor neuron protein, Inositol monophosphatase 1, Sodium channel protein type 5 subunit alpha, Sodium-dependent noradrenaline transporter, Sodium-dependent serotonin transporter, Alpha-1A adrenergic receptor, Voltage-dependent L-type calcium channel subunit alpha-1C, Kappa-type opioid receptor, Sodium-dependent dopamine transporter.
Bioactivity
ChEMBL activities: 25 potent at pChembl ≥ 5 of 41 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| SLC6A3 | 8.84 | Ki | 1.46 | nM | CHEMBL_ACT_118577 |
| SLC6A4 | 8.51 | Ki | 3.08 | nM | CHEMBL_ACT_1052211 |
| SLC6A4 | 8.42 | IC50 | 3.8 | nM | CHEMBL_ACT_22850860 |
| SLC6A4 | 8.4 | AC50 | 4 | nM | CHEMBL_ACT_25150157 |
| Q9R0C9 | 7.44 | Ki | 36 | nM | CHEMBL_ACT_10972887 |
| SIGMAR1 | 7.44 | Ki | 36 | nM | CHEMBL_ACT_12180126 |
| Q9R0C9 | 7.44 | Ki | 36 | nM | CHEMBL_ACT_22850842 |
| CYP2C19 | 7 | Potency | 100 | nM | CHEMBL_ACT_4014645 |
| CYP2C19 | 7 | AC50 | 100 | nM | CHEMBL_ACT_6004252 |
| CYP1A2 | 6.8 | AC50 | 158.5 | nM | CHEMBL_ACT_6012013 |
| SLC6A4 | 6.34 | Ki | 458 | nM | CHEMBL_ACT_23305381 |
| P31652 | 6.27 | IC50 | 540 | nM | CHEMBL_ACT_1271846 |
| ADRA1A | 5.59 | AC50 | 2547 | nM | CHEMBL_ACT_25137824 |
| KCNH2 | 5.51 | IC50 | 3100 | nM | CHEMBL_ACT_15257959 |
| KCNH2 | 5.4 | AC50 | 4000 | nM | CHEMBL_ACT_25117608 |
| O35505 | 5.31 | IC50 | 4900 | nM | CHEMBL_ACT_15257929 |
| O35505 | 5.31 | IC50 | 4900 | nM | CHEMBL_ACT_15373238 |
| NFKB1 | 5.25 | Potency | 5623 | nM | CHEMBL_ACT_3672757 |
| NFKB1 | 5.25 | Potency | 5623 | nM | CHEMBL_ACT_4586038 |
| ADRA1A | 5.22 | AC50 | 6000 | nM | CHEMBL_ACT_25217939 |
| CYP2D6 | 5.1 | Ki | 8000 | nM | CHEMBL_ACT_15456083 |
| SMN1 | 5.1 | Potency | 7943 | nM | CHEMBL_ACT_3877662 |
| Q5U3Y7 | 5.07 | Ki | 8439 | nM | CHEMBL_ACT_22850816 |
| CYP2C9 | 5.07 | Ki | 8500 | nM | CHEMBL_ACT_384514 |
| P97697 | 5 | Potency | 10000 | nM | CHEMBL_ACT_4421343 |
Target pathways
Aggregated over 2 target gene(s): SIGMAR1, SLC6A4.
Top Reactome pathways
10 total, by targets touching each:
| Pathway | Targets | Genes |
|---|---|---|
| Neurotransmitter clearance | 1 | SLC6A4 |
| Transmission across Chemical Synapses | 1 | SLC6A4 |
| Neuronal System | 1 | SLC6A4 |
| Disease | 1 | SIGMAR1 |
| Serotonin clearance from the synaptic cleft | 1 | SLC6A4 |
| SLC-mediated transport of neurotransmitters | 1 | SLC6A4 |
| Infectious disease | 1 | SIGMAR1 |
| Potential therapeutics for SARS | 1 | SIGMAR1 |
| SARS-CoV Infections | 1 | SIGMAR1 |
| Viral Infection Pathways | 1 | SIGMAR1 |
Dominant GO biological processes
| GO term | Targets |
|---|---|
| lipid transport | 1 |
| nervous system development | 1 |
| regulation of neuron apoptotic process | 1 |
| protein homotrimerization | 1 |
| response to alcohol | 1 |
| regulation of postsynapse assembly | 1 |
| G protein-coupled opioid receptor signaling pathway | 1 |
| response to hypoxia | 1 |
| neurotransmitter transport | 1 |
| amino acid transport | 1 |
| response to nutrient | 1 |
| memory | 1 |
| circadian rhythm | 1 |
| response to xenobiotic stimulus | 1 |
| response to toxic substance | 1 |
Indications & clinical
Indications
16 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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| melancholia | 4 | MONDO:0002444 | EFO:1002014 |
| depressive disorder | 4 | MONDO:0002050 | MONDO:0002050 |
| autism | 3 | MONDO:0005260 | EFO:0003758 |
| obsessive-compulsive disorder | 3 | MONDO:0008114 | EFO:0004242 |
| anxiety | 3 | MONDO:0011918 | EFO:0005230 |
| separation anxiety disorder | 3 | MONDO:0001098 | EFO:1001916 |
| social phobia | 3 | MONDO:0001247 | EFO:1001917 |
| dementia | 3 | MONDO:0001627 | HP:0000726 |
| severe acute respiratory syndrome | 3 | MONDO:0005091 | MONDO:0100096 |
| generalized anxiety disorder | 3 | MONDO:0001942 | EFO:1001892 |
| panic disorder | 2 | MONDO:0005383 | EFO:0004262 |
| long COVID-19 | 2 | MONDO:0100233 | MONDO:0100233 |
| neoplasm | 1 | MONDO:0005070 | EFO:0000616 |
3 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 57.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE1 | 20 |
| Not specified | 12 |
| PHASE3 | 10 |
| PHASE4 | 8 |
| PHASE2 | 6 |
| PHASE2/PHASE3 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT01764867 | PHASE4 | UNKNOWN | Algorithm Guided Treatment Strategies for Major Depressive Disorder |
| NCT02016261 | PHASE4 | COMPLETED | Study to Evaluate Cognitive Functioning in Remitted Depression During Treatment With Fluvoxamine |
| NCT02022709 | PHASE4 | COMPLETED | Efficacy of Exposure and Response Prevention(ERP) and SSRIs in Chinese OCD Patients |
| NCT02194075 | PHASE4 | COMPLETED | Methylphenidate Hydrochloride Controlled-Release Tablets Augmentation Strategy for Patients With Obsessive Compulsive Disorder |
| NCT03219008 | PHASE4 | UNKNOWN | Multi-Dimensional Diagnosis,Individualized Therapy,and Management Technique for Major Depressive Disorder:Based on Clinical and Pathological Characteristics |
| NCT03779789 | PHASE4 | COMPLETED | Vortioxetine in the Elderly vs. Selective Serotonin Reuptake Inhibitors (SSRIs): a Pragmatic Assessment |
| NCT04963257 | PHASE4 | UNKNOWN | Sertraline Combined With Fluvoxamine in the Treatment of Refractory Obsessive-compulsive Disorder |
| NCT05087381 | PHASE4 | COMPLETED | Randomized-controlled Trial of the Effectiveness of COVID-19 Early Treatment in Community |
| NCT06969287 | PHASE3 | RECRUITING | Mitigating Delirium With Fluvoxamine Treatment for Non-Cardiac Surgery |
| NCT07359482 | PHASE3 | NOT_YET_RECRUITING | sElective Serotonin reuPtake inhibitoRs In posT-covid After COVID-19 |
| NCT00000389 | PHASE3 | COMPLETED | Treatment for Anxiety in Children |
| NCT00655174 | PHASE3 | COMPLETED | Fluvoxamine and Sertraline in Childhood Autism - Does SSRI Therapy Improve Behaviour and/or Mood? |
| NCT02374567 | PHASE3 | TERMINATED | Pharmacovigilance in Gerontopsychiatric Patients |
| NCT04510194 | PHASE3 | COMPLETED | COVID-OUT: Early Outpatient Treatment for SARS-CoV-2 Infection (COVID-19) |
| NCT04668950 | PHASE3 | COMPLETED | Fluvoxamine for Early Treatment of Covid-19 (Stop Covid 2) |
| NCT04885530 | PHASE3 | COMPLETED | ACTIV-6: COVID-19 Study of Repurposed Medications |
| NCT05874037 | PHASE2/PHASE3 | COMPLETED | Fluvoxamine for Long COVID-19 |
| NCT05890586 | PHASE3 | COMPLETED | ACTIV-6: COVID-19 Study of Repurposed Medications - Arm B (Fluvoxamine) |
| NCT05894564 | PHASE3 | COMPLETED | ACTIV-6: COVID-19 Study of Repurposed Medications - Arm E (Fluvoxamine 100) |
| NCT04539951 | PHASE2 | RECRUITING | Pragmatic Trial of Obsessive-compulsive Disorder |
| NCT04160377 | PHASE2 | UNKNOWN | A Clinical Trial of Fluvoxamine for Melancholia |
| NCT04342663 | PHASE2 | COMPLETED | A Double-blind, Placebo-controlled Clinical Trial of Fluvoxamine for Symptomatic Individuals With COVID-19 Infection |
| NCT04711863 | PHASE2 | SUSPENDED | Fluvoxamine for Adults With Mild to Moderate COVID-19 |
| NCT04718480 | PHASE2 | COMPLETED | Fluvoxamine Administration in Moderate SARS-CoV-2 (COVID-19) Infected Patients |
| NCT05216614 | PHASE2 | WITHDRAWN | Fluvoxamine to Augment Olfactory Recovery For Long COVID-19 Parosmia |
| NCT00175981 | PHASE1 | COMPLETED | Interaction Between Fluvoxamine and Sildenafil |
| NCT00456560 | PHASE1 | COMPLETED | AV650 Drug-Drug Interaction Study |
| NCT01269333 | PHASE1 | COMPLETED | Impact of Omeprazole and Fluvoxamine on Platelet Response to Clopidogrel |
| NCT01396720 | PHASE1 | COMPLETED | Impact of Citalopharm and Fluvoxamine on Platelet Response to Clopidogrel |
| NCT01540500 | PHASE1 | COMPLETED | Pharmacokinetics of Tasimelteon Alone and in Combination With CYP1A2 Inhibitor, Fluvoxamine |
| NCT01665404 | PHASE1 | COMPLETED | A Study of the Effect of Fluvoxamine on the Pharmacokinetics of RO4917523 in Healthy Volunteers |
| NCT01700270 | PHASE1 | COMPLETED | Pharmacokinetic Drug-drug Interaction Study of Dovitinib (TKI258) in Patients With Advanced Solid Tumors. |
| NCT01704638 | PHASE1 | COMPLETED | Kinetics of Fluvoxamine and Digoxin in Subjects With Different MDR1 Genotypes |
| NCT01707407 | PHASE1 | COMPLETED | A Phase 1 Open-Label Study to Evaluate the Effect of CYP450 and P-gp Inhibition and Induction on the Pharmacokinetics of Pomalidomide (CC-4047) in Healthy Male Subjects |
| NCT01908296 | PHASE1 | COMPLETED | Study to Evaluate the Effect of Multiple-dose of Fluvoxamine on the Plasma Concentration of Quetiapine (FK949E) in Healthy Male Volunteers |
| NCT02853136 | PHASE1 | COMPLETED | Influence of Fluvoxamine on the Pharmacokinetics of BI 409306 |
| NCT03340662 | PHASE1 | COMPLETED | Study Evaluating the Effects of Food, Cytochrome P450 Inhibition and Induction on the Pharmacokinetics of CC-122 |
| NCT03432793 | PHASE1 | COMPLETED | Drug-Drug Interaction (DDI) Study for TD-9855 |
| NCT03930602 | PHASE1 | COMPLETED | Study to Characterize the Effects of Cytochrome p450 1A2 Inhibition on Systemic Exposure to BMS-986165 |
| NCT04478513 | PHASE1 | COMPLETED | A Study to Assess the Effect of Fluvoxamine and Smoking on Pharmacokinetics ( the Movement of Drugs Within the Body) of AZD4635 in Healthy Volunteers |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.
510 molecules share ≥1 primary target. Top 60 by shared-target count:
| Molecule | Source | Status | Shared targets |
|---|---|---|---|
| Dihydroergotamine | ChEMBL + PubChem | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| AMIODARONE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| AMITRIPTYLINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| ASTEMIZOLE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| AZELASTINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| BENZTROPINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| BREXPIPRAZOLE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| BROMHEXINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| BUTENAFINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CHLORPROMAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CINACALCET | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CINNARIZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CISAPRIDE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CITALOPRAM | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CLEMASTINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CLOMIPRAMINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| CLOZAPINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| COCAINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| DEXCHLORPHENIRAMINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| DEXTROMETHORPHAN | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| DOBUTAMINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| DOXEPIN | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| ECONAZOLE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| FLUOXETINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| FLUPHENAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| HALOPERIDOL | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| ILOPERIDONE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| KETANSERIN | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| LABETALOL | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| LEVOBUNOLOL | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| LOPERAMIDE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| MAZINDOL | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| MEPAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| NAFTIFINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PAROXETINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PERHEXILINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PHENTOLAMINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PIPAMAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PITOLISANT | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PROCHLORPERAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PROMAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PROMETHAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PROPAFENONE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PROPRANOLOL | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| PYRILAMINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| RALOXIFENE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| RISPERIDONE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| SERTRALINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| SULOCTIDIL | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| TAMOXIFEN | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| TEGASEROD | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| TERCONAZOLE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| THIORIDAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| TOLTERODINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| TRAZODONE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| TRIFLUOPERAZINE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| VILAZODONE | ChEMBL | Phase 4 (approved) | SIGMAR1, SLC6A4 |
| ENCLOMIPHENE | ChEMBL | Phase 3 | SIGMAR1, SLC6A4 |
| MOSAPRIDE | ChEMBL | Phase 3 | SIGMAR1, SLC6A4 |
| OPIPRAMOL | ChEMBL | Phase 3 | SIGMAR1, SLC6A4 |
Related Atlas pages
- Genes: SIGMAR1, SLC6A4
- Diseases: melancholia, depressive disorder, autism, obsessive-compulsive disorder, anxiety, separation anxiety disorder, social phobia, dementia, severe acute respiratory syndrome, generalized anxiety disorder
- Drugs: Dihydroergotamine, Amiodarone, Amitriptyline, Astemizole, Azelastine, Benztropine, Brexpiprazole, Bromhexine, Butenafine, Chlorpromazine, Cinacalcet, Cinnarizine, Cisapride, Citalopram, Clemastine, Clomipramine, Clozapine, Cocaine, Dexchlorpheniramine, Dextromethorphan, Dobutamine, Doxepin, Econazole, Fluoxetine, Fluphenazine, Haloperidol, Iloperidone, Ketanserin, Labetalol, Levobunolol, Loperamide, Mazindol, Mepazine, Naftifine, Paroxetine, Perhexiline, Phentolamine, Pipamazine, Pitolisant, Prochlorperazine, Promazine, Promethazine, Propafenone, Propranolol, Pyrilamine, Raloxifene, Risperidone, Sertraline, Suloctidil, Tamoxifen, Tegaserod, Terconazole, Thioridazine, Tolterodine, Trazodone, Trifluoperazine, Vilazodone, Enclomiphene, Mosapride, Opipramol