fluvoxamine   Click here for help

GtoPdb Ligand ID: 7189

Synonyms: Luvox® | U-23000
Approved drug PDB Ligand Immunopharmacology Ligand
fluvoxamine is an approved drug (FDA (1994))
Compound class: Synthetic organic
Comment: Fluvoxamine is an antidepressant belonging to the selective serotonin reuptake inhibitor (SSRI) drug group.
Marketed formulations may contain fluvoxamine maleate (PubChem CID 9560989).

SARS-CoV-2 and COVID-19: Evidence that is emerging from randomised, placebo-controlled clinical trials [6] suggests that fluvoxamine may offer potential as a therapuetic for non-hospitalised COVID-19 patients. Multiple fluvoxamine mechanisms of action may be at play [10], and much remains to clarified about the patients who would benefit most, efficacy in infections with different SARS-CoV-2 variants, and whether fluvoxamine's effect occurs in addition to the benefit demonstrated by other therapies.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 56.84
Molecular weight 318.16
XLogP 3.24
No. Lipinski's rules broken 0
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Canonical SMILES NCCO/N=C(/c1ccc(cc1)C(F)(F)F)\CCCCOC
Isomeric SMILES NCCO/N=C(/c1ccc(cc1)C(F)(F)F)\CCCCOC
InChI InChI=1S/C15H21F3N2O2/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18/h5-8H,2-4,9-11,19H2,1H3/b20-14+
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Pharmacology and therapeutic potential of sigma(1) receptor ligands.
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Can selective serotonin reuptake inhibitors have a neuroprotective effect during COVID-19?.
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Activation of sigma-1 receptor chaperone in the treatment of neuropsychiatric diseases and its clinical implication.
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Pharmacological characterization and visualization of the glial serotonin transporter.
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5. Lenze EJ, Mattar C, Zorumski CF, Stevens A, Schweiger J, Nicol GE, Miller JP, Yang L, Yingling M, Avidan MS et al.. (2020)
Fluvoxamine vs Placebo and Clinical Deterioration in Outpatients With Symptomatic COVID-19: A Randomized Clinical Trial.
JAMA, 324 (22): 2292-2300. [PMID:33180097]
6. Reis G, dos Santos Moreira-Silva EA, Silva DCM, Thabane L, Milagres AC, Ferreira TS, dos Santos CVQ, de Souza Campos VH, Nogueira AMR, de Almeida APFG et al.. (2021)
Effect of early treatment with fluvoxamine on risk of emergency care and hospitalisation among patients with COVID-19: the TOGETHER randomised, platform clinical trial.
The Lancet Global Health, Epub ahead of print. DOI: 10.1016/S2214-109X(21)00448-4
7. Rosen DA, Seki SM, Fernández-Castañeda A, Beiter RM, Eccles JD, Woodfolk JA, Gaultier A. (2019)
Modulation of the sigma-1 receptor-IRE1 pathway is beneficial in preclinical models of inflammation and sepsis.
Sci Transl Med, 11 (478). [PMID:30728287]
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Role of platelet serotonin in innate immune cell recruitment.
Front Biosci (Landmark Ed), 24: 514-526. [PMID:30468670]
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The sigma enigma: can sigma receptors provide a novel target for disorders of mood and cognition?.
J Clin Psychiatry, 69 (11): 1673-4. [PMID:19200426]
10. Sukhatme VP, Reiersen AM, Vayttaden SJ, Sukhatme VV. (2021)
Fluvoxamine: A Review of Its Mechanism of Action and Its Role in COVID-19.
Front Pharmacol, 12: 652688. [PMID:33959018]
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Pharmacological profile of antidepressants and related compounds at human monoamine transporters.
Eur J Pharmacol, 340 (2-3): 249-58. [PMID:9537821]
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Beyond a neurotransmitter: The role of serotonin in inflammation and immunity.
Pharmacol Res, 140: 100-114. [PMID:29953943]
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From α4β2 Nicotinic Ligands to the Discovery of σ1 Receptor Ligands: Pharmacophore Analysis and Rational Design.
ACS Med Chem Lett, 3 (12): 1054-1058. [PMID:23641311]