Structure via PubChem · Public domain (PubChem)
toloxatone
Sign in to saveToloxatone (Humoryl) is an antidepressant launched in 1984 in France by Sanofi Aventis for the treatment of depression. It was discontinued in 2002. It acts as a selective reversible inhibitor of MAO-A (RIMA).
Chemical data
- Formula
- C11H13NO3
- Molecular weight
- 207.23 g/mol
- IUPAC name
- 5-(hydroxymethyl)-3-(3-methylphenyl)-1,3-oxazolidin-2-one
- SMILES
- CC1=CC(=CC=C1)N2CC(OC2=O)CO
- InChIKey
- MXUNKHLAEDCYJL-UHFFFAOYSA-N
- XLogP
- 1.2
- Polar surface area
- 49.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1984
- Admin. routes
- oral
- Indications
- major depressive disorder
via ChEMBL · EBI
Research
86 papers- [Toloxatone and depression].Acta psiquiatrica y psicologica de America latina · 1991
- Characterization of forced degradation products of toloxatone by LC-ESI-MS/MS.Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society · 2018
- Toloxatone pharmacokinetics in the plasma and cerebrospinal fluid of the rabbit.The Journal of pharmacy and pharmacology · 1992
- Pharmacokinetic and pharmacodynamic interaction between toloxatone, a new reversible monoamine oxidase-A inhibitor, and oral tyramine in healthy subjects.Clinical pharmacology and therapeutics · 1992
- Effect of acute ethanol administration on toloxatone pharmacokinetics in rabbits.Alcoholism, clinical and experimental research · 1999
via PubMed
Wikidata facts
- Subclass of
- primary alcohol
- Mass
- 207.089543
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₁H₁₃NO₃
- World Health Organisation international non-proprietary name
- toloxatone
- canonical SMILES
- CC1=CC(=CC=C1)N2CC(OC2=O)CO
- Commons category
- Toloxatone
- subject has role
- monoamine oxidase inhibitor
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- See also
- References
Toloxatone (Humoryl) is an antidepressant launched in 1984 in France by Sanofi Aventis for the treatment of depression. It was discontinued in 2002. It acts as a selective reversible inhibitor of MAO-A (RIMA).
==Synthesis== 500px|class=skin-invert-image
Excerpted from Wikipedia’s “toloxatone” article, available under the CC BY-SA 4.0 licence.
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