Structure via PubChem · Public domain (PubChem)
isocarboxazid
Sign in to saveIsocarboxazid, sold under the brand name Marplan among others, is a non-selective irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class used as an antidepressant. Along with phenelzine and tranylcypromine, it is one of only three classical MAOIs still available for clinical use in the treatment of psychiatric disorders in the United States, though it is not as commonly employed in comparison to the others.
Chemical data
- Formula
- C12H13N3O2
- Molecular weight
- 231.25 g/mol
- IUPAC name
- N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide
- SMILES
- CC1=CC(=NO1)C(=O)NNCC2=CC=CC=C2
- InChIKey
- XKFPYPQQHFEXRZ-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 67.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1959
- Admin. routes
- oral
- Indications
- major depressive disorder, Alzheimer disease
via ChEMBL · EBI
Research
437 papersvia PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 231.100777
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₂H₁₃N₃O₂
- subject has role
- monoamine oxidase inhibitor
- World Health Organisation international non-proprietary name
- isocarboxazid
- canonical SMILES
- CC1=CC(=NO1)C(=O)NNCC2=CC=CC=C2
- defined daily dose
- 15
- Commons category
- Isocarboxazid
- legal status (medicine)
- boxed warning
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Contraindications
- See also
- References
Isocarboxazid, sold under the brand name Marplan among others, is a non-selective irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class used as an antidepressant. Along with phenelzine and tranylcypromine, it is one of only three classical MAOIs still available for clinical use in the treatment of psychiatric disorders in the United States, though it is not as commonly employed in comparison to the others.
Isocarboxazid is primarily used to treat mood and anxiety disorders. It has also been investigated in the treatment of schizophrenia, Parkinson's disease, and other dementia-related disorders.
Excerpted from Wikipedia’s “isocarboxazid” article, available under the CC BY-SA 4.0 licence.