Structure via PubChem · Public domain (PubChem)
caroxazone
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Caroxazone (Surodil, Timostenil) is an antidepressant which was formerly used for the treatment of depression but is now no longer marketed. It acts as a reversible monoamine oxidase inhibitor (RIMA) of both MAO-A and MAO-B subtypes, with five-fold preference for the latter.
Chemical data
- Formula
- C10H10N2O3
- Molecular weight
- 206.2 g/mol
- IUPAC name
- 2-(2-oxo-4H-1,3-benzoxazin-3-yl)acetamide
- SMILES
- C1C2=CC=CC=C2OC(=O)N1CC(=O)N
- InChIKey
- KYCBWEZLKCTALM-UHFFFAOYSA-N
- XLogP
- 0.2
- Polar surface area
- 72.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 206.069142
- Has use
- medication
Show 3 more facts
- chemical formula
- C₁₀H₁₀N₂O₃
- canonical SMILES
- C1C2=CC=CC=C2OC(=O)N1CC(=O)N
- Commons category
- Caroxazone
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- See also
- References
Caroxazone (Surodil, Timostenil) is an antidepressant which was formerly used for the treatment of depression but is now no longer marketed. It acts as a reversible monoamine oxidase inhibitor (RIMA) of both MAO-A and MAO-B subtypes, with five-fold preference for the latter.
== Synthesis == class=skin-invert-image|center|700px|thumb|Caroxazone synthesis: Synthesis starts by reductive amination of salicylaldehyde and glycinamide to give 3. The synthesis is completed by reaction with phosgene and NaHCO3.
Excerpted from Wikipedia’s “caroxazone” article, available under the CC BY-SA 4.0 licence.
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