Structure via PubChem · Public domain (PubChem)
imipraminoxide
Sign in to saveImipraminoxide (brand names Imiprex, Elepsin), or 'imipramine N-oxide', is a tricyclic antidepressant (TCA) that was introduced in Europe in the 1960s for the treatment of depression.
Chemical data
- Formula
- C19H24N2O
- Molecular weight
- 296.4 g/mol
- IUPAC name
- 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine oxide
- SMILES
- C[N+](C)(CCCN1C2=CC=CC=C2CCC3=CC=CC=C31)[O-]
- InChIKey
- QZIQORUGXBPDSU-UHFFFAOYSA-N
- XLogP
- 4.8
- Polar surface area
- 21.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- major depressive disorder
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 296.189
Show 3 more facts
- chemical formula
- C₁₉H₂₄N₂O
- canonical SMILES
- C[N+](C)(CCCN1C2=CC=CC=C2CCC3=CC=CC=C31)[O-]
- Commons category
- Imipraminoxide
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Imipraminoxide (brand names Imiprex, Elepsin), or 'imipramine N-oxide', is a tricyclic antidepressant (TCA) that was introduced in Europe in the 1960s for the treatment of depression.
Imipraminoxide is both an analogue and a metabolite of imipramine, and has similar effects. However, in clinical trials, imipraminoxide was found to have a faster onset of action, slightly higher efficacy, and fewer and less marked side effects, including diminished orthostatic hypotension and anticholinergic effects like dry mouth, sweating, dizziness, and fatigue.
Excerpted from Wikipedia’s “imipraminoxide” article, available under the CC BY-SA 4.0 licence.