Structure via PubChem · Public domain (PubChem)
amitriptylinoxide
Sign in to saveAmitriptylinoxide (brand names Amioxid, Ambivalon, Equilibrin), or 'amitriptyline N-oxide', is a tricyclic antidepressant (TCA) which was introduced in Europe in the 1970s for the treatment of depression.
Chemical data
- Formula
- C20H23NO
- Molecular weight
- 293.4 g/mol
- IUPAC name
- N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine oxide
- SMILES
- C[N+](C)(CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31)[O-]
- InChIKey
- ZPMKQFOGINQDAM-UHFFFAOYSA-N
- XLogP
- 4.5
- Polar surface area
- 18.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 293.178
Show 3 more facts
- chemical formula
- C₂₀H₂₃NO
- canonical SMILES
- C[N+](C)(CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31)[O-]
- Commons category
- Amitriptylinoxide
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Amitriptylinoxide (brand names Amioxid, Ambivalon, Equilibrin), or 'amitriptyline N-oxide', is a tricyclic antidepressant (TCA) which was introduced in Europe in the 1970s for the treatment of depression.
Amitriptylinoxide is both an analogue and metabolite of amitriptyline, and has similar effects as well as equivalent efficacy as an antidepressant. However, it has a faster onset of action and fewer adverse effects, including reduced drowsiness, sedation, anticholinergic symptoms like dry mouth, sweating, and dizziness, orthostatic hypotension, and cardiotoxicity.
Excerpted from Wikipedia’s “amitriptylinoxide” article, available under the CC BY-SA 4.0 licence.