Structure via PubChem · Public domain (PubChem)
noxiptiline
Sign in to saveAlso known as Nogedal, NOXIPTYLINE, dibenzoxine, Elronon, Agedal, Noxiptilinum
Noxiptiline (brand names Agedal, Elronon, Nogedal), also known as noxiptyline and dibenzoxine, is a tricyclic antidepressant (TCA) that was introduced in Europe in the 1970s for the treatment of depression. It has imipramine-like effects, acting as a serotonin and norepinephrine reuptake inhibitor, among other properties. Of the TCAs, noxiptiline has been described as one of the most effective, rivaling amitriptyline in clinical efficacy.
Chemical data
- Formula
- C19H22N2O
- Molecular weight
- 294.4 g/mol
- IUPAC name
- N,N-dimethyl-2-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylideneamino)oxyethanamine
- SMILES
- CN(C)CCON=C1C2=CC=CC=C2CCC3=CC=CC=C31
- InChIKey
- GPTURHKXTUDRPC-UHFFFAOYSA-N
- XLogP
- 4.3
- Polar surface area
- 24.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
51 papers- Evolving trends of pharmaceutical poisonings associated with QRS complex prolongation.Clinical toxicology (Philadelphia, Pa.) · 2024
- Arrhythmias and inhibition of noradrenaline uptake caused by tricyclic antidepressants and chlorpromazine on the isolated perfused rabbit heart.Naunyn-Schmiedeberg's archives of pharmacology · 1975
- [Morphological aspects of administration of noxiptiline (BAY 1521) in animal experiments].Arzneimittel-Forschung · 1970
- [A controlled clinical trial with the new antidepressive noxiptiline compared with amitriptyline. Preliminary study].Nordisk psykiatrisk tidsskrift. Nordic journal of psychiatry · 1971
- Intraalveolar foam cells associated with lipidosis-like alterations in lung and liver of rats treated with tricyclic psychotropic drugs.Virchows Archiv. B, Cell pathology · 1975
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 294.173
Show 4 more facts
- chemical formula
- C₁₉H₂₂N₂O
- canonical SMILES
- CN(C)CCON=C1C2=CC=CC=C2CCC3=CC=CC=C31
- subject has role
- tricyclic antidepressant
- Commons category
- Noxiptilin
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Noxiptiline (brand names Agedal, Elronon, Nogedal), also known as noxiptyline and dibenzoxine, is a tricyclic antidepressant (TCA) that was introduced in Europe in the 1970s for the treatment of depression. It has imipramine-like effects, acting as a serotonin and norepinephrine reuptake inhibitor, among other properties. Of the TCAs, noxiptiline has been described as one of the most effective, rivaling amitriptyline in clinical efficacy.
==Synthesis== class=skin-invert-image|upright=2 The ketone dibenzosuberenone (1) is treated with hydroxylamine (2) to give its ketoxime (3). Base-catalyzed alkylation with (4) yields noxiptiline.
Excerpted from Wikipedia’s “noxiptiline” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0