Structure via PubChem · Public domain (PubChem)
ketipramine
Sign in to saveKetipramine (G-35,259), also known as ketimipramine or ketoimipramine, is a tricyclic antidepressant (TCA) that was tested in clinical trials for the treatment of depression in the 1960s but was never marketed. It differs from imipramine in terms of chemical structure only by a single ketone group, and is approximately equivalent in effectiveness as an antidepressant in comparison.
Chemical data
- Formula
- C19H22N2O
- Molecular weight
- 294.4 g/mol
- IUPAC name
- 11-[3-(dimethylamino)propyl]-6H-benzo[b][1]benzazepin-5-one
- SMILES
- CN(C)CCCN1C2=CC=CC=C2CC(=O)C3=CC=CC=C31
- InChIKey
- PXHIRIWYXDUSMR-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 23.6 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
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 294.173
Show 2 more facts
- chemical formula
- C₁₉H₂₂N₂O
- canonical SMILES
- CN(C)CCCN1C2=CC=CC=C2CC(=O)C3=CC=CC=C31
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Ketipramine (G-35,259), also known as ketimipramine or ketoimipramine, is a tricyclic antidepressant (TCA) that was tested in clinical trials for the treatment of depression in the 1960s but was never marketed. It differs from imipramine in terms of chemical structure only by a single ketone group, and is approximately equivalent in effectiveness as an antidepressant in comparison.
It was one of the drugs tested by Roland Kuhn in a series of unethical experiments testing drugs on children without informed consent that were done in a psychiatric hospital located in Münsterlingen, Switzerland.
Excerpted from Wikipedia’s “ketipramine” article, available under the CC BY-SA 4.0 licence.