Structure via PubChem · Public domain (PubChem)
bifeprunox
Sign in to saveBifeprunox (INN; code name DU-127,090) is an atypical antipsychotic which, similarly to aripiprazole, combines minimal D2 receptor agonism with serotonin receptor agonism. It was under development for the treatment of schizophrenia, psychosis and Parkinson's disease.
Chemical data
- Formula
- C24H23N3O2
- Molecular weight
- 385.5 g/mol
- IUPAC name
- 7-[4-[(3-phenylphenyl)methyl]piperazin-1-yl]-3H-1,3-benzoxazol-2-one
- SMILES
- C1CN(CCN1CC2=CC(=CC=C2)C3=CC=CC=C3)C4=CC=CC5=C4OC(=O)N5
- InChIKey
- CYGODHVAJQTCBG-UHFFFAOYSA-N
- XLogP
- 4.2
- Polar surface area
- 44.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- schizoaffective disorder, depressive disorder, bipolar I disorder, Alzheimer disease
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 385.179027
Show 2 more facts
- chemical formula
- C₂₄H₂₃N₃O₂
- canonical SMILES
- C1CN(CCN1CC2=CC=CC(=C2)C3=CC=CC=C3)C4=CC=CC5=C4OC(=O)N5
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Pharmacodynamics
- See also
- References
Bifeprunox (INN; code name DU-127,090) is an atypical antipsychotic which, similarly to aripiprazole, combines minimal D2 receptor agonism with serotonin receptor agonism. It was under development for the treatment of schizophrenia, psychosis and Parkinson's disease.
In a multi-center, placebo-controlled study, 20 mg of bifeprunox was found to be significantly more effective than placebo at reducing symptoms of schizophrenia, with a low incidence of side effects. An NDA for Bifeprunox was filed with the U.S. Food and Drug Administration in January 2007. The FDA rejected the application in August 2007. In June 2009, Solvay and Wyeth decided to cease development because "efficacy data did not support pursuing the existing development strategy of stabilisation of non-acute patients with schizophrenia."
Excerpted from Wikipedia’s “bifeprunox” article, available under the CC BY-SA 4.0 licence.