Structure via PubChem · Public domain (PubChem)
(+)-butaclamol
Sign in to saveButaclamol (AY-23,028) is a type of antipsychotic which was never marketed. Sold as the hydrochloride salt for use in research, the compound acts as a dopamine receptor antagonist. ==Discussion== pKa = 7.15 (uncorrected for ionic strength)
Chemical data
- Formula
- C25H31NO
- Molecular weight
- 361.5 g/mol
- IUPAC name
- (1S,6S,8S)-6-tert-butyl-3-azapentacyclo[11.8.1.03,8.09,22.016,21]docosa-9,11,13(22),16,18,20-hexaen-6-ol
- SMILES
- CC(C)(C)[C@@]1(CCN2C[C@H]3C4=CC=CC=C4CCC5=C3C(=CC=C5)[C@@H]2C1)O
- InChIKey
- ZZJYIKPMDIWRSN-HWBMXIPRSA-N
- XLogP
- 5
- Polar surface area
- 23.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
546 papers- Protective Effects of (-)-Butaclamol Against Gentamicin-Induced Ototoxicity: In Vivo and In Vitro Approaches.International journal of molecular sciences · 2025
- Butaclamol hydrochloride in newly admitted schizophrenics.Psychopharmacology communications · 1975
- Butaclamol in the treatment of schizophrenia. A standard-controlled clinical trial.International pharmacopsychiatry · 1978
- Use of the butaclamol template in a search for antipsychotic agents with lessened side effects.Journal of medicinal chemistry · 1979
- [Effect of butaclamol enantiomers on hypothalamic tyrosine hydroxylase in the rat brain].Biulleten' eksperimental'noi biologii i meditsiny · 1984
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 361.240565
Show 5 more facts
- chemical formula
- C₂₅H₃₁NO
- isomeric SMILES
- CC(C)(C)[C@@]1(CCN2C[C@H]3C4=CC=CC=C4CCC5=C3C(=CC=C5)[C@@H]2C1)O
- canonical SMILES
- CC(C)(C)C1(CCN2CC3C4=CC=CC=C4CCC5=C3C(=CC=C5)C2C1)O
- subject has role
- dopamine antagonist
- Commons category
- Butaclamol
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Discussion
- Synthesis
- See also
- References
Butaclamol (AY-23,028) is a type of antipsychotic which was never marketed. Sold as the hydrochloride salt for use in research, the compound acts as a dopamine receptor antagonist. ==Discussion== pKa = 7.15 (uncorrected for ionic strength)
McN-4171 is an analog of butaclamol. McN-4612-Y is also described in the attached article. This is similar to McN 4612-z except it is the opposite optical antipode. It is therefore supposedly an antipsychotic.
Excerpted from Wikipedia’s “(+)-butaclamol” article, available under the CC BY-SA 4.0 licence.