Butaclamol

Chemical compound
  • none
Identifiers
  • (3S,4aS,13bS)-3-(2-Methyl-2-propanyl)-2,3,4,4a,8,9,13b,14-octahydro-1H-benzo[6,7]cyclohepta[1,2,3-de]pyrido[2,1-a]isoquinolin-3-ol
CAS Number
  • 36504-93-5
PubChem CID
  • 37459
IUPHAR/BPS
  • 62
ChemSpider
  • 34364
UNII
  • A7A2802VNL
ChEBI
  • CHEBI:73298 checkY
ChEMBL
  • ChEMBL479587 checkY
CompTox Dashboard (EPA)
  • DTXSID5048429 Edit this at Wikidata
Chemical and physical dataFormulaC25H31NOMolar mass361.529 g·mol−13D model (JSmol)
  • Interactive image
  • CC(C)(C)C1(CCN2CC3C4=CC=CC=C4CCC5=C3C(=CC=C5)C2C1)O

Butaclamol (AY-23,028) is a type of antipsychotic which was never marketed.[1] Sold as the hydrochloride salt for use in research, the compound acts as a dopamine receptor antagonist.[2]

Chemistry

pKa = 7.15 (uncorrected for ionic strength)[3]

References

  1. ^ Buckingham J (1985). Dictionary of organic compounds - Google Books. CRC Press. ISBN 978-0-412-54090-5.
  2. ^ Hall DA, Strange PG (June 1997). "Evidence that antipsychotic drugs are inverse agonists at D2 dopamine receptors". British Journal of Pharmacology. 121 (4): 731–6. doi:10.1038/sj.bjp.0701196. PMC 1564749. PMID 9208141.
  3. ^ Chrzanowski FA, McGrogan BA, Maryanoff BE (March 1985). "The pKa of butaclamol and the mode of butaclamol binding to central dopamine receptors". Journal of Medicinal Chemistry. 28 (3): 399–400. doi:10.1021/jm00381a022. PMID 2579238.
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Antipsychotics (N05A)
Typical
DisputedAtypicalOthers
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D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
  • See also: Receptor/signaling modulators
  • Adrenergics
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  • Monoamine reuptake inhibitors
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σ1
σ2
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See also: Receptor/signaling modulators
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Classes
Antidepressants
(Tricyclic antidepressants (TCAs))
Antihistamines
Antipsychotics
Anticonvulsants
Anticholinergics
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