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Butaclamol

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Butaclamol
Clinical data
ATC code
  • 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
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC25H31NO
Molar mass361.529 g·mol−1
3D model (JSmol)
  • CC(C)(C)C1(CCN2CC3C4=CC=CC=C4CCC5=C3C(=CC=C5)C2C1)O

Butaclamol (AY-23,028) is a type ofantipsychotic which was never marketed.[1] Sold as the hydrochloride salt for use in research, the compound acts as adopamine receptorantagonist.[2]

Synthesis:[3] Review:[4] Book chapter:[5]

Chemistry

[edit]

pKa = 7.15 (uncorrected forionic strength)[6]

See also

[edit]

References

[edit]
  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. ^Bruderlein, F. T., Humber, L. G., Voith, K. (February 1975). "Neuroleptic agents of the benzocycloheptapyridoisoquinoline series. 1. Syntheses and stereochemical and structural requirements for activity of butaclamol and related compounds".Journal of Medicinal Chemistry.18 (2):185–188.doi:10.1021/jm00236a016.PMID 1168258.
  4. ^Castañer, J., Chatterjee, S. S. (1976). "Butaclamol".Drugs of the Future.1 (4): 171.doi:10.1358/dof.1976.001.04.64761.
  5. ^Chronicles of Drug Discovery, Volume 1, Edited by Jasjit S. Bindra and Daniel Lednicer, page 61, (L. G. Humber).
  6. ^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.
Typical
Disputed
Atypical
Others
D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
σ1
σ2
Unsorted
Classes
Antidepressants
(Tricyclic antidepressants(TCAs))
Antihistamines
Antipsychotics
Anticonvulsants
Anticholinergics
Others
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