Butaclamol

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Butaclamol
Butaclamol.svg
Systematic (IUPAC) name
3-(1,1-dimethylethyl)-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
Clinical data
Identifiers
36504-93-5
None
PubChem CID 37459
IUPHAR ligand 62
ChemSpider 34364
UNII A7A2802VNL YesY
ChEBI CHEBI:73298 YesY
ChEMBL CHEMBL479587 YesY
Chemical data
Formula C25H31NO
361.52 g/mol

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

Synthesis[edit]

Butaclamol synthesis.[3][4]

pKa[edit]

pKa = 7.15 (uncorrected for ionic strength)[5]

See also[edit]

  • Taclamine[6]
  • Dexclamol[7] (isopropyl)
  • QM-7184[8]

References[edit]

  1. ^ Dictionary of organic compounds - Google Books. 
  2. ^ http://www.sigmaaldrich.com/catalog/ProductDetail.do?D7=0&N5=SEARCH_CONCAT_PNO%7CBRAND_KEY&N4=D033%7CSIGMA&N25=0&QS=ON&F=SPEC
  3. ^ doi:10.1139/v74-306
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  4. ^ Chronicles of Drug Discovery Book 1. Chapter 3.
  5. ^ F. A. Chrzanowski, B. A. McGrogan, B. E. Maryanoff (1985). "The pKa of butaclamol and the mode of butaclamol binding to central dopamine receptors." J. Med. Chem. 28 399-400.
  6. ^ http://www.chemspider.com/Chemical-Structure.33686
  7. ^ http://www.chemspider.com/Chemical-Structure.82415.html
  8. ^ PMID 6140017 (PubMed)
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