Pirenperone

Summary

Pirenperone (INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name, BANTooltip British Approved Name; developmental code names R-47456, R-50656) is a serotonin receptor antagonist described as an antipsychotic and tranquilizer which was never marketed.[1][2] It is a relatively selective antagonist of the serotonin 5-HT2 receptors and has been used in scientific research to study the serotonin system.[2][3] In the 1980s, the drug was found to block the effects of the lysergic acid diethylamide (LSD) in animals, and along with ketanserin, led to the elucidation of the 5-HT2A receptor as the biological mediator of the effects of serotonergic psychedelics.[4]

Pirenperone
Clinical data
Other namesR-47456; R-50656
Identifiers
  • 3-[2-[4-(4-Fluorobenzoyl)piperidin-1-yl]ethyl]-2-methylpyrido[1,2-a]pyrimidin-4-one
CAS Number
  • 75444-65-4
PubChem CID
  • 4847
ChemSpider
  • 4681
UNII
  • Y9FMC4513X
KEGG
  • D05495
ChEBI
  • CHEBI:92444
ChEMBL
  • ChEMBL18331
CompTox Dashboard (EPA)
  • DTXSID9045182 Edit this at Wikidata
ECHA InfoCard100.071.081 Edit this at Wikidata
Chemical and physical data
FormulaC23H24FN3O2
Molar mass393.462 g·mol−1
3D model (JSmol)
  • Interactive image
  • CC1=C(C(=O)N2C=CC=CC2=N1)CCN3CCC(CC3)C(=O)C4=CC=C(C=C4)F
  • InChI=1S/C23H24FN3O2/c1-16-20(23(29)27-12-3-2-4-21(27)25-16)11-15-26-13-9-18(10-14-26)22(28)17-5-7-19(24)8-6-17/h2-8,12,18H,9-11,13-15H2,1H3
  • Key:HXCNRYXBZNHDNE-UHFFFAOYSA-N

See also edit

References edit

  1. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 994–. ISBN 978-1-4757-2085-3.
  2. ^ a b Morton IK, Hall JM (31 October 1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 223–. ISBN 978-0-7514-0499-9.
  3. ^ Colpaert FC, Balster R (6 December 2012). Transduction Mechanisms of Drug Stimuli. Springer Science & Business Media. pp. 29–. ISBN 978-3-642-73223-2.
  4. ^ Nichols DE (April 2016). "Psychedelics". Pharmacological Reviews. 68 (2): 264–355. doi:10.1124/pr.115.011478. PMC 4813425. PMID 26841800.