Ciclindole

Ciclindole
Clinical data
Other namesWIN-27,147-2; WIN-27147-2; WIN27147-2
Routes of
administration		Oral
ATC code
  • None
Legal status
Legal status
  • In general: uncontrolled
Identifiers
IUPAC name
  • N,N-dimethyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H18N2
Molar mass214.312 g·mol−1
3D model (JSmol)
SMILES
  • c21c(cccc1)[nH]c3c2CC(N(C)C)CC3

Ciclindole (INNTooltip International Nonproprietary Name; developmental code name WIN-27,147-2), also known as cyclindole (USANTooltip United States Adopted Name), is an antipsychotic with a tricyclic and tryptamine-like structure that was never marketed.[1][2]

It displaces spiperone binding in vitro and elevates dopamine levels in the striatum, indicating that it acts as a dopamine D2 receptor antagonist.[2] It also shows apparent affinity for the α1-adrenergic receptor, the serotonin S1 receptor, and the serotonin S2 receptor.[2] However, its affinities for all of the preceding targets are weak, in the low micromolar range.[2]

The related drug flucindole is about 5 to 10 times more potent than ciclindole both in vitro and in vivo.[2]

See also

References

  1. ↑ Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9.
  2. 1 2 3 4 5 Wood PL, McQuade PS (1984). "Ciclindole and flucindole: novel tetrahydrocarbazolamine neuroleptics". Progress in Neuro-Psychopharmacology & Biological Psychiatry. 8 (4–6): 773–7. doi:10.1016/0278-5846(84)90057-5. PMID 6152347. S2CID 39252411.


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