Binedaline

Binedaline (also called binodaline or binedaline hydrochloride;[1]) is a drug that was investigated as an antidepressant in the 1980s but was never marketed.[2][3] It acts as a selective norepinephrine reuptake inhibitor (Ki = 25 nM), with relatively insignificant influence on the serotonin (Ki = 847 nM) and dopamine (Ki >= 2 μM) transporters.[4] It has negligible affinity for the α-adrenergic, mACh, H1, or 5-HT2 receptors.[4]

Binedaline
Clinical data
Routes of
administration
Oral
ATC code
  • None
Legal status
Legal status
  • In general: unscheduled
Identifiers
IUPAC name
  • N,N,N-Trimethyl-N-(3-phenylindol-1-yl)ethane-1,2-diamine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H23N3
Molar mass293.414 g·mol−1
3D model (JSmol)
SMILES
  • c1cccc2c1c(cn2N(CCN(C)C)C)c3ccccc3
InChI
  • InChI=1S/C19H23N3/c1-20(2)13-14-21(3)22-15-18(16-9-5-4-6-10-16)17-11-7-8-12-19(17)22/h4-12,15H,13-14H2,1-3H3 Y
  • Key:SXYFFMXPDDGOEK-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

References

  1. Milne GW (2017). "3043: Binedaline hydrochloride". In Milne GW (ed.). Drugs: Synonyms and Properties. ISBN 9781351755092.
  2. Faltus F, Geerling FC (1984). "A controlled double-blind study comparing binedaline and imipramine in the treatment of endogenous depression". Neuropsychobiology. 12 (1): 34–8. doi:10.1159/000118107. PMID 6239991.
  3. Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9.
  4. Morin D, Zini R, Urien S, Tillement JP (April 1989). "Pharmacological profile of binedaline, a new antidepressant drug". The Journal of Pharmacology and Experimental Therapeutics. 249 (1): 288–96. PMID 2540319.
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