Daledalin
Daledalin.svg
Clinical data
ATC code
  • None
Identifiers
  • N-Methyl-3-(3-methyl-1-phenyl-2,3-dihydro-1H-indol-3-yl)propan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC19H24N2
Molar mass280.415 g·mol−1
3D model (JSmol)
  • c1cccc2c1C(C)(CN2c3ccccc3)CCCNC

Daledalin (UK-3557-15) is an antidepressant which was synthesized and trialed for depression in the early 1970s, but was never marketed.[1][2][3] It is a selective norepinephrine reuptake inhibitor, with no significant effects on the reuptake of serotonin and dopamine, and no antihistamine or anticholinergic properties.[2][4]

Synthesis

Daledalin synthesis:[2]
Daledalin synthesis:[2]

See also

References

  1. ^ Triggle DJ (1997). Dictionary of pharmacological agents. London: Chapman & Hall. ISBN 978-0-412-46630-4.
  2. ^ a b c Cañas-Rodriguez A, Leeming PR (July 1972). "N-Phenyl-2-indolinones and N-phenylindolines. A new class of antidepressant agents". Journal of Medicinal Chemistry. 15 (7): 762–70. doi:10.1021/jm00277a017. PMID 5043876.
  3. ^ Edwards JG, Ollerenshaw DP (1974). "Daledalin tosylate: a controlled trial in depressive illness". Current Medical Research and Opinion. 2 (6): 305–12. doi:10.1185/03007997409114763. PMID 4614944.
  4. ^ Koe BK (December 1976). "Molecular geometry of inhibitors of the uptake of catecholamines and serotonin in synaptosomal preparations of rat brain". Journal of Pharmacology and Experimental Therapeutics. 199 (3): 649–661. PMID 994022.