Daledalin

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Daledalin
Daledalin.png
Systematic (IUPAC) name
N-methyl-3-(3-methyl-1-phenyl-2,3-dihydro-1H-indol-3-yl)propan-1-amine
Clinical data
Legal status ?
Identifiers
CAS number 22136-27-2
23226-37-1 (tosylate)
ATC code None
PubChem CID 31707
ChemSpider 29403
UNII IT56261A5A YesY
ChEMBL CHEMBL2110924
Chemical data
Formula C19H24N2 
Mol. mass 280.409 g/mol

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[edit]

Daledalin synthesis:[5]

See also[edit]

References[edit]

  1. ^ David J. Triggle (1997). Dictionary of pharmacological agents. London: Chapman & Hall. ISBN 0-412-46630-9. 
  2. ^ a b Canas-Rodriquez A, Leeming PR (1972). "N-Phenyl-2-indolinones and N-phenylindolines - New class of antidepressant agents". Journal of Medicinal Chemistry 15 (7): 762–770. doi:10.1021/jm00277a017. 
  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. 
  5. ^ Canas-Rodriguez, A. (1972). "N-Phenyl-2-indolinones and N-phenylindolines. New class of antidepressant agents". Journal of Medicinal Chemistry 15 (7): 762–770. doi:10.1021/jm00277a017.  edit