Daledalin

Daledalin

Systematic (IUPAC) name
N-methyl-3-(3-methyl-1-phenyl-2,3-dihydro-1H-indol-3-yl)propan-1-amine
Identifiers
CAS Number	22136-27-2 23226-37-1 (tosylate)
ATC code	None
PubChem	CID 31707
ChemSpider	29403
UNII	IT56261A5A
ChEMBL	CHEMBL2110924
Chemical data
Formula	C19H24N2
Molar mass	280.409 g/mol
SMILES 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:^[5]

See also

• Amedalin

References

1. David J. Triggle (1997). Dictionary of pharmacological agents. London: Chapman & Hall. ISBN 0-412-46630-9.
2. 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.