Daledalin

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]

Daledalin

Clinical data
ATC code	None
Identifiers
IUPAC name N-Methyl-3-(3-methyl-1-phenyl-2,3-dihydro-1H-indol-3-yl)propan-1-amine
CAS Number	22136-27-2 23226-37-1 (tosylate)
PubChem CID	31707
ChemSpider	29403
UNII	IT56261A5A
ChEMBL	ChEMBL2110924
CompTox Dashboard (EPA)	DTXSID00865035
Chemical and physical data
Formula	C19H24N2
Molar mass	280.415 g·mol−1
3D model (JSmol)	Interactive image
SMILES c1cccc2c1C(C)(CN2c3ccccc3)CCCNC

Synthesis

Daledalin can be prepared by the reduction of amedalin with diborane.^[2]

Daledalin synthesis