Diclofensine

Diclofensine

Clinical data
ATC code	None
Legal status
Legal status	In general: legal
Identifiers
IUPAC name 4-(3,4-dichlorophenyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
CAS Number	67165-56-4 Y
PubChem CID	68871
ChemSpider	62103 N
UNII	09HKW863J6
ChEMBL	CHEMBL287257 N
Chemical and physical data
Formula	C17H17Cl2NO
Molar mass	322.229 g/mol
3D model (Jmol)	Interactive image
SMILES CN1CC(C2=C(C1)C=C(C=C2)OC)C3=CC(=C(C=C3)Cl)Cl
InChI InChI=1S/C17H17Cl2NO/c1-20-9-12-7-13(21-2)4-5-14(12)15(10-20)11-3-6-16(18)17(19)8-11/h3-8,15H,9-10H2,1-2H3 N Key:ZJDCGVDEEHWEIG-UHFFFAOYSA-N N
NY (what is this?)

Diclofensine (Ro 8-4650) was developed by Hoffmann-La Roche in the 1970s in the search for a new antidepressant. It was found that the (S)-isomer was responsible for activity. Is a stimulant drug which acts as a triple monoamine reuptake inhibitor, primarily inhibiting the reuptake of dopamine and norepinephrine, with affinities (K_i) of 16.8 nM, 15.7 nM, and 51 nM for DAT, NET, and SERT (dopamine, norepinephrine and serotonin transporters), respectively. It was found to be an effective antidepressant in human trials, with relatively few side effects, but was ultimately dropped from clinical development, possibly due to concerns about its abuse potential.

Diclofensine is chemically a tetrahydroisoquinoline (THIQ) derivative, as is nomifensine.