diclofensine diclofensine 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 (ki) 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. diclofensineclinical dataatc codenonelegal statuslegal status in general: legal identifiers iupac name 4-(3,4-dichlorophenyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline cas number67165-56-4 ypubchem cid68871chemspider62103 nunii09hkw863j6chemblchembl287257 nchemical and physical dataformulac17h17cl2nomolar mass322.23 g·mol−13d model (jsmol)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 nkey:zjdcgvdeehweig-uhfffaoysa-n n ny (what is this?) (verify) diclofensine is chemically a tetrahydroisoquinoline (thiq) derivative, as is nomifensine. synthesis patents: also: the condensation of m-anisaldehyde (1) with methylamine gives n-methyl-3-methoxybenzenemethanimine . reduction of this schiff-base intermediate with sodium borohydride gives (3-methoxybenzyl)methylamine (2). alkylation of this with 3,4-dichlorophenacylbromide (3) would give cid:59580342 (4). reduction of the benzoyl ketone with sodium borohydride gives the alcohol (5). acid catalyzed intramolecular cyclization then completes the synthesis of the 4-aryl-thiq derivative, diclofensine (6).