GBR compounds with diphenylmethoxy replaced?

[Nagelfar]

Replacing the di-phenyl-methoxy on GBR piperazine type stimulants, anyone know of a source where it's been done? I'm looking for novel "typical" DAT uptake inhibitors (that act as a ligand in the "open-to-out" conformation of the dopamine transporter). Since GBRs are congeners of benztropines; which in turn are modified from cocaine by the double phenyl split from a methoxy and this changes it to an "atypical" (closed-to-out) binding ligand, I wonder if the diphenylmethoxy were replaced on GBR (which is a benztropine given a piperazine in place of the tropane) if it'd yield a typical, or if the stereochemistry etc. would be too far removed to yield a MAT ligand of any kind.

 

[aced126]

What's a GBR?

 

[Nagelfar]

What's a GBR?

My apologies, "Vanoxerine" (GBR-12909) type stimulants; just a common code nomenclature for aryl-1,4-dialkyl piperazine dopamine re-uptake inhibitors.

e.g.

GBR-12935
GBR-13098
GBR-13069
GBR-12783

 

[serotonin2A]

Does this paper answer your question? They are sigma receptor ligands (same as GBR 12909).

http://pubs.acs.org/doi/abs/10.1021/jm980143k