Design, synthesis, and monoamine transporter binding site affinities of methoxy derivatives of indatraline.
Basic Information
ID: ALA1133555
Journal: J Med Chem
Title: Design, synthesis, and monoamine transporter binding site affinities of methoxy derivatives of indatraline.
Authors: Gu XH, Yu H, Jacobson AE, Rothman RB, Dersch CM, George C, Flippen-Anderson JL, Rice KC.
Abstract: A series of methoxy-containing derivatives of indatraline 13a-f and 17 were synthesized, and their binding affinities for the dopamine, serotonin, and norepinephrine transporter binding sites were determined. Introduction of a methoxy group to indatraline affected its affinity and selectivity greatly. Except for the 4-methoxy derivative 13a,which had the same high affinity at the dopamine transporter binding site as indatraline, the other methoxy-containing analogues (13b-f and 17) exhibited lower affinity than indatraline for the three transporter binding sites. However, some of the analogues were more selective than indatraline, and the 6-methoxy derivative 13c displayed the highest affinity for both the serotonin and norepinephrine transporters. This compound retained reasonable affinity for the dopamine transporter and is a promising template for the development of a long-acting inhibitor of monoamine transporters. Such inhibitors have potential as medications for treatment, as a substitution medication, or for prevention of the abuse of methamphetamine-like stimulants.
CiteXplore: 11123996
DOI: 10.1021/jm000329v
Patent ID: ┄