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A series of N -substituted lobelane analogues was synthesized and evaluated for their [ 3 H]dihydrotetrabenazine binding affinity at the vesicular monoamine transporter and for their inhibition of vesicular [ 3 H]dopamine uptake. Compound 19a, which contains an N -1,2( R )-dihydroxypropyl group, had been identified as a potential clinical candidate for the treatment of methamphetamine abuse.

medchemcomm

Exploring the effect of N-substitution in nor-lobelane on the interaction with VMAT2: discovery of a potential clinical candidate for treatment of methamphetamine abuse