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O-2172 is a drug developed by Organix Inc, which acts as a stimulant and potent dopamine reuptake inhibitor. It is an analogue of methylphenidate where the phenyl ring has had a 3,4-dichloro substitution added, and the piperidine ring has been replaced by cyclopentane. It is around 1/3rd the potency of methylphenidate, demonstrating that even with the important binding group of the nitrogen lone pair removed entirely, selective DAT binding and reuptake inhibition is still possible.
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- Meltzer PC, Wang P, Blundell P, Madras BK. Synthesis and evaluation of dopamine and serotonin transporter inhibition by oxacyclic and carbacyclic analogues of methylphenidate. Journal of Medicinal Chemistry. 2003 Apr 10;46(8):1538-45. PMID 12672255
- Runyon SP, Carroll FI. Dopamine transporter ligands: recent developments and therapeutic potential. Current Topics in Medicinal Chemistry. 2006;6(17):1825-43. PMID 17017960