|Chemical and physical data|
|Molar mass||283.365 g·mol−1|
|3D model (JSmol)|
|(what is this?)|
HDMP-28 or methylnaphthidate is a piperidine based stimulant drug, closely related to methylphenidate, but with the benzene ring replaced by naphthalene. It is a potent dopamine reuptake inhibitor, with several times the potency of methylphenidate and a short duration of action, and is a structural isomer of another potent dopamine reuptake inhibitor, N,O-Dimethyl-4-(2-naphthyl)piperidine-3-carboxylate.
Most of the TMP analogs of HDMP-28 have SERT Ki values in the range >10,000 and so are selective for dopamine and noradrenaline reuptake, with little or no effect on serotonin. HDMP-28 has high affinity to SERT, and so behaves as a triple reuptake inhibitor.
|Inhibition of specific analogs at displacing CFT from binding to DAT & RTI-55 from binding to SERT|
|Ar||[3H]CFT DAT||[3H]DA Uptake||[3H]RTI-55 SERT||Inhibition by 10μM||D.R.||Potency|
|m,p-Cl2||5.3 (2.67)b||7.0||1,064 (>10,000)b||93.3||1.3||7.98|
|aSchweri, et al. (2002); bDavies, et al. (2004); cDeutsch, et al. (2001).|
D.R. = Discrimination Ratio = [3H]DA ÷ [3H]CFT.
A low D.R. = addictive, whereas a high D.R. = low propensity for self-administration.
HDMP-28 is illegal in Switzerland as of December 2015.