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| Formula | C14H18FNO2 |
| Molar mass | 251.301 g·mol−1 |
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| Melting point | 222.0[2] °C (431.6 °F) |
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4-Fluoromethylphenidate (also known as4-FMPH and4F-MPH) is astimulant drug that acts as a higher potencydopamine reuptake inhibitor than the closely relatedmethylphenidate.[3][4][5]
4-Fluoromethylphenidate was studied further along with other analogues of (±)-threo-methylphenidate (TMP) to assess their potential as anti-cocaine medications. 4F-MPH was reported as having anED50 mg/kg of 0.26 (0.18–0.36), regarding its efficacy as a substitute for cocaine, and a relative potency of 3.33 compared to methylphenidate for the same purpose. This is based on its binding strength to thedopamine transporter vs. its activity as adopamine reuptake inhibitor. In theory, this would block some of the effects of cocaine, without being as addictive.[6] This has been misinterpreted as a dopamine vs.norepinephrine selectivity ratio.
Another study found that in the threo-isomers of methylphenidate, themeta- andpara-substituted compounds with electron-withdrawing substituents tended to have increased binding potency. Compounds containingfluorine,chlorine,bromine andmethyl groups were reported to be more potent than methylphenidate as well as the closely related compound4F-EPH. 4F-MPH was reported as having the following values: [3H]WIN 35428 binding of 35.0 ± 3.0 (2) and [3H]dopamine 142 ± 2.0 (2).[7]
4-Fluoromethylphenidate is aSchedule I controlled substance in the US state Alabama.[8]
As of 5 May 2017, 4-fluoromethylphenidate is a controlled substance in Canada.[9]
Due to the new psychoactive substances law, 4-fluoromethylphenidate is a controlled substance in Germany.
