4'-Methyl-α-pyrrolidinohexiophenone explained

4'-Methyl-α-pyrrolidinohexiophenone (MPHP) is a stimulant compound which has been reported as a novel designer drug.[1] [2] [3] It is closely related to pyrovalerone, being simply its chain-lengthened homologue. In the pyrrolidinophenone series, stimulant activity is maintained so long as the positions of the aryl, ketone and pyrrolidinyl groups are held constant, while the alkyl backbone can be varied anywhere between three and as many as seven carbons,[4] with highest potency usually seen with the pentyl or isohexyl backbone, and a variety of substituents are tolerated on the aromatic ring.[5]

In 2010 a group of researchers from the Institute of Forensic Medicine, University Hospital Jena, Germany concluded that MPHP can lead to serious poisoning with toxic liver damage and rhabdomyolysis.[6]

Legality

In the United States, MPHP is a Schedule I Controlled Substance.[7] Sweden's public health agency suggested to classify MPHP as narcotic on June 1, 2015.[8]

See also

Notes and References

  1. Springer D, Peters FT, Fritschi G, Maurer HH . New designer drug 4'-methyl-alpha-pyrrolidinohexanophenone: studies on its metabolism and toxicological detection in urine using gas chromatography-mass spectrometry . Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences . 789 . 1 . 79–91 . June 2003 . 12726846 . 10.1016/S1570-0232(03)00043-6 .
  2. Peters FT, Dragan CA, Kauffels A, Schwaninger AE, Zapp J, Bureik M, Maurer HH . Biotechnological synthesis of the designer drug metabolite 4'-hydroxymethyl-alpha-pyrrolidinohexanophenone in fission yeast heterologously expressing human cytochrome P450 2D6--a versatile alternative to multistep chemical synthesis . Journal of Analytical Toxicology . 33 . 4 . 190–7 . May 2009 . 19470220 . 10.1093/jat/33.4.190 . free .
  3. Sauer C, Hoffmann K, Schimmel U, Peters FT . Acute poisoning involving the pyrrolidinophenone-type designer drug 4'-methyl-alpha-pyrrolidinohexanophenone (MPHP) . Forensic Science International . 208 . 1–3 . e20-5 . May 2011 . 21444164 . 10.1016/j.forsciint.2011.02.026 .
  4. GB . 1149366. α-substituted-ketones and processes for their preparation. . patent.
  5. Meltzer PC, Butler D, Deschamps JR, Madras BK . 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors . Journal of Medicinal Chemistry . 49 . 4 . 1420–32 . February 2006 . 16480278 . 2602954 . 10.1021/jm050797a .
  6. Sauer C, Hoffmann K, Schimmel U, Peters FT . Acute poisoning involving the pyrrolidinophenone-type designer drug 4'-methyl-alpha-pyrrolidinohexanophenone (MPHP) . Forensic Science International . 208 . 1–3 . e20-5 . May 2011 . 21444164 . 10.1016/j.forsciint.2011.02.026 .
  7. Web site: Schedules of Controlled Substances: Temporary Placement of N-Ethylhexedrone, α-PHP, 4-MEAP, MPHP, PV8, and 4-Chloro-α-PVP in Schedule I . Drug Enforcement Administration . 2019-07-29 . 2021-04-30 . https://web.archive.org/web/20210430020931/https://www.deadiversion.usdoj.gov/fed_regs/rules/2019/fr0501.htm . dead .
  8. Web site: 23 nya ämnen kan klassas som narkotika eller hälsofarlig vara . 29 June 2015.

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