4'-Methyl-α-pyrrolidinopropiophenone

4'-Methyl-α-pyrrolidinopropiophenone (4-MePPP, MPPP or MαPPP) is a stimulant drug and substituted cathinone. It is structurally very similar to α-PPP, with only one added methyl group in the para position on the phenyl ring. 4-MePPP was sold in Germany as a designer drug in the late 1990s and early 2000s,[2][3][4] along with a number of other pyrrolidinophenone derivatives.[5][6] Although it has never achieved the same international popularity as its better-known relations α-PPP and MDPV, 4-MePPP is still sometimes found as an ingredient of grey-market "bath salt" blends[7] such as "NRG-3".[7]

Not to be confused with desmethylprodine (opioid drug with acronym MPPP), MPTP (neurotoxic impurity of desmethylprodine synthesis) or MPP+ (neurotoxic metabolite of MPTP).
4'-Methyl-α-pyrrolidinopropiophenone
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class B
  • US: Schedule I
  • Banned in Sweden [1]
Identifiers
IUPAC name
  • (RS)-1-(4-methylphenyl)-2-(1-pyrrolidinyl)-1-propanone
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H19NO
Molar mass217.312 g·mol−1
3D model (JSmol)
SMILES
  • CC1=CC=C(C=C1)C(=O)C(C)N2CCCC2
InChI
  • InChI=1S/C14H19NO/c1-11-5-7-13(8-6-11)14(16)12(2)15-9-3-4-10-15/h5-8,12H,3-4,9-10H2,1-2H3
  • Key:APSJUNFBAXIXLK-UHFFFAOYSA-N

See also

References
  1. "Cannabinoider föreslås bli klassade som hälsofarlig vara". Retrieved 29 June 2015.
  2. Springer, D; Peters, FT; Fritschi, G; Maurer, HH (2002). "Studies on the metabolism and toxicological detection of the new designer drug 4'-methyl-alpha-pyrrolidinopropiophenone in urine using gas chromatography-mass spectrometry". Journal of Chromatography B. 773 (1): 25–33. doi:10.1016/S1570-0232(01)00578-5. PMID 12015267.
  3. Springer, D; Paul, LD; Staack, RF; Kraemer, T; Maurer, HH (2003). "Identification of cytochrome p450 enzymes involved in the metabolism of 4'-methyl-alpha-pyrrolidinopropiophenone, a novel scheduled designer drug, in human liver microsomes". Drug Metabolism and Disposition. 31 (8): 979–82. doi:10.1124/dmd.31.8.979. PMID 12867484.
  4. Springer, D; Fritschi, G; Maurer, HH (2003). "Metabolism of the new designer drug alpha-pyrrolidinopropiophenone (PPP) and the toxicological detection of PPP and 4'-methyl-alpha-pyrrolidinopropiophenone (MPPP) studied in rat urine using gas chromatography-mass spectrometry". Journal of Chromatography B. 796 (2): 253–66. doi:10.1016/j.jchromb.2003.07.008. PMID 14581066.
  5. Maurer, HH; Kraemer, T; Springer, D; Staack, RF (2004). "Chemistry, pharmacology, toxicology, and hepatic metabolism of designer drugs of the amphetamine (ecstasy), piperazine, and pyrrolidinophenone types: a synopsis". Therapeutic Drug Monitoring. 26 (2): 127–31. doi:10.1097/00007691-200404000-00007. PMID 15228152. S2CID 9255084.
  6. Staack, RF; Maurer, HH (2005). "Metabolism of designer drugs of abuse". Current Drug Metabolism. 6 (3): 259–74. doi:10.2174/1389200054021825. PMID 15975043.
  7. Brandt SD, Freeman S, Sumnall HR, Measham F, Cole J (December 2010). "Analysis of NRG 'legal highs' in the UK: identification and formation of novel cathinones". Drug Testing and Analysis. 3 (9): 569–75. doi:10.1002/dta.204. PMID 21960541.


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