3',4'-Methylenedioxy-α-pyrrolidinobutiophenone

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3',4'-Methylenedioxy-α-pyrrolidinobutyrophenone
MDPBP structure.png
Systematic (IUPAC) name
(RS)-1-(3,4-methylenedioxyphenyl)-2-(1-pyrrolidinyl)-1-butanone
Clinical data
Legal status
?
Identifiers
CAS number 24622-60-4
ATC code ?
Chemical data
Formula C15H19NO3 
Mol. mass 261.316 g/mol

3',4'-Methylenedioxy-α-pyrrolidinobutyrophenone (MDPBP) is a stimulant compound developed in the 1960s,[1] which has been reported as a novel designer drug,[2] often sold under the name "NRG-1" as a mixture with other substituted cathinone derivatives, including flephedrone, pentylone, MαPPP and MDPV.[3]

The main metabolic steps are thought to be demethylenation followed by methylation of one hydroxy group, aromatic and side chain hydroxylation, oxidation of the pyrrolidine ring to the corresponding lactam as well as ring opening to the corresponding carboxylic acid. CYP2C19 and CYP2D6 have been identified as the isoenzymes mainly responsible for demethylenation.[4]

See also[edit]

References[edit]

  1. ^ US3478050, Koeppe, Ludwig and Zeile, "1-(3',4'-methylenedioxy-phenyl)-2-pyrrolidino-alkanones-(1)" 
  2. ^ Westphal F, Junge T, Klein B, Fritschi G, Girreser U. Spectroscopic characterization of 3,4-methylenedioxypyrrolidinobutyrophenone: a new designer drug with α-pyrrolidinophenone structure. Forensic Science International. 2011 Jun 15;209(1-3):126-32. PMID 21316166
  3. ^ 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. 
  4. ^ Meyer, M. R.; Mauer, S.; Meyer, G. M. J.; Dinger, J.; Klein, B.; Westphal, F.; Maurer, H. H. (2013). "Thein vivoandin vitrometabolism and the detectability in urine of 3',4'-methylenedioxy-alpha-pyrrolidinobutyrophenone (MDPBP), a new pyrrolidinophenone-type designer drug, studied by GC-MS and LC-MSn". Drug Testing and Analysis: n/a. doi:10.1002/dta.1559.  edit