3',4'-Methylenedioxy-α-pyrrolidinopropiophenone

3',4'-Methylenedioxy-α-pyrrolidinopropiophenone (MDPPP) is a stimulant designer drug. It was sold in Germany in the late 1990s and early 2000s as an ingredient in imitation ecstasy (MDMA) pills.[1] It shares a similar chemical structure with α-PPP and MDPV,[2][3][4] and has been shown to have reinforcing effects in rats.[5]

3',4'-Methylenedioxy-α-pyrrolidinopropiophenone
Clinical data
Routes of
administration		By mouth, insufflation, Vaporization, IV, rectal, sublingual
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class B
Pharmacokinetic data
MetabolismHepatic
ExcretionPrimarily Urine (Renal)
Identifiers
IUPAC name
  • (RS)-1-(3,4-methylenedioxyphenyl)-2-(1-pyrrolidinyl)-1-propanone
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC14H17NO3
Molar mass247.294 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
SMILES
  • c3c1OCOc1ccc3C(=O)C(C)N2CCCC2
InChI
  • InChI=1S/C14H17NO3/c1-10(15-6-2-3-7-15)14(16)11-4-5-12-13(8-11)18-9-17-12/h4-5,8,10H,2-3,6-7,9H2,1H3
  • Key:NIYQOTCYXGXMPI-UHFFFAOYSA-N

Metabolism

MDPPP appears to have a similar metabolic fate as MDPV.[4]

As of October 2015 MDPPP is a controlled substance in China.[6]

See also

References
  1. Springer D, Fritschi G, Maurer HH (August 2003). "Metabolism and toxicological detection of the new designer drug 3',4'-methylenedioxy-alpha-pyrrolidinopropiophenone studied in urine using gas chromatography-mass spectrometry". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 793 (2): 377–88. doi:10.1016/S1570-0232(03)00350-7. PMID 12906913.
  2. Maurer HH, Kraemer T, Springer D, Staack RF (April 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.
  3. Staack RF, Maurer HH (June 2005). "Metabolism of designer drugs of abuse". Current Drug Metabolism. 6 (3): 259–74. doi:10.2174/1389200054021825. PMID 15975043.
  4. Springer D, Staack RF, Paul LD, Kraemer T, Maurer HH (March 2005). "Identification of cytochrome P450 enzymes involved in the metabolism of 3',4'-methylenedioxy-alpha-pyrrolidinopropiophenone (MDPPP), a designer drug, in human liver microsomes". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 35 (3): 227–37. doi:10.1080/00498250400028239. PMID 16019948. S2CID 28207896.
  5. Gannon BM, Galindo KI, Mesmin MP, Sulima A, Rice KC, Collins GT (May 2018). "Relative reinforcing effects of second-generation synthetic cathinones: Acquisition of self-administration and fixed ratio dose-response curves in rats". Neuropharmacology. 134 (Pt A): 28–35. doi:10.1016/j.neuropharm.2017.08.018. PMC 5809320. PMID 28811192.
  6. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
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