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4'-Methoxy-α-pyrrolidinopropiophenone

From Wikipedia, the free encyclopedia
Stimulant recreational drug

Pharmaceutical compound
4'-Methoxy-α-pyrrolidinopropiophenone
Clinical data
Routes of
administration
By mouth,insufflation, vaporization, IV
Legal status
Legal status
Identifiers
  • (RS)-1-(4-Methoxyphenyl)-2-(1-pyrrolidinyl)-1-propanone
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC14H19NO2
Molar mass233.311 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • C2CCCN2C(C)C(=O)c(cc1)ccc1OC
  • InChI=1S/C14H19NO2/c1-11(15-9-3-4-10-15)14(16)12-5-7-13(17-2)8-6-12/h5-8,11H,3-4,9-10H2,1-2H3
  • Key:QJWOQBGBEFNYKB-UHFFFAOYSA-N

4'-Methoxy-α-pyrrolidinopropiophenone (MOPPP) is astimulantdesigner drug of thepyrrolidinophenone class. It has the potential to produceeuphoria,[citation needed] an effect shared with other classical stimulants.

Recreational use

[edit]
See also:Designer drug andBath salts

MOPPP use is infrequent when compared to otheramphetamines orstimulants used recreationally, such asmeth,cocaine, orspeed. It first arose as adesigner drug in Germany in the late 1990s and early 2000s,[1][2][3] along with a number of other derivatives but never gained the international popularity[4][5] that other drugs in its family ofpyrrolidinophenone derivatives had (such asα-PPP andMDPV).

While the recent trend of selling stimulants through false labeling (i.e.,bath salts) has gained notoriety, usingMDPV as its main ingredient, this has not been the case with MOPPP, despite its similar potential for abuse.[6]

Chemistry

[edit]

MOPPP is structurally related toα-PPP in the same way thatPMA is related toamphetamine: amethoxy group has been added to the 4-position on thephenyl ring.

Comparison of similar molecular structure

Metabolism

[edit]

MOPPP appears to be metabolized within the liver chiefly by the enzymeCYP2D6.[2]

See also

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References

[edit]
  1. ^Springer D, Fritschi G, Maurer HH (August 2003). "Metabolism and toxicological detection of the new designer drug 4'-methoxy-alpha-pyrrolidinopropiophenone studied in rat urine using gas chromatography-mass spectrometry".Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences.793 (2):331–42.doi:10.1016/S1570-0232(03)00334-9.PMID 12906908.
  2. ^abSpringer D, Staack RF, Paul LD, Kraemer T, Maurer HH (October 2003). "Identification of cytochrome P450 enzymes involved in the metabolism of 4'-methoxy-alpha-pyrrolidinopropiophenone (MOPPP), a designer drug, in human liver microsomes".Xenobiotica; the Fate of Foreign Compounds in Biological Systems.33 (10):989–98.doi:10.1080/00498250310001602775.PMID 14555336.S2CID 7838464.
  3. ^Springer D, Fritschi G, Maurer HH (November 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, Analytical Technologies in the Biomedical and Life Sciences.796 (2):253–66.doi:10.1016/j.jchromb.2003.07.008.PMID 14581066.
  4. ^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.
  5. ^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.
  6. ^"MDPV Bath Salts Drug Over The Counter". Healthbodydaily.com. 8 March 2011. Archived fromthe original on 10 March 2011.
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