4'-Methoxy-α-pyrrolidinopropiophenone

From Wikipedia, the free encyclopedia
4'-Methoxy-α-pyrrolidinopropiophenone
Systematic (IUPAC) name
(RS)-1-(4-methoxyphenyl)-2-(1-pyrrolidinyl)-1-propanone
Clinical data
Legal status ?
Routes oral, insufflation, vaporization, IV
Identifiers
ATC code ?
PubChem CID 6430836
Chemical data
Formula C14H19NO2 
Mol. mass 233.305 g/mol

4'-Methoxy-α-pyrrolidinopropiophenone (MOPPP) is a stimulant drug, chemically similar to amphetamine ("speed") and MDMA ("ecstasy"). It is a designer drug and has the potential to produce a drug high when abused.

Recreational usage

Abuse of MOPPP is infrequent when compared to other amphetamines or stimulants used recreationally, such as meth, cocaine, or speed. It first arose as a designer 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 of pyrrolidinophenone derivatives had (such as α-PPP and MDPV).

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

Chemistry

It is structurally related to α-PPP in the same way that PMA is related to amphetamine: a methoxy group has been added to the 4-position on the phenyl ring.

Comparison of similar molecular structure

MOPPP

Metabolism

MOPPP appears to be metabolized within the liver chiefly by the enzyme CYP2D6.[2]

See also

References

  1. Springer, D.; Fritschi, G.; Maurer, H. H. (2003). "Metabolism and toxicological detection of the new designer drug 4′-methoxy-α-pyrrolidinopropiophenone studied in rat urine using gas chromatography–mass spectrometry". Journal of Chromatography B 793 (2): 331. doi:10.1016/S1570-0232(03)00334-9. 
  2. 2.0 2.1 Springer, D.; Staack, R. F.; Paul, L. D.; Kraemer, T.; Maurer, H. H. (2003). "Identification of cytochrome P450 enzymes involved in the metabolism of 4′-methoxy-α-pyrrolidinopropiophenone (MOPPP), a designer drug, in human liver microsomes". Xenobiotica 33 (10): 989–998. doi:10.1080/00498250310001602775. PMID 14555336. 
  3. Springer, D.; Fritschi, G.; Maurer, H. H. (2003). "Metabolism of the new designer drug α-pyrrolidinopropiophenone (PPP) and the toxicological detection of PPP and 4′-methyl-α-pyrrolidinopropiophenone (MPPP) studied in rat urine using gas chromatography-mass spectrometry". Journal of Chromatography B 796 (2): 253. doi:10.1016/j.jchromb.2003.07.008. 
  4. Maurer, H. H.; Kraemer, T.; Springer, D.; Staack, R. F. (2004). "Chemistry, Pharmacology, Toxicology, and Hepatic Metabolism of Designer Drugs of the Amphetamine (Ecstasy), Piperazine, and Pyrrolidinophenone Types". Therapeutic Drug Monitoring 26 (2): 127–131. doi:10.1097/00007691-200404000-00007. PMID 15228152. 
  5. Staack, R.; Maurer, H. (2005). "Metabolism of Designer Drugs of Abuse". Current Drug Metabolism 6 (3): 259–274. doi:10.2174/1389200054021825. PMID 15975043. 
  6. "MDPV Bath Salts Drug Over The Counter". Healthbodydaily.com. 8 March 2011. Archived from the original on 2011-03-10. 
  7. "Commonly Abused Drugs". Developing Resources for Education in America (DREAM Inc.). 2010. Retrieved 26 December 2013. 


This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.