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Names

4-Me-α-PPP
4′-Methyl-α-(pyrrolidin-1-yl)propanophenone
MPPP
4′-Methyl-α-pyrrolidinopropiophenone

IUPAC name

1-(4-Methylphenyl)-2-(pyrrolidin-1-yl)propan-1-one

ID 2115 · Formula C₁₄H₁₉NO · Molecular weight 217.307

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

InChI Key APSJUNFBAXIXLK-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CC(C(=O)c1ccc(cc1)C)N1CCCC1

ChemSpider 4936084
PubChem 6430745
Wikidata Q4043329
Wikipedia 4′-Methyl-α-pyrrolidinopropiophenone
Project Response MPPP (1943-18)
swgdrug.org 4-Methyl-α-pyrrolidinopropiophenone (4-MePPP)

Shulgin Index See #92 METHCATH · Table 3Page 323Row 3

Phenethylamine: Von der Strucktur zur Funktion MPPP: 6.3 (134) 417, 418

Maurer, HH; Kraemer, T; Springer, D; Staack, RF. Chemistry, pharmacology, toxicology, and hepatic metabolism of designer drugs of the amphetamine (Ecstasy), piperazine, and pyrrolidinophenone types. A synopsis. Ther. Drug Monit., 1 Apr 2004, 26 (2), 127–131. 121 kB.

Iversen, LL. Consideration of the cathinones, Advisory Council on the Misuse of Drugs, 31 Mar 2010. 286 kB.

Brandt, SD; Freeman, S; Sumnall, HR; Measham, F; Cole, JC. Analysis of NRG ‘legal highs’ in the UK: Identification and formation of novel cathinones. Drug Test. Anal., 1 Sep 2011, 3 (9), 569–575. 176 kB. https://doi.org/10.1002/dta.204 #5 MS,NMR

Staack, RF; Maurer, HH. Metabolism of designer drugs of abuse. Curr. Drug Metab., 1 Jun 2005, 6 (3), 259–274. 104 kB. https://doi.org/10.2174/1389200054021825 #MPPP

Zuba, D. Identification of cathinones and other active components of ‘legal highs’ by mass spectrometric methods. Trends Anal. Chem., 1 Feb 2012, 32, 15–30. 576 kB. https://doi.org/10.1016/j.trac.2011.09.009

Zuba, D; Byrska, B. Prevalence and co-existence of active components of ‘legal highs’. Drug Test. Anal., 1 Jun 2013, 5 (6), 420–429. 1.3 MB. https://doi.org/10.1002/dta.1365

Kanu, AB; Brandt, SD; Williams, MD; Zhang, N; Hill, HH. Analysis of psychoactive cathinones and tryptamines by electrospray ionization atmospheric pressure ion mobility time-of-flight mass spectrometry. Anal. Chem., 17 Sep 2013, 85 (18), 8535–8542. 1.6 MB. https://doi.org/10.1021/ac401951a

Rõsner, P; Junge, T; Fritschi, G; Klein, B; Thielert, K; Kozlowski, M. Neue synthetische Drogen: Piperazin-, propicyclidin- und α-aminopropiophenonderivate. Toxichem Krimtech, 1 Jan 1999, 66 (2), 81–90. 1.2 MB. #2 MS,NMR,IR

Glennon, RA. Bath salts, mephedrone, and methylenedioxypyrovalerone as emerging illicit drugs that will need targeted therapeutic intervention. Adv. Pharmacol., 1 Jan 2014, 69, 581–620. 564 kB. https://doi.org/10.1016/B978-0-12-420118-7.00015-9

EMCDDA. New drugs in Europe, 2010, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2011. 700 kB.

Leffler, AM; Smith, PB; de Armas, A; Dorman, FL. The analytical investigation of synthetic street drugs containing cathinone analogs. Forensic Sci. Int., 1 Jan 2014, 234, 50-56. 973 kB. https://doi.org/10.1016/j.forsciint.2013.08.021

Zawilska, JB; Andrzejczak, D. Next generation of novel psychoactive substances on the horizon – A complex problem to face. Drug Alcohol Depend., 1 Jan 2015, 157, 1-17. 3.0 MB. https://doi.org/10.1016/j.drugalcdep.2015.09.030

Fornal, E. Study of collision-induced dissociation of electrospray-generated protonated cathinones. Drug Test. Anal., 1 Jul 2014, 6 (7-8), 705-715. 527 kB. https://doi.org/10.1002/dta.1573 #23

Gaspar, H; Bronze, S; Oliveira, C; Victor, BL; Machuqueiro, M; Pacheco, R; Caldeira, MJ; Santos, S. Proactive response to tackle the threat of emerging drugs: Synthesis and toxicity evaluation of new cathinones. Forensic Sci. Int., 1 Sep 2018, 290, 146–156. 1.6 MB. https://doi.org/10.1016/j.forsciint.2018.07.001 #MPPP MS,NMR

Saha, K; Partilla, JS; Lehner, KR; Seddik, A; Stockner, T; Holy, M; Sandtner, W; Ecker, GF; Sitte, HH; Baumann, MH. ‘Second-generation’ mephedrone analogs, 4-MEC and 4-MePPP, differentially affect monoamine transporter function. Neuropsychopharmacol., 1 May 2015, 40 (6), 1321–1331. 738 kB. https://doi.org/10.1038/npp.2014.325 #4-MePPP

Nagashima, M; Suzuki, J; Moriyasu, T; Yoshida, M; Shimizu, M; Hamano, T; Nakae, D. Analysis of uncontrolled drugs purchased in the fiscal year 2010. Ann. Rep. Tokyo Metr. Inst. P. H., 1 Jan 2011, 62 99–105. 889 kB. #MPPP LC,MS,NMR,UV,other

Simmons, SJ; Leyrer-Jackson, JM; Oliver, CF; Hicks, C; Muschamp, JW; Rawls, SM; Olive, MF. DARK classics in chemical neuroscience: Cathinone-derived psychostimulants. ACS Chem. Neurosci., 17 Oct 2018, 9 (10), 2379–2394. 1.6 MB. https://doi.org/10.1021/acschemneuro.8b00147 #4-MePPP

Bork, W; Dahlenburg, R; Gimbel, M; Jacobsen-Bauer, A; Zörntlein, S. Herleitung Von Grenzwerten Der „nicht Geringen Menge“ Im Sinne Des Btmg. Toxichem Krimtech, 1 Jan 2019, 86 (1), 5–91. 4.4 MB. #CA-011

Gatch, MB; Forster, MJ. Methylenedioxymethamphetamine-like discriminative stimulus effects of pyrrolidinyl cathinones in rats. J. Psychopharmacol., 1 Jul 2020, 34 (7), 778-785. 546 kB. https://doi.org/10.1177/0269881120914213 #4′MePPP

Hägele, JS; Basrak, M; Schmid, MG. Enantioselective separation of novel psychoactive substances using a Lux® AMP 3 μm column and HPLC-UV. J. Pharm. Biomed. Anal., 5 Feb 2020, 179, 112967. 3.6 MB. https://doi.org/10.1016/j.jpba.2019.112967 #V1 LC

Philp, M; Shimmon, R; Stojanovska, N; Tahtouh, M; Fu, S. Development and validation of a presumptive colour spot test method for the detection of piperazine analogues in seized illicit materials. Anal. Methods, 1 Jan 2013, 5 (20), 5402. 783 kB. https://doi.org/10.1039/c3ay40511g #4-Methyl-α-pyrrolidinopropiophen MS,NMR,IR,spot

PBP · α-(Pyrrolidin-1-yl)butanophenone · α-PBP

PIAP

1492

5744

2′-Oxo-PCE · O-PCE

2-Me-PPP · 2′-Methyl-α-(pyrrolidin-1-yl)propanophenone

3-Me-PPP · 3′-Methyl-α-(pyrrolidin-1-yl)propanophenone

4-DHBF-PCA

3-MeO-PBCHA

4-MeO-PBCHA

9671

2-Me-2′-Oxo-PCM · 2-Methyl-deschloroketamine · o-MDCK

N-Allylmephedrone

4-Et-BzPip

m-MDCK

6639

13015

7 Dec 2019 · · Isomer Design