4'-Methyl-α-pyrrolidinohexiophenone

4'-Methyl-α-pyrrolidinohexiophenone (MPHP) is a stimulant compound which has been reported as a novel designer drug.[1][2][3] It is closely related to pyrovalerone, being simply its chain-lengthened homologue.In the pyrrolidinophenone series, stimulant activity is maintained so long as the positions of the aryl, ketone and pyrrolidinyl groups are held constant, while the alkyl backbone can be varied anywhere between three and as many as seven carbons,[4] with highest potency usually seen with the pentyl or isohexyl backbone, and a variety of substituents are tolerated on the aromatic ring.[5] In 2010 a group of researchers from the Institute of Forensic Medicine, University Hospital Jena, Germany concluded that MPHP can lead to serious poisoning with toxic liver damage and rhabdomyolysis.[7] Sweden's public health agency suggested to classify MPHP as narcotic on June 1, 2015.
Legal statusIUPAC nameCAS NumberChemSpiderCompTox DashboardFormulaMolar massChiralityRacemic mixtureSMILESstimulantdesigner drugpyrovaleronehomologueketonepyrrolidinylrhabdomyolysisSchedule I Controlled Substanceα-PBPα-PHPα-PPPα-PVP4-Cl-PHPProlintaneStimulantsAdamantanesAdapromineAmantadineBromantaneMemantineRimantadineAdenosine antagonists8-Chlorotheophylline8-Cyclopentyltheophylline8-PhenyltheophyllineAminophyllineCaffeineCGS-15943DimethazanIstradefyllineParaxanthineSCH-58261TheobromineTheophyllineAlkylaminesCyclopentamineCypenamineCyprodenateHeptaminolIsomethepteneMethylhexaneamineOctodrinePropylhexedrineTuaminoheptaneAmpakinesCX-516CX-546CX-614CX-691CX-717IDRA-21LY-404,187LY-503,430NooglutylOrg 26576S-18986SunifiramUnifiramArylcyclohexylaminesBenocyclidineDieticyclidineEsketamineEticyclidineGacyclidineKetaminePhencyclaminePhencyclidineRolicyclidineTenocyclidineTiletamineBenzazepines6-Br-APBSKF-77434SKF-81297SKF-82958Cathinones3,4-DMMC4-Methylbuphedrone4-Methylcathinone4-MEAP4-MethylpentedroneAmfepramoneBenzedroneBuphedroneBupropionButyloneCathinoneDimethylcathinoneEthcathinoneEthyloneFlephedroneHexedroneIsoethcathinoneMephedroneMethcathinoneMethedroneMethylenedioxycathinoneMethyloneMexedroneN-EthylbuphedroneN-EthylhexedronePentedronePentylonePhthalimidopropiophenoneCholinergicsA-84,543A-366,833ABT-202ABT-418AR-R17779AltiniclineAnabasineArecolineBradaniclineCotinineCytisineDianiclineEpibatidineEpiboxidineGTS-21IsproniclineNicotinePHA-543,613PNU-120,596PNU-282,987PozaniclineRivaniclineSazetidine ASIB-1553ASSR-180,711TC-1698TC-1827TC-2216TebaniclineUB-165VareniclineWAY-317,538ConvulsantsAnatoxin-aBicucullineFlurothylGabazinePentetrazolPicrotoxinStrychnineThujoneEugeroicsAdrafinilArmodafinilCRL-40,940CRL-40,941FluorenolModafinilOxazolines4-MethylaminorexAminorexClominorexCyclazodoneFenozoloneFluminorexPemolineThozalinonePhenethylamines1-(4-Methylphenyl)-2-aminobutane1-Methylamino-1-(3,4-methylenedioxyphenyl)propane2-Fluoroamphetamine2-Fluoromethamphetamine2-OH-PEA2-Phenyl-3-aminobutane2,3-MDA3-Fluoroamphetamine3-Fluoroethamphetamine3-Methoxyamphetamine3-Methylamphetamine4-Fluoroamphetamine4-FluoromethamphetamineAL-1095Alfetaminea-EthylphenethylamineAmfecloralAmfepentorexAmidephrine2-Amino-1,2-dihydronaphthalene2-Aminoindane5-(2-Aminopropyl)indole2-AminotetralinAcridorexAmphetamineDextroamphetamineLevoamphetamineAmphetaminilArbutamineβ-Methylphenethylamineβ-PhenylmethamphetamineBenfluorexBenzphetamine3-BenzhydrylmorpholineCamfetamineCathineChlorphentermineCilobamineCinnamedrineClenbuterolClobenzorexCloforexClortermineD-DeprenylDenopamineDimethoxyamphetamineDimethylamphetamineDobutamineDextrodopaLevodopaDopamineDopexamineDroxidopaEphedrineEpinephrineEpinineEtafedrineEthylnorepinephrineEtilamfetamineEtilefrineFamprofazoneFencamfaminFencamineFenethyllineFenfluramineDexfenfluramineLevofenfluramineFenproporexFeprosidnineFludorexFormetorexFurfenorexGepefrineHexapradolHordenine4-Hydroxyamphetamine5-Iodo-2-aminoindaneIbopamineIndanylamphetamineIofetamineIsoetarineIsoprenalineL-DeprenylLefetamineLisdexamfetamineLophophineMDA (tenamfetamine)MDMA (midomafetamine)MDMPEAMefenorexMephentermineMetanephrineMetaraminolMesocarbMethamphetamineDextromethamphetamineLevomethamphetamineMethoxamineMethoxyphenamineMorforexN,alpha-DiethylphenylethylamineN,N-DimethylphenethylamineNaphthylamphetamineNisoxetineNorepinephrineNorfenefrineNorfenfluramineNormetanephrineL-NorpseudoephedrineOctopamineOrciprenalineOrtetamineOxifentorexOxilofrinePentorexPhenatinePhenpromethaminePhenterminePhenylalaninePhenylephrinePhenylpropanolaminePholedrinePrenylaminePropylamphetaminePseudoephedrineRopiniroleSalbutamolLevosalbutamolSibutramineSolriamfetolSynephrineTheodrenalineTiflorexTranylcypromineTyramineTyrosineXylopropamineZylofuraminePhenylmorpholines3-FluorophenmetrazineFenbutrazateFenmetramideManifaxineMorazoneOxaflozanePD-128,907PhendimetrazinePhenmetrazine2-Phenyl-3,6-dimethylmorpholinePseudophenmetrazineRadafaxinePiperazines2C-B-BZP3C-PEPDBL-583GBR-12783GBR-12935GBR-13069GBR-13098GBR-13119JJC8-088VanoxerinePiperidines1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine2-Benzylpiperidine2-Methyl-3-phenylpiperidine3,4-Dichloromethylphenidate4-Benzylpiperidine4-Fluoromethylphenidate4-MethylmethylphenidateDesoxypipradrolDifemetorexDiphenylpyralineEthylnaphthidateEthylphenidateMethylnaphthidateIsopropylphenidateJZ-IV-10MethylphenidateDexmethylphenidateNocainePhacetoperanePipradrolPropylphenidateSerdexmethylphenidateSCH-5472Pyrrolidines2-Diphenylmethylpyrrolidine4-Cl-PVP5-DBFPVα-PCYPα-PHiPα-PHPPα-PVTDiphenylprolinolIndapyrophenidoneNaphyronePicilorexRacetamsOxiracetamPhenylpiracetamPhenylpiracetam hydrazideTropanes4-fluorotropacocaine4'-FluorococaineAltropane (IACFT)BrasofensineCFT (WIN 35,428)β-CIT (RTI-55)CocaethyleneCocaineDichloropane (RTI-111)DifluoropineFE-β-CPPITFP-β-CPPITIoflupane (123I)NorcocaineRTI-31RTI-32RTI-51RTI-112RTI-113RTI-120RTI-121 (IPCIT)RTI-126RTI-150RTI-177RTI-229RTI-336RTI-354RTI-371RTI-386SalicylmethylecgonineTesofensineTroparil (β-CPT, WIN 35,065-2)TropoxaneTryptamines4-HO-αMT4-Methyl-αET4-Methyl-αMT5-Chloro-αMT5-Fluoro-αMT5-MeO-αET5-MeO-αMT5-MeO-DIPT6-Fluoro-αMT7-Methyl-αET3,3-DiphenylcyclobutanamineAmfonelic acidAmineptineAmiphenazoleAtipamezoleAtomoxetineBemegrideBenzydamineBTS 74,398CentanafadineCiclazindolClofenciclanCropropamideCrotetamideDesipramineDiclofensineDimethocaineEfaroxanEtamivanFenisorexFenpentadiolGamfexineGilutensinGSK1360707FGYKI-52895HexacyclonateIdazoxanIndanorexIndatralineJNJ-7925476LazabemideLeptaclineLomevactoneLR-5182MazindolMeclofenoxateMedifoxamineMefexamideMethamnetamineMethastyridoneMethiopropamineNaphthylaminopropaneNefopamNikethamideNomifensineO-2172OxaprotilinePNU-99,194PRC200-SSRasagilineRauwolscineRubidium chlorideSetazindolTametralineTandamineThiopropamineThiothinoneTraziumUH-232YohimbineATC code