4-Methyl-α-methyltryptamine

4-Methyl-α-methyltryptamine (4-Me-αMT), also known as 4,α-dimethyltryptamine (4,α-DMT), and MP-809, is a drug belonging to the tryptamine class that was investigated as an antidepressant in the early 1960s but was never marketed.[1][2]
Routes ofadministrationATC codeLegal statusFederal Analogue ActUnited StatesIUPAC nameCAS NumberChemSpiderCompTox DashboardFormulaMolar massSMILEStryptamineantidepressant4-Methyl-αETα-Ethyltryptamineα-MethyltryptamineRS134-49Antidepressantsreuptake inhibitorsreceptor modulatorsCitalopramEscitalopramFluoxetineFluvoxamineIndalpineParoxetineSertralineZimelidineDesvenlafaxineDuloxetineLevomilnacipranMilnacipranTofenacinVenlafaxineAtomoxetineReboxetineViloxazineAmineptineBupropionNomifensineNaSSAsMianserinMirtazapineSetiptilineEtoperidoneNefazodoneTrazodoneVilazodoneVortioxetineAgomelatineAmisulprideDextromethorphan/bupropionEsketamineEtryptamineGepironeIndeloxazineFlupentixolKetamineMedifoxamineMetryptamineOxaflozanePivagabineTandospironeTeniloxazineTianeptineTricyclictetracyclic antidepressantsAmitriptylineAmitriptylinoxideAmoxapineButriptylineClomipramineDemexiptilineDesipramineDibenzepinDimetacrineDosulepinDoxepinImipramineImipraminoxideIprindoleLofepramineMelitracenMetapramineNitroxazepineNortriptylineNoxiptilineOpipramolPipofezinePropizepineProtriptylineQuinupramineTrimipramineMaprotilineTiazesimMonoamine oxidase inhibitorsBenmoxinIproclozideIproniazidIsocarboxazidIsoniazidLinezolidMebanazineNialamideOctamoxinPhenelzinePheniprazinePhenoxypropazinePivhydrazineSafrazineTedizolidTranylcypromineCaroxazoneBifemelaneEprobemideMetralindoleMinaprineMoclobemidePirlindoleTetrindoleToloxatoneSelegilineAdjunctive therapiesAtypical antipsychoticsaripiprazolebrexpiprazolelurasidoneolanzapinequetiapinerisperidoneBuspironeLithiumlithium carbonatelithium citrateThyroid hormonestriiodothyroninelevothyroxineAdemetionine (SAMe)GABAkineneurosteroidsbrexanolonezuranoloneHypericum perforatum (St. John's Wort)Oxitriptan (5-HTP)Rubidium chloride (RbCl)TryptophanWHO-EMWithdrawnClinical trialsHallucinogensPsychedelics5-HT2ABenzofurans2C-B-FLY2CBFly-NBOMe5-MeO-BFE5-MeO-DiBFBromo-DragonFLYTFMFlyLyserg‐amides1B-LSD1cP-LSD1P-ETH-LAD1P-LSD1cP-AL-LAD1V-LSD2-Butyllysergamide3-PentyllysergamideAL-LADALD-52BU-LADDiallyllysergamideDimethyllysergamideErgometrineETH-LADIP-LADLAE-32LPD-824LSD-PipLSM-775MethylergometrineMethysergideMLD-41PARGY-LADPRO-LADPhenethyl‐amines2C-G-12C-G-22C-G-32C-G-42C-G-52C-G-62C-G-N2C-O-42C-T-22C-T-32C-T-42C-T-72C-T-82C-T-92C-T-132C-T-152C-T-162C-T-172C-T-192C-T-212C-T-282C-TFE2C-TFM25x-NBx25B-NB25C-NB3OMe25I-NB3OMe25C-NB4OMe25I-NB4OMe25B-NBF25C-NBF25I-NBF25I-NBMD25B-NBOH25C-NBOH25CN-NBOH25E-NBOH25I-NBOH25B-NBOMe25C-NBOMe25CN-NBOMe25D-NBOMe25E-NBOMe25G-NBOMe25H-NBOMe25I-NBOMe25iP-NBOMe25N-NBOMe25P-NBOMe25T7-NBOMe25TFM-NBOMe25I-NB34MD2CBCB-NBOMe4-EA-NBOMeN-Ethyl-2C-BNBOMe-mescalineZDCM-04N-(2C)-fentanyl3C-DFE3C-MAL4C-T-2HOT-17DMMDA-2LophophineMMDA-2MMDA-3a2-BromomescalineAllylescalineAsymbescalineBuscalineCyclopropylmescalineEscalineIsoproscalineJimscalineMescalineMetaescalineMethallylescalineProscalineThioproscalineTrifluoromescaline2C-B-BUTTERFLY2CB-Ind2CD-5EtOβk-2C-BDESOXYDMBMPPDOB-FLYFenfluramineGaneshaMacromerinePiperazines2C-B-PPTryptaminesalpha-alkyltryptamines4,5-DHP-α-MT5-MeO-α-ET5-MeO-α-MT(Daltacetin) 4-AcO-DALT5-MeO-DALT(Ethacetin) 4-AcO-DET(Ethocin) 4-HO-DET5-MeO-DET(T-9) DET(Ethocybin) 4-PO-DET(Ipracetin) 4-AcO-DiPT(Iprocin) 4-HO-DiPT5-MeO-DiPT4,5-DHP-DMT2,N,N-TMT4-AcO-DMT4-HO-5-MeO-DMT4-Propionyloxy-DMT5-AcO-DMT5-Bromo-DMT5-MeO-α,N,N-TMT5-MeO-DMT5-N,N-TMT7,N,N-TMTα,N,N-TMT(Bufotenin) 5-HO-DMTNorbaeocystin(Psilocin) 4-HO-DMT(Psilocybin) 4-PO-DMT(Deprocin) 4-HO-DPT5-MeO-DPT(The Light) DPT18-MACCoronaridineIbogaineIbogamineME-18-MCNoribogaineTabernanthineVoacangine(Metocin) 4-HO-MET(Metocetin) 4-AcO-MET5-MeO-MET(Mipracetin) 4-AcO-MiPT(Miprocin) 4-HO-MiPT5-Me-MiPT(Moxy) 5-MeO-MiPT4-HO-DBT4-HO-EPT4-HO-McPT(Lucigenol) 4-HO-MPMI(Meprocin) 4-HO-MPT5-MeO-EiPT5-MeO-MALT5-MeO-MPMIAeruginascinBaeocystinAL-38022ADimemebfeEfavirenzGlaucineLorcaserinM-ALPHAempathogens5-MAPBsubstituted benzofuransDissociativesantagonistsArylcyclo‐hexylamines2-FluorodeschloroketamineArketamineDeschloroketamineEthketamineMethoxetamineMethoxmetamineMethoxyketamineNorketamineTiletamine2'-Oxo-PCE3-HO-PCP3-MeO-PCE3-MeO-PCMo3-MeO-PCP4-MeO-PCPDieticyclidineEticyclidinePhencyclidineRolicyclidineTenocyclidineGacyclidinePRE-084AdamantanesAmantadineMemantineRimantadineDiphenidineEphenidineFluorolintaneMethoxphenidineMorphinansDextrallorphanDextromethorphanDextrorphanRacemethorphanRacemorphan2-EMSB8A-PDHQAptiganelBudipineDelucemineDexoxadrolDizocilpineEtoxadrolHerkinorinMidafotelNeramexaneNitrous oxidePerzinfotelRemacemideSelfotelDeliriantsAtropineBenactyzineBenzatropineBenzydamineBiperidenBrompheniramineCAR-226,086CAR-301,060CAR-302,196CAR-302,282CAR-302,668ChloropyramineChlorphenamineClemastineCS-27349CyclizineCyproheptadineDicycloverineDimenhydrinateDiphenhydramineDitranDoxylamineEA-3167EA-3443EA-3580EA-3834FlavoxateHyoscyamineJB-318JB-336MeclozineMepyramineOrphenadrineOxybutyninPheniraminePhenyltoloxamineProcyclidinePromethazineScopolamineTolterodineTrihexyphenidylTripelennamineTriprolidineWIN-2299CannabinoidsNaturalSalvinorin ATHC (Dronabinol)SyntheticAM-087AM-251AM-404AM-411AM-630AM-678AM-679AM-694AM-855AM-883AM-905AM-906AM-919AM-926AM-938AM-1220AM-1221AM-1235AM-1241AM-1248AM-1714AM-2201AM-2232AM-2233AM-2389AM-4030AM-4056AM-4113AM-6545CP 47,497CP 55,244CP 55,940HU-210HU-211HU-239HU-243HU-308HU-320HU-331HU-336HU-345JWH-007JWH-015JWH-018JWH-019JWH-030JWH-047JWH-048JWH-051JWH-057JWH-073JWH-081JWH-098JWH-116JWH-120JWH-122JWH-133JWH-147JWH-148JWH-149JWH-161JWH-164JWH-167JWH-171JWH-175JWH-176JWH-182JWH-184JWH-185JWH-193JWH-196JWH-198JWH-200JWH-203JWH-210JWH-249JWH-250JWH-251JWH-302JWH-307JWH-359JWH-398JWH-424Misc. designer cannabinoids4-HTMPIPO5F-AB-FUPPYCA5F-AB-PINACA5F-ADB5F-ADB-PINACA5F-ADBICA5F-AMB5F-APINACA5F-CUMYL-PINACA5F-NNE15F-PB-225F-SDB-006A-796,260A-836,339AB-001AB-005AB-CHFUPYCAAB-CHMINACAAB-FUBINACAAB-PINACAADAMANTYL-THPINACAADB-CHMINACAADB-FUBINACAADB-PINACAADBICAADSB-FUB-187AMB-FUBINACAAPINACAAPP-FUBINACACUMYL-PICACUMYL-PINACACUMYL-THPINACAEAM-2201FAB-144FDU-PB-22FUB-144FUB-APINACAFUB-JWH-018FUB-PB-22FUBIMINAJTE 7-31JTE-907LevonantradolMDMB-CHMICAMDMB-CHMINACAMDMB-FUBINACAMEPIRAPIMMAM-2201MDA-19NESS-0327NESS-040C5NabiloneNabitanNM-2201Org 28611ParahexylQUCHICSDB-005SDB-006STS-135THC-O-acetateTHC-O-phosphateTHJ-018THJ-2201UR-144WIN 55,212-2XLR-11agonistsApomorphineAporphineBromocriptineCabergolineLisurideNuciferinePergolidePhenethylaminePiribedilPramipexoleRopiniroleRotigotinedopamine reuptake inhibitorscocainemethylphenidatereleasing agentsamphetaminemethamphetamineprecursorslevodopaCI-966EszopicloneIbotenic acidMuscimolAmanita muscariaZaleplonZolpidemZopicloneInhalantsAliphatic hydrocarbonsButaneGasolineKerosenePropaneAromatic hydrocarbonsTolueneEthersDiethyl etherEnfluraneHaloalkanesChlorofluorocarbonsChloroformAlazocineBremazocineButorphanButorphanolCyclazocineCyclorphanCyprenorphineDiprenorphineEnadolineHeroinKetazocineLevallorphanLevomethorphanLevorphanolLPK-26MetazocineMorphineNalbuphineNalmefeneNalorphineOxilorphanPentazocinePhenazocineProxorphanSpiradolineTifluadomU-50488U-69,593XorphanolOneirogensCalea zacatechichiSilene capensisGalantamineIsoaminileNoscapinePrenoxdiazinePukateineSerotonin receptormodulators5-HT1A8-OH-DPATAdatanserinhydroxynefazodonetriazoledioneasenapinecariprazineclozapineziprasidoneAzapironeseptapironeperospironeBay R 1531BefiradolBMY-14802CannabidiolDopamineEbalzotanEltoprazineEnciprazineErgolinesdihydroergotamineergotaminemethylergometrine (methylergonovine)F-11,461F-15063F-15,599FlesinoxanFlibanserinFlumexadolHypidoneLesopitronLY-293284MKC-242NaluzotanOsemozotanPardoprunoxPiclozotanRauwolscineRepinotanRoxindoleRU-24,969S-14,506S-14671S-15535SarizotanSerotonin (5-HT)SunepitronbufoteninindorenateN-Me-5-HTpsilocinpsilocybinTGBA01ADU-92,016-AUrapidilXaliprodenYohimbineiloperidonesertindoleBeta blockersalprenololcarteololcyanopindololiodocyanopindololisamoltaneoxprenololpenbutololpindobindpindololpropranololtertatololBMY-7,378CSP-2503DotarizinemetergolineFlopropioneLecozotanMefwayMetitepine (methiothepin)MIN-117 (WF-516)NAN-190RobalzotanSB-649,915SpiperoneSpiramideSpiroxatrineUH-301WAY-100135WAY-100635XylamidineAcetryptineCarvedilolergometrine (ergonovine)5-HT1BAnpirtolineCGS-12066ACP-93129CP-94253CP-122,288CP-135807TriptansavitriptandonitriptaneletriptansumatriptanzolmitriptanAR-A000002ElzasonanGR-127935LY-393558SB-216641SB-2360575-HT1DL-694247PNU-142633almotriptanfrovatriptannaratriptanrizatriptan5-Et-DMT5-(nonyloxy)tryptamineAlniditanBRL-15,572KetanserinLY-310762LY-367642LY-456219LY-456220Ritanserinlysergol5-HT1EBRL-544435-HT1FLasmiditanLY-3343705-Methoxytryptaminesα-Alkyltryptamines5-Cl-αMT5-Fl-αMT5-MeO-αET5-MeO-αMTα-Me-5-HTAL-34662AL-37350Aergine (LSA)LA-SS-AzIHCH-7113MDA (tenamfetamine)MDMA (midomafetamine)O-4310PHA-57378PNU-22394PNU-181731SCHEMBL5334361Phenethylaminesquipazine5-I-R911505-MeO-NBpBrTAC-90179AltanserinAntihistamineshydroxyzineketotifenperlapineamperozideblonanserincarpipramineclocapramineclorotepinefluperlapinegevotrolinemelperonemosapramineocaperidonepaliperidonezicronapinezotepineChlorprothixeneCinanserinDeramciclaneEplivanserinamesergideLY-215,840mesulerginesergolexoleFananserinGlemanserinKML-010NaftidrofurylNantenineNelotanserinOpiranserin (VVZ-149)PelanserinPhenoxybenzaminePimavanserinPirenperonePizotifenPruvanserinRoluperidoneSarpogrelateSerotonin antagonists and reuptake inhibitorslubazodonemepiprazoleaptazapineesmirtazapineTricyclic antidepressantsTypical antipsychoticschlorpromazinefluphenazinehaloperidolloxapineperphenazinepimozidepipamperoneprochlorperazinesetoperonethioridazinethiothixenetrifluoperazineVolinanserinnicergoline5-HT2B4-MethylaminorexAminorexAmphetamineschlorphenterminecloforexdexfenfluraminelevofenfluraminenorfenfluramineBW-723C86dihydroergocryptineRo60-0175N-desmethylclozapine (norclozapine)EGIS-7625LY-272015MetadoxinePRX-08066RS-127445SB-200646SB-204741SB-206553SB-215505SB-221284SB-228357SDZ SER-082TegaserodTIK-3015-HT2CA-372159AlstonineCP-809101MK-212ORG-12962ORG-37684Ro60-0213VabicaserinWAY-629WAY-161503YM-348CaptodiameDesmetramadolLatrepirdine (dimebolin)RS-102221SB-242084SB-243213TedatioxetineTramadolAlcoholsbutanolethanol (alcohol)trichloroethanolm-CPBGPhenylbiguanideRS-56812SR-572272-Me-5-HTbufotenidine (5-HTQ)Volatiles/gaseshalothaneisofluranetrichloroethaneYM-31636AlosetronAS-8112AzasetronBatanoprideBemesetron (MDL-72222)CilansetronDazoprideDolasetronGalanolactoneGranisetronHydroxybupropionLerisetronOndansetronPalonosetronRamosetronRenzaprideRicasetronThujoneTropanserinTropisetronsevofluraneZacoprideZatosetronnaphthylpiperazineCapeserodCinitaprideCisaprideCJ-033466MetoclopramideMosapridePrucalopridePRX-03140RS-67,333VelusetragGR-113808L-LysinePiboserodSB-2040705-HT5A2-Br-LSD (BOL-148)Valerenic acidSB-699551E-6801E-6837EMD-386088ST-1936WAY-181187WAY-208466tiospironeAVN-101AVN-211AVN-322AVN-397CerlapirdineEGIS-12,233IdalopirdineMasupirdineMS-245PRX-07034Ro 04-6790SB-258585SB-271046SB-357134SB-399885SB-742457lergotrileBifeprunoxE-55888LP-211ButaclamolDR-4485JNJ-18038683SB-258719SB-269970acetophenazineMonoamine releasing agentsFenbutrazateFenmetramideMorazoneMorforexPhendimetrazinePhenmetrazinePseudophenmetrazineClominorexCyclazodoneFenozoloneFluminorexPemolineThozalinone2-OH-PEAAlfetamineAmfecloralAmfepentorexAmfepramoneDextroamphetamineLevoamphetamineAmphetaminilβ-Me-PEABenzphetamineBuphedroneButyloneCathineCathinoneClobenzorexClortermineD-DeprenylDimethylamphetamineEphedrineEthcathinoneEthyloneEtilamfetamineFamprofazoneFenethyllineFenproporexFlephedroneFludorexFurfenorexHordenine4-HydroxyamphetamineIofetamine (123I)LisdexamfetamineMefenorexMephedroneMetamfepramoneDextromethamphetamineLevomethamphetamineMethcathinoneMethedroneMDMPEAMethyloneOrtetaminePholedrinePhenpromethaminePrenylaminePropylamphetaminePseudoephedrineTiflorexTyramineXylopropamineZylofuramine2C-B-BZP5-APDIClofenciclanCyclopentamineCypenamineCyprodenateFeprosidnineGilutensinHeptaminolHexacyclonateIndanorexIsomethepteneMethylhexanamineNaphthylaminopropaneOctodrinePhthalimidopropiophenonePropylhexedrineMephenterminePentorexPhenterminePhenylpropanolamineTuaminoheptane2-Methyl-MDA5-APDB5-Methyl-MDA6-APDB6-Methyl-MDAAmiflamineBrephedroneEtolorexFlucetorexIofetamine4-TFMApTFMPP4-Methyl-αMTViqualineSoRI-9804SoRI-20041BethanidineBretyliumGuanadrelGuanazodineGuanethidineGuanoxan1-Methylpsilocin2-HO-NMT2-Me-DET2-Methyl-5-HT4-AcO-DALT4-AcO-DET4-AcO-DiPT4-AcO-DPT4-AcO-MET4-AcO-MiPT4-F-5-MeO-DMT4-HO-DET4-HO-DiPT4-HO-DPT4-HO-DSBT4-HO-MALT4-HO-MET4-HO-McPeT4-HO-MiPT4-HO-MPT4-HO-NALT4-HO-NMT4-HO-PiPT4-HO-pyr-T4-HO-TMT4-MeO-DMT4-MeO-MiPT4-PrO-DMT4,5-MDO-DMT4,5-MDO-DiPT5-Chloro-DMT5-Ethoxy-DMT5-Ethyl-DMT5-Fluoro-DET5-Fluoro-DMT5-Fluoro-EPT5-Fluoro-MET5-HO-DiPT5-HTP (oxitriptan)5-MeO-2-TMT5-MeO-7,N,N-TMT5-MeO-DBT5-MeO-EPT5-MeO-MiPT5-MeO-NMT5-MeO-pyr-T5-MeO-T (5-MT; mexamine)5-MeO-T-NBOMe5-MeS-DMT5-Methyl-DMT5-Methyl-T5,6-MeO-MiPT5,6-MDO-DiPT5,6-MDO-DMT5,6-MDO-MiPT5,6-DHT5,7-DHT6-Fluoro-DMT6-MeO-DMT7-Methyl-DMTAcetryptine (5-AT)Aeruginascin (4-PO-TMT)AGH-107AGH-192AH-494AlpertineBaeocystin (4-PO-NMT)Benzotript (4-chlorobenzoyl-L-tryptophan)Bufotenin (5-HO-DMT)Convolutindole ACP-132,484DesformylflustrabromineEthocybin (4-PO-DET)FGIN-127FGIN-143FT-104Iprocin (4-HO-DiPT)IsamideLespedamineMilipertineMiprocin (4-HO-MiPT)N-Feruloylserotonin (moschamine)NBoc-DMTNET/NETPNorbaeocystin (4-PO-T)O-PivalylbufotenineOxypertinePsilacetin (O-acetylpsilocin; 4-AcO-DMT)Psilocin (4-HO-DMT)Psilocybin (4-PO-DMT)SolypertineTryptamine (T)YuremamineN-Acetyltryptamines2-Iodomelatonin6-Hydroxymelatoninα-MethylmelatoninLuzindoleMelatoninNormelatonin (N-acetylserotonin; NAS)N-AcetyltryptaminePiromelatine2,α-DMT4-HO-αMT4-HO-MPMI (lucigenol)4-Me-αET4-Me-αMT5-Chloro-αET5-Chloro-αMT5-Ethoxy-αMT5-Fluoro-αET5-Fluoro-αMT5-MeO-αET 6-Fluoro-αMT7-Chloro-αMT7-Methyl-αETα-Methyl-5-HTPα-Methylserotonin (5-HO-αMT)α-Methyltryptophan (αMTP)α,N-DMT (N-methyl-αMT)α,N,O-TMSαET (etryptamine)AL-37350A (4,5-DHP-αMT)BK-NM-AMTBNC-210IPAP (α,N-DPT)Cyclized tryptaminesCiclindoleCyclic 3-OHMlysergamidesFlucindoleHarmala alkaloidsβ-carbolines6-MeO-THH9-Me-BCβ-carboline (norharman)harmalineharmalolharmaneharminepinolinetetrahydroharminetryptolineIboga alkaloidsDM-506 (ibogaminalog)tabernanthalogLY-266,097RU-28306YohimbansspegatrinecorynanthineajmalicinereserpinedeserpidinerescinnamineIsotryptamines5-MeO-isoDMT6-MeO-isoDMTAAZ-A-154 (DLX-001)isoAMTisoDMTIsotryptamine (isoT)5-HIAA5-HIALAAZ-A-154LatrepirdineLY-367265(R)-69 (3IQ)TepirindoleVER-3323VU6067416