6-APDB

6-(2-Aminopropyl)-2,3-dihydrobenzofuran (6-APDB, 4-Desoxy-MDA, EMA-3) is a stimulant and entactogen drug of the phenethylamine and amphetamine classes.[1] It is an analogue of MDA where the heterocyclic 4-position oxygen from the 3,4-methylenedioxy ring has been replaced with a methylene bridge.[1] 6-APDB, along with 5-APDB, was first synthesized by David E. Nichols in the early 1990s while investigating non-neurotoxic MDMA analogues.[1] In animal studies, 6-APDB fully substitutes for MBDB and MMAI but not for amphetamine or LSD.It is banned by a blanket law on benzofurans and related compounds.
Routes ofadministrationBy mouthDrug classEmpathogen–entactogenStimulantATC codeLegal statusIUPAC nameCAS NumberChemSpiderChEMBLCompTox DashboardFormulaMolar massSMILESentactogenphenethylamineamphetamineanalogueheterocyclicoxygenmethylenedioxymethylene bridge5-APDBsynthesizedDavid E. NicholsneurotoxicanaloguesIn vitroinhibitreuptakeserotonindopaminenorepinephrinecatecholaminesEmpathogens/entactogensPhenylalkyl-amines4,4'-DMARAriadneMetaescalineLophophine2-Methyl-MDA2,3-MDA3,4-MDA (tenamfetamine)5-Methyl-MDA6-Methyl-MDADMMDA-2Lys-MDAMDMA (midomafetamine)(R)-MDMAMMDA-2N-t-BOC-MDMA2-MAPB5-EAPB5-MAPB5-MAPDB5-MAPBT5-MBPB (5-MABB)6-EAPB6-MAPB6-MAPDB6-MBPB (6-MABB)IBF5MAP5-APDI5-MAPDIMethamnetamineNaphthylaminopropaneCyclizedphenyl-alkylaminesNM-2-AICathinonesBK-5-MAPBBrephedroneButyloneDimethyloneEthyloneEutyloneFlephedroneMephedroneMethedroneMethyloneTH-PVPTryptamines4-Methyl-αETChemical classesSubstituted amphetamineSub. benzofuranSub. cathinoneSub. MDPEASub. PEASub. tryptamineMonoamine releasing agentsFenbutrazateFenmetramideMorazoneMorforexPhendimetrazinePhenmetrazinePseudophenmetrazineAminorexClominorexCyclazodoneFenozoloneFluminorexPemolineThozalinone2-OH-PEAAlfetamineAmfecloralAmfepentorexAmfepramoneDextroamphetamineLevoamphetamineAmphetaminilβ-Me-PEABenzphetamineBuphedroneCathineCathinoneClobenzorexClortermineD-DeprenylDimethylamphetamineEphedrineEthcathinoneEtilamfetamineFamprofazoneFenethyllineFenproporexFludorexFurfenorexHordenine4-HydroxyamphetamineIofetamine (123I)LisdexamfetamineMefenorexMetamfepramoneMethamphetamineDextromethamphetamineLevomethamphetamineMethcathinoneMDA (tenamfetamine)MDMPEAOrtetaminePholedrinePhenpromethaminePrenylaminePropylamphetaminePseudoephedrineTiflorexTyramineXylopropamineZylofuramine2C-B-BZPAmineptineClofenciclanCyclopentamineCypenamineCyprodenateFeprosidnineGilutensinHeptaminolHexacyclonateIndanorexIsomethepteneMethylhexanamineOctodrinePhthalimidopropiophenonePhenylbiguanidePropylhexedrineMephenterminePentorexPhenterminePhenylpropanolamineSelegilineTuaminoheptane8-OH-DPAT4-MethylaminorexAmiflamineChlorphentermineCloforexDexfenfluramineEtolorexFenfluramineFlucetorexIofetamineLevofenfluramineNorfenfluramine4-TFMAMepiprazolepTFMPP4-Methyl-αMT5-MeO-αET5-MeO-αMTTryptamineIndeloxazineViqualineSoRI-9804SoRI-20041BethanidineBretyliumGuanadrelGuanazodineGuanethidineGuanoxanPhenethylamines25B-NBOMe25C-NBOMe25D-NBOMe25I-NBOMe25N-NBOMe2C-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-TFMAllylescalineDESOXYEscalineIsoproscalineJimscalineMacromerineMescalineMethallylescalineProscalinePsi-2C-T-4Phenylethanolamineα-Methylphenethylamineβ-Methylphenethylaminem-MethylphenethylamineN-Methylphenethylamineo-Methylphenethylaminep-MethylphenethylamineMethylphenidateAmphetamines3C-MALBeatriceBromo-DragonFLYGaneshaPsi-DOMZDCM-04AcridorexBenfluorexFencamfaminFencamineFormetorexGepefrineIsopropylamphetamineLefetamineMetaraminolMethoxyphenamineL-NorpseudoephedrineN,alpha-DiethylphenylethylamineOxifentorexOxilofrineSibutramineTranylcypromine6-Chloro-MDMA3,4-DCADiFMDAPhenterminesCericlamine4-MeMABPBenzedroneBupropionDimethylcathinoneHydroxybupropionN-EthylhexedroneN-EthylpentedronePentedronePentyloneRadafaxine3,4-DMMCMethylenedioxycathinonePhenylisobutylaminesPhenylisobutylaminePhenylalkylpyrrolidinesα-PBPα-PHPα-PPPα-PVP4-MePBP4-MePHP4-MePPPNaphyroneProlintanePyrovalerone6-OHDAa-Me-DAa-Me-TRAAdrenochromeCiladopaD-DOPADimetofrineEpinephrineEpinineEtilefrineEthylnorepinephrineFenclonineIbopamineIsoprenalineIsoetarineL-DOPAL-DOPSL-PhenylalanineL-Tyrosinem-TyramineMetanephrineMetaterolMetirosineMethyldopaN,N-DimethyldopamineNordefrinLevonordefrinNorfenefrineNormetanephrineOrciprenalinep-Octopaminep-TyraminePhenylephrineSynephrineAL-LADAmidephrineArbutamineCafedrineDenopamineDesvenlafaxineDiphenidineDizocilpineDobutamineDopexamineEphenidineEtafedrineETH-LADFluorolintaneHexapradolIP-LADLysergic acid amideLysergic acid 2-butyl amideLysergic acid 2,4-dimethylazetidideLysergic acid diethylamideMethoxamineMethoxphenidinePARGY-LADPhenibutPRO-LADPronethalolSalbutamolLevosalbutamolSolriamfetolTheodrenalineThiamphenicolUWA-101Venlafaxine