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Butylone Information

Butylone, also known as β-keto-N-methylbenzodioxolylpropylamine (bk-MBDB), is an entactogen, psychedelic, and stimulant of the phenethylamine chemical class. It is the β-keto analogue of MBDB.

Butylone was first synthesized by Koeppe, Ludwig and Zeile which is mentioned in their 1967 paper. It remained an obscure product of academia until 2005 when it was synthesized by a chemical supply company, and has since continued to be sold as a research chemical.[2] It has since been explored as a possible entheogen. Butylone shares the same relationship to MBDB as methylone does to MDMA ("Ecstasy"). The dosage range is not fully understood but seems to be lower than for MBDB. Formal research on this chemical was first conducted in 2009, when it was shown to be metabolised in a similar manner to related drugs like methylone.[3]

See also

References

  1. ^ = WDU20111050614 "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych. http://isap.sejm.gov.pl/DetailsServlet?id = WDU20111050614. Retrieved 17 June 2011.
  2. ^ Uchiyama N, Kikura-Hanajiri R, Kawahara N, Goda Y. Analysis of designer drugs detected in the products purchased in fiscal year 2006. (Japanese). Yakugaku Zasshi. 2008 Oct;128(10):1499-505. PMID 18827471
  3. ^ Zaitsu K, Katagi M, Kamata HT, Kamata T, Shima N, Miki A, Tsuchihashi H, Mori Y (July 2009). "Determination of the metabolites of the new designer drugs bk-MBDB and bk-MDEA in human urine". Forensic Science International 188 (1–3): 131–9. doi:10.1016/j.forsciint.2009.04.001. PMID 19406592.

External links

Entactogens
Aminoindanes 5-IAIETAITAI
Aminotetralins 6-CAT
Phenethylamines (and amphetamines, cathinones, etc) 4-CAB4-FA4-FMA4-MTA4-FPP5-APDB6-APDBAriadneBDBBrephedroneEutyloneFlephedroneIAPIMPMetaescalineMephedroneMethedroneMMANAPNorfenfluraminePentylonePMAPMEAPMMATAP
MDxx 2-Methyl-MDA5-Methyl-MDA6-Methyl-MDAbk-MBDB (butylone) • bk-MDEA (ethylone) • bk-MDMA (methylone) • DMMDADMMDA-2EBDBEBDPEDMAMDAIMDMAIMMAIMDATMDMATMDAMDDMMDEAMDIPMDMAMDMOHMDMPMDMPEAMDOHMDPEAMDPHMDPRMMDPEA (Lophophine) • MBDBMBDPMMDAMMDA-2MMDMA
Tryptamines 4-Methyl-αETαET
Entheogens (hallucinogens)
Psychedelics 5-HT2AR agonists
Dissociatives NMDAR antagonists
Deliriants mAChR antagonists
Miscellaneous
Cannabinoids CB1R agonists
D2R agonists

* Also indirect D2 agonists such as dopamine reuptake inhibitors (cocaine

GABAAR agonists
Inhalants Mixed MOA
κOR agonists
σR agonists
Others
Stimulants (N06B)
Adamantanes

Adaphenoxate • Adapromine • AmantadineBromantane • Chlodantane • Gludantane • Memantine • Midantane

Adenosine antagonists 8-Chlorotheophylline8-Cyclopentyltheophylline8-PhenyltheophyllineAminophyllineCaffeineCGS-15943DimethazanParaxanthineSCH-58261TheobromineTheophylline
Alkylamines

CyclopentamineCypenamineCyprodenateHeptaminolIsomethepteneMethylhexaneamineOctodrinePropylhexedrineTuaminoheptane

Arylcyclohexylamines

BenocyclidineDieticyclidineEsketamineEticyclidineGacyclidineKetamine • Phencyclamine • PhencyclidineRolicyclidineTenocyclidineTiletamine

Benzazepines

6-Br-APBSKF-77434SKF-81297SKF-82958

Cholinergics

A-84543A-366,833ABT-202ABT-418AR-R17779AltiniclineAnabasineArecolineCotinineCytisineDianiclineEpibatidineEpiboxidineGTS-21IsproniclineNicotinePHA-543,613PNU-120,596PNU-282,987PozaniclineRivaniclineSazetidine ASIB-1553ASSR-180,711TC-1698TC-1827TC-2216TC-5619TebaniclineUB-165VareniclineWAY-317,538

Convulsants

Anatoxin-aBicucullineDMCMFlurothylGabazinePentetrazolPicrotoxinStrychnineThujone

Eugeroics

AdrafinilArmodafinilCRL-40941Modafinil

Oxazolines

4-MethylaminorexAminorexClominorexCyclazodoneFenozoloneFluminorexPemolineThozalinone

Phenethylamines

1-(4-Methylphenyl)-2-aminobutane • 1-Phenyl-2-(piperidin-1-yl)pentan-3-one • 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane2-Fluoroamphetamine2-Fluoromethamphetamine2-OH-PEA • 2-Phenyl-3-aminobutane • 2-Phenyl-3-methylaminobutane • 2,3-MDA3-Fluoroamphetamine3-Fluoroethamphetamine3-Fluoromethcathinone3-Methoxyamphetamine3-Methylamphetamine3,4-DMMC4-BMC4-Ethylamphetamine4-FA4-FMA4-MA4-MMA4-MTA6-FNEAlfetamineα-EthylphenethylamineAmfecloralAmfepentorexAmfepramoneAmidephrineAmphetamine (Dextroamphetamine, Levoamphetamine) • AmphetaminilArbutamineβ-Methylphenethylamineβ-PhenylmethamphetamineBenfluorexBenzedroneBenzphetamineBDB (J) • BOH (Hydroxy-J) • BPAPBuphedroneBupropion (Amfebutamone) • ButyloneCathineCathinoneChlorphentermine • Cinnamedrine • ClenbuterolClobenzorexCloforexClortermineD-DeprenylDenopamineDimethoxyamphetamineDimethylamphetamineDimethylcathinone (Dimethylpropion, Metamfepramone) • DobutamineDOPA (Dextrodopa, Levodopa) • DopamineDopexamineDroxidopaEBDB (Ethyl-J) • EphedrineEpinephrine (Adrenaline) • Epinine (Deoxyepinephrine) • EtafedrineEthcathinone (Ethylpropion) • Ethylamphetamine (Etilamfetamine) • Ethylnorepinephrine (Butanefrine) • EthyloneEtilefrineFamprofazoneFenbutrazateFencamineFenethyllineFenfluramine (Dexfenfluramine) • FenmetramideFenproporexFlephedroneFludorexFurfenorexGepefrine • HMMA • HordenineIbopamineIMPIndanylamphetamineIsoetarineIsoethcathinoneIsoprenaline (Isoproterenol) • L-Deprenyl (Selegiline) • LefetamineLisdexamfetamineLophophine (Homomyristicylamine) • ManifaxineMBDB (Methyl-J; "Eden") • MDA (Tenamfetamine) • MDBUMDEA ("Eve") • MDMA ("Ecstasy", "Adam") • MDMPEA (Homarylamine) • MDOHMDPRMDPEA (Homopiperonylamine) • MefenorexMephedroneMephentermineMetanephrineMetaraminol • Methamphetamine (Desoxyephedrine, Methedrine; Dextromethamphetamine, Levomethamphetamine) • MethoxamineMethoxyphenamineMMAMethcathinone (Methylpropion) • MethedroneMethoxyphenamineMethyloneMMDAMMDMAMMMAMorazone • N-Benzyl-1-phenethylamine • N,N-Dimethylphenethylamine • NaphthylamphetamineNisoxetineNorepinephrine (Noradrenaline) • NorfenefrineNorfenfluramineNormetanephrineOctopamineOrciprenalineOrtetamineOxilofrineParedrine (Norpholedrine, Oxamphetamine, Mycadrine) • PBAPCAPHAPargylinePentorex (Phenpentermine) • PentylonePhenatinePhendimetrazinePhenmetrazinePhenpromethaminePhenterminePhenylalaninePhenylephrine (Neosynephrine) • PhenylpropanolaminePholedrinePIAPMAPMEAPMMAPPAPPrenylaminePropylamphetaminePseudoephedrineRadafaxineRopiniroleSalbutamol (Albuterol; Levosalbutamol) • SibutramineSynephrine (Oxedrine) • TheodrenalineTiflorex (Flutiorex) • TranylcypromineTyramineTyrosineXamoterolXylopropamineZylofuramine

Piperazines

2C-B-BZPBZP • CM156 • DBL-583 • GBR-12783 • GBR-12935 • GBR-13069 • GBR-13098 • GBR-13119 • MeOPPMBZPVanoxerine

Piperidines

1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine • 1-(3,4-Dichlorophenyl)-1-(piperidin-2-yl)butane • 2-Benzylpiperidine • 2-Methyl-3-phenylpiperidine • 3,4-Dichloromethylphenidate4-Benzylpiperidine4-MethylmethylphenidateDesoxypipradrolDifemetorexDiphenylpyralineEthylphenidateMethylnaphthidateMethylphenidate (Dexmethylphenidate) • N-Methyl-3β-propyl-4β-(4-chlorophenyl)piperidine • NocainePhacetoperanePipradrolSCH-5472

Pyrrolidines

2-Diphenylmethylpyrrolidineα-PPPα-PBPα-PVPDiphenylprolinolMDPPPMDPBPMDPVMPBPMPHPMPPPMOPPPNaphyronePEPProlintanePyrovalerone

Tropanes

3-CPMT • 3'-Chloro-3α-(diphenylmethoxy)tropane • 3-Pseudotropyl-4-fluorobenzoate4'-Fluorococaine • AHN-1055 • Altropane (IACFT)BrasofensineCFT (WIN 35,428)β-CIT (RTI-55)CocaethyleneCocaineDichloropane (RTI-111)DifluoropineFE-β-CPPITFP-β-CPPITIoflupane (123I)NorcocainePITPTTRTI-31RTI-32RTI-51 • RTI-105 • RTI-112RTI-113 • RTI-117 • RTI-120RTI-121 (IPCIT)RTI-126RTI-150 • RTI-154 • RTI-171 • RTI-177 • RTI-183 • RTI-193 • RTI-194 • RTI-199 • RTI-202 • RTI-204 • RTI-229 • RTI-241 • RTI-336RTI-354RTI-371RTI-386SalicylmethylecgonineTesofensineTroparil (β-CPT, WIN 35,065-2)TropoxaneWF-23WF-33 • WF-60

Others

1-(Thiophen-2-yl)-2-aminopropane2-Amino-1,2-dihydronaphthalene2-Aminoindane2-Aminotetralin2-MDP • 2-Phenylcyclohexylamine • 2-Phenyl-3,6-dimethylmorpholine3-Benzhydrylmorpholine3,3-Diphenylcyclobutanamine5-(2-Aminopropyl)indole5-Iodo-2-aminoindaneAL-1095Amfonelic acidAmineptineAmiphenazoleAtipamezoleAtomoxetine (Tomoxetine) • BemegrideBenzydamineBTQBTS 74,398CamfetamineCarphedonCiclazindolCilobamineClofenciclan • Cropropamide • Crotetamide • CypenamineD-161DiclofensineDimethocaineEfaroxanEtamivanEXP-561FencamfamineFenpentadiolFeprosidnineG-130GamfexineGilutensinGSK1360707FGYKI-52895HexacyclonateIdazoxanIndanorexIndatralineJNJ-7925476JZ-IV-10Lazabemide • Leptacline • LevopropylhexedrineLomevactoneLR-5182MazindolMeclofenoxateMedifoxamine • Mefexamide • MesocarbMethastyridoneMethiopropamine • N-Methyl-3-phenylnorbornan-2-amine • NefopamNikethamideNomifensineO-2172OxaprotilinePhthalimidopropiophenonePNU-99,194PropylhexedrinePRC200-SSRasagilineRauwolscineRubidium chlorideSetazindolTametralineTandamineTraziumUH-232Yohimbine

See also
Adrenergics
Receptor ligands
α1
α2
β
Reuptake inhibitors
NET
VMAT
Releasing agents
Enzyme inhibitors
Anabolism
PAH
TH
AAAD
DBH
PNMT
  • CGS-19281A
  • SKF-64139
  • SKF-7698
Catabolism
MAO
COMT
Others
Precursors
Cofactors
Others
List of adrenergic drugs
Dopaminergics
Receptor ligands
Agonists
Antagonists
Reuptake inhibitors
Plasmalemmal
DAT inhibitors
Vesicular
VMAT inhibitors
Releasing agents
Allosteric modulators
  • Quinazolinamines: SoRI-9804
  • SoRI-20040
  • SoRI-20041
Enzyme inhibitors
Anabolism
PAH inhibitors
TH inhibitors
AAAD/DDC inhibitors
Catabolism
MAO inhibitors
COMT inhibitors
DBH inhibitors
Others
Precursors
Cofactors
Others
List of dopaminergic drugs
Serotonergics
5-HT1 receptor ligands
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2 receptor ligands
5-HT2A
5-HT2B
5-HT2C
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
Reuptake inhibitors
SERT
VMAT
Releasing agents
Enzyme inhibitors
Anabolism
TPH
AAAD
Catabolism
MAO
Others
Precursors
Cofactors
Others
Phenethylamines
Phenethylamines Psychedelics: 2C-B2C-B-FLY2C-C2C-D2C-E2C-F2C-G2C-I2C-N2C-P2C-SE2C-T2C-T-22C-T-42C-T-72C-T-82C-T-92C-T-132C-T-152C-T-172C-T-212C-TFM2C-YNAllylescalineDESOXYEscalineIsoproscalineJimscalineMacromerineMEPEAMescalineMetaescalineMethallylescalineProscalinePsi-2C-T-4TCB-2 Stimulants: 2-OH-PEAβ-Me-PEAHordenineN-Me-PEAPhenethylamine (PEA) Entactogens: LophophineMDPEAMDMPEA Others: BOHDMPEA
Amphetamines Phenylisopropylamines Psychedelics: 3C-BZ3C-E3C-PAlephBeatriceBromo-DragonFLYD-DeprenylDMA • DMCPA • DMMDADOBDOCDOEFDOETDOIDOMDONDOPRDOTFMGaneshaMMDAMMDA-2Psi-DOMTMATeMA Stimulants: 4-MA4-MMA4-MTA5-ITAlfetamineAmfecloralAmfepentorexAmphetamine (Dextroamphetamine, Levoamphetamine) • AmphetaminilBenfluorexBenzphetamineCathineClobenzorexDimethylamphetamineEphedrine (EPH) • EthylamphetamineFencamfamineFencamineFenethyllineFenfluramine (Dexfenfluramine) • FenproporexFludorexFurfenorexIsopropylamphetamineLefetamineMefenorex • Methamphetamine (Dextromethamphetamine, Levomethamphetamine) • MethoxyphenamineMMANorfenfluramineOxilofrineOrtetaminePBAPCAPhenpromethaminePFAPFMAPIAPMAPMEAPMMAPhenylpropanolamine (PPA) • PrenylaminePropylamphetaminePseudoephedrine (PSE) • SibutramineTiflorex (Flutiorex) • TranylcypromineXylopropamineZylofuramine Entactogens: 5-APDB6-APB6-APDBEDAIAPMDAMDEAMDHMA (FLEA) • MDMA ("Ecstasy") • MDOHMMDMANAPTAP Others: AmiflamineDFMDAD-DeprenylL-Deprenyl (Selegiline)
Phentermines Stimulants: ChlorphentermineCloforexClortermineEtolorexMephenterminePentorex (Phenpentermine) • Phentermine Entactogens: MDPHMDMPH
Cathinones Stimulants: AmfepramoneBrephedroneBuphedroneBupropion (Amfebutamone) • Cathinone (Propion) • Dimethylcathinone (Dimethylpropion, Metamfepramone) • Ethcathinone (Ethylpropion) • FlephedroneMethcathinone (Methylpropion) • MephedroneMethedrone Entactogens: EthyloneMethylone
Phenylisobutylamines Entactogens: 4-CAB4-MABAriadne (α-Et-DOM) • BDB (J) • Butylone (bk-MBDB) • EBDB (Ethyl-J) • Eutylone (bk-EBDB) • MBDB (Methyl-J) Stimulants: Phenylisobutylamine
Phenylalkylpyrrolidines Stimulants: α-PBPα-PPPα-PVPMDPBPMDPPPMDPVMOPPPMPBPMPHPMPPPNaphyronePEPProlintanePyrovalerone
Catecholamines (and relatives..) 6-FNE6-OHDAα-Me-DAα-Me-TRAAdrenochromeCiladopaD-DOPA (Dextrodopa) • DopamineEpinephrine (Adrenaline) • EpinineFenclonineIbopamineL-DOPA (Levodopa) • L-DOPS (Droxidopa) • L-PhenylalanineL-Tyrosine • meta-Octopamine • meta-TyramineMetanephrineMetirosineMethyldopaNordefrin (Levonordefrin) • Norepinephrine (Noradrenaline) • Normetanephrinepara-Octopaminepara-Tyramine
Miscellaneous AmidephrineArbutamineCafedrineDenopamineDobutamineDopexamineEtafedrineEthylnorepinephrineEtilefrineFamprofazoneGepefrineIsoprenaline (Isoproterenol) • IsoetarineMetaraminolMetaterolMethoxamineNorfenefrineOrciprenalinePhenylephrine (Neosynephrine) • PhenoxybenzaminePrenalterolPronethalolPropranololSalbutamol (Albuterol; Levosalbutamol) • Synephrine (Oxedrine) • TheodrenalineXamoterol
Drugs from PiHKAL
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