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  1. World Encyclopedia
  2. Mexedrone - Wikipedia
Mexedrone - Wikipedia
From Wikipedia, the free encyclopedia
Stimulant and entactogen drug
Pharmaceutical compound
Mexedrone
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Under Psychoactive Substances Act
  • Illegal in Japan and Sweden
Identifiers
IUPAC name
  • 3-Methoxy-2-(methylamino)-1-(4-methylphenyl)propan-1-one
CAS Number
  • 2166915-02-0 checkY
PubChem CID
  • 129318262
ChemSpider
  • 52324347
UNII
  • 2AFZ6G3X7J
Chemical and physical data
FormulaC12H17NO2
Molar mass207.273 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • Cc1ccc(cc1)C(=O)C(COC)NC
InChI
  • InChI=1S/C12H17NO2/c1-9-4-6-10(7-5-9)12(14)11(13-2)8-15-3/h4-7,11,13H,8H2,1-3H3
  • Key:JHGDCSPZKQLBOP-UHFFFAOYSA-N

Mexedrone (also known as 4-MMC-MeO) is a stimulant and an entactogen drug of the cathinone class that has been sold online as a designer drug.[1][2][3][4] It is the alpha-methoxy derivative of Mephedrone.

Pharmacology

[edit]

Mexedrone acts as a weak serotonin–norepinephrine–dopamine reuptake inhibitor (SNDRI) with IC50 values of 5,289 nM, 8,869 nM, and 6,844 nM, respectively, as well as a weak serotonin releasing agent (SRA) with an EC50 value of 2,525 nM.[5]

Legal status

[edit]

Mexedrone is illegal in Sweden as of January 26, 2016[6] as well as Japan as of August 24, 2016.[7]

See also

[edit]
  • 4-Methylcathinone
  • 4-Methylbuphedrone
  • 4-Methylethcathinone
  • Zylofuramine

References

[edit]
  1. ^ "Mexedrone". New Synthetic Drug Database.
  2. ^ Qian Z, Jia W, Li T, Liu C, Hua Z (February 2017). "Identification and analytical characterization of four synthetic cathinone derivatives iso-4-BMC, β-TH-naphyrone, mexedrone, and 4-MDMC". Drug Testing and Analysis. 9 (2): 274–281. doi:10.1002/dta.1983. PMID 27352812.
  3. ^ Kuś P, Rojkiewicz M, Kusz J, Książek M, Sochanik A (14 May 2019). "Spectroscopic characterization and crystal structures of four hydrochloride cathinones: N-ethyl-2-amino-1-phenylhexan-1-one (hexen, NEH), N-methyl-2-amino-1-(4-methylphenyl)-3-methoxypropan-1-one (mexedrone), N-ethyl-2-amino-1-(3,4-methylenedioxyphenyl)pentan-1-one (ephylone) and N-butyl-2-amino-1-(4-chlorophenyl)propan-1-one (4-chlorobutylcathinone)". Forensic Toxicology. 37 (2): 456–464. doi:10.1007/s11419-019-00477-y. hdl:20.500.12128/9638.
  4. ^ Roberts L, Ford L, Patel N, Vale JA, Bradberry SM (March 2017). "11 analytically confirmed cases of mexedrone use among polydrug users". Clinical Toxicology. 55 (3): 181–186. doi:10.1080/15563650.2016.1271424. PMID 28075189. S2CID 33220365.
  5. ^ McLaughlin G, Morris N, Kavanagh PV, Power JD, Dowling G, Twamley B, et al. (March 2017). "Synthesis, characterization and monoamine transporter activity of the new psychoactive substance mexedrone and its N-methoxy positional isomer, N-methoxymephedrone". Drug Testing and Analysis. 9 (3): 358–368. doi:10.1002/dta.2053. PMC 5336524. PMID 27524685.
  6. ^ "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.
  7. ^ "指定薬物一覧" (PDF) (in Japanese). Ministry of Health, Labour and Welfare.
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  • Sibutramine
  • Tiflorex
  • Xylopropamine
  • Zylofuramine
  • Entactogens: 4-FA
  • 4-FMA
  • 4-MA
  • 4-MMA
  • 4-MTA
  • 5-APB
  • 5-APBT
  • 5-APDB
  • 5-EAPB
  • 5-IT
  • 5-MAPB
  • 5-MAPDB
  • 6-APB
  • 6-APDB
  • 6-APBT
  • 6-Chloro-MDMA
  • 6-EAPB
  • 6-IT
  • 6-MAPB
  • 6-MAPDB
  • EDA
  • IAP
  • 2,3-MDA
  • 3,4-MDA (tenamfetamine)
  • MDEA
  • MDHMA
  • MDMA (midomafetamine)
  • MDOH
  • Methamnetamine
  • MMDMA
  • Naphthylaminopropane
  • ODMA
  • SDA (3T-MDA)
  • SDMA (3T-MDMA)
  • SeDMA
  • TAP
  • TDMA
  • Others: 3,4-DCA
  • Amiflamine
  • Cafedrine
  • Deprenyl
    • D-Deprenyl
    • Selegiline (L-deprenyl)
  • DiFMDA
  • 4-Fluorodeprenyl
    • 4-Fluoroselegiline
  • Thiamphenicol
  • UWA-101 (α-cPr-MDMA)
Phentermines
  • Stimulants: Chlorphentermine
  • Cloforex
  • Clortermine
  • Etolorex
  • Mephentermine
  • Pentorex
  • Phentermine
  • Entactogens: MDPH
  • MDMPH
  • Others: Cericlamine
Cathinones
  • Stimulants: 3-FMC
  • 4-MC
  • 4-BMC
  • 4-CMC
  • 4-EMC
  • 4-FMC
  • 4-MEC
  • 4-MeMABP
  • 4-MPD
  • Amfepramone
  • Benzedrone
  • Brephedrone
  • Buphedrone
  • Bupropion
  • Cathinone
  • Dimethylcathinone
  • Ethcathinone
  • Eutylone
  • Hydroxybupropion
  • Methcathinone
  • Methedrone
  • NEB
  • N-Ethylhexedrone
  • N-Ethylpentedrone
  • Pentedrone
  • Pentylone
  • Entactogens: 3,4-DMMC
  • 3-MMC
  • Butylone
  • Ethylone
  • Methylone
  • Methylenedioxycathinone
  • Mephedrone
  • Propylone
Phenylisobutylamines
(and further-extended)
  • Entactogens: 4-CAB
  • 4-MAB
  • Ariadne
  • BDB
  • Butylone
  • EBDB
  • Eutylone
  • MBDB
  • Stimulants: α-Propylphenethylamine
  • Hexapradol
  • Phenylisobutylamine (α-ethylphenethylamine)
Catecholamines
(and close relatives)
  • 6-FNE
  • 6-OHDA
  • α-Me-DA
  • α-Me-TRA
  • Adrenochrome
  • Arbutamine
  • Ciladopa
  • D-DOPA (dextrodopa)
  • Dimetofrine
  • Dipropyldopamine (DPDA)
  • Dobutamine
  • Dopamine
  • Dopexamine
  • Epinephrine (adrenaline)
  • Epinine
  • Etilefrine
  • Ethylnorepinephrine
  • Fenclonine
  • Ibopamine
  • Isoprenaline
  • Isoetarine
  • L-DOPA (levodopa)
  • L-DOPS (droxidopa)
  • L-Phenylalanine
  • L-Tyrosine
  • m-Tyramine
  • Metanephrine
  • Metaraminol
  • Metaterol
  • Metirosine
  • Methyldopa
  • N,N-Dimethyldopamine
  • Nordefrin
    • Levonordefrin
  • Norepinephrine (noradrenaline)
  • Norfenefrine (m-octopamine)
  • Normetanephrine
  • Orciprenaline
  • p-Octopamine
  • p-Tyramine
  • Phenylephrine
  • Synephrine
  • Theodrenaline
Cyclized
phenethylamines
Phenylalkylpyrrolidines
  • α-PBP
  • α-PHP
  • α-PPP
  • α-PVP
  • MDPBP
  • MDPPP
  • MDPV
  • 4-MePBP
  • 4-MePHP
  • 4-MePPP
  • Fluorolintane
  • MOPPP
  • MOPVP
  • MPBP
  • MPEP
  • MPHP
  • MPPP
  • Naphyrone
  • PEP
  • Prolintane
  • Pyrovalerone
2-Benzylpiperidines
(phenidates)
  • 2-Benzylpiperidine
  • 3-Bromomethylphenidate
  • 3-Chloromethylphenidate
  • 3-Methylmethylphenidate
  • 3,4-Dichloro-2-benzylpiperidine
  • 3,4-Dichloroethylphenidate
  • 3,4-Dichloromethylphenidate
  • 4-Bromoethylphenidate
  • 4-Bromomethylphenidate
  • 4-Chloromethylphenidate
  • 4-Fluoroethylphenidate
  • 4-Fluoroisopropylphenidate
  • 4-Fluoromethylphenidate
  • 4-Methyl-2-benzylpiperidine
  • 4-Methylisopropylphenidate
  • 4-Methylmethylphenidate
  • 4-Nitromethylphenidate
  • α-Acetyl-2-benzylpiperidine
  • α-Keto-2-benzylpiperidine
  • CPMBP
  • DMBMPP
  • Desoxypipradrol (2-DPMP)
  • Difemetorex
  • Ethylnaphthidate (HDEP-28)
  • Ethylphenidate
  • Isopropylnaphthidate
  • Isopropylphenidate
  • MDMPH
  • Methylnaphthidate (HDMP-28)
  • Methylphenidate
  • Phacetoperane
  • Pipradrol
  • Propylphenidate
  • Rimiterol
  • Ritalinamide
  • Ritalinic acid
  • SCH-5472
  • Serdexmethylphenidate
Phenylmorpholines
(phenmetrazines)
  • (2R,3R)-Hydroxybupropion
  • 2-(2,5-Dimethoxy-4-bromophenyl)morpholine
  • 2-Fluorophenmetrazine
  • 2-Methylphenmetrazine
  • 2-Phenylmorpholine
  • 2-Phenyl-3,6-dimethylmorpholine
  • 3-Chlorophenmetrazine (PAL-594)
  • 3-Fluorophenetrazine
  • 3-Fluorophenmetrazine (PAL-593)
  • 3-Methoxyphenmetrazine
  • 3-Methylphenmetrazine (PAL-773)
  • 4-Fluorophenmetrazine (PAL-748)
  • 4-Methylphendimetrazine
  • 4-Methylphenmetrazine (PAL-747)
  • 2C-B-morpholine
  • Fenbutrazate
  • Fenmetramide
  • Flumexadol
  • G-130
  • Isophenmetrazine
  • Manifaxine
  • Methylenedioxyphenmetrazine
  • Morazone
  • N-Ethylphenmetrazol
  • Naphthylmetrazine (PAL-704)
  • Naphthylmorpholine (PAL-678)
  • Oxaflozane
  • PDM-35
  • PF-219,061)
  • Phendimetrazine
  • Phenetrazine
  • Phenmetetrazine
  • Phenmetrazine
  • Phenmetrazol
  • Pseudophenmetrazine
  • Radafaxine ((2S,3S)-hydroxybupropion)
Phenyloxazolamines
(aminorexes)
  • 3-Methylaminorex
  • 4-Ethylaminorex (4-EAR)
  • 4'-Fluoroaminorex
  • 4-Methylaminorex (4-MAR)
  • 4,4'-Dimethylaminorex (4,4'-DMAR)
  • 2C-B-aminorex
  • 2F-MAR
  • 4B-MAR
  • 4C-MAR
  • 4F-MAR
  • Aminorex
  • Clominorex
  • Cyclazodone
  • Ephedroxane
  • Fenozolone
  • Fluminorex
  • MDMAR
  • Methylenedioxyaminorex (MDAR)
  • N-Methylcyclazodone
  • N,N-Dimethylaminorex
  • Pemoline
  • Thozalinone
Isoquinolines and
tetrahydroisoquinolines
  • Anhalamine
  • Anhalidine
  • Anhalinine
  • Anhalonidine
  • Anhalonine
  • Anhalotine
  • Arizonine
  • Calycotomine
  • Carnegine (pectenine)
  • Corypalline
  • Debrisoquine
  • Deglucopterocereine
  • Deutetrabenazine
  • Diclofensine
  • DOB-CR
  • DOM-CR
  • Esproquin
  • Gigantine
  • Hedycarine
  • Heliamine
  • Hydrastinine
  • Hydrocotarnine
  • Hydrohydrastinine (MDMTHIQ; MDMA-CR)
  • Isoanhalamine
  • Isoanhalidine
  • Isoanhalonidine
  • Isocorypalline
  • Isopellotine
  • Isosalsoline
  • Lemaireocereine
  • Longimammamine
  • Longimammatine
  • Longimammidine
  • Longimammosine
  • Lophocerine
  • Lophophorine
  • Lophotine
  • MDMA-CR
  • Mescalotam
  • N-Methylanhalinine
  • N-Methylheliamine
  • N-Methylisosalsoline
  • N-Methyl-DOM-CR (Beatrice-CR)
  • N-Methyl-THIQ (METH-CR)
  • Nomifensine
  • Norsalsolinol
  • Nortehaunine
  • Norweberine
  • O-Methylanhalonidine
  • O-Methylpellotine
  • Pachycereine
  • Pellotine
  • Perafensine
  • Peyoglutam
  • Peyophorine
  • Peyotine
  • PMMA-CR
  • Quinisocaine
  • Reticuline
  • Salsolidine
  • Salsoline
  • Salsolinol
  • TDIQ (MDTHIQ, MDA-CR)
  • Tehaunine
  • Tehaunine N-oxide
  • Tepenine
  • Tetrabenazine
  • Tetrahydroisoquinoline (THIQ; AMPH-CR)
  • Tetrahydropapaveroline
  • Tilisolol
  • Tretoquinol
  • Uberine
  • Valbenazine
  • Weberidine
  • Weberine
  • Zelandopam
2-Aminoindanes
  • 2-Aminoindane (2-AI)
  • 5-IAI
  • Aprindine
  • BFAI
  • BFMAI
  • DHAI
  • DOM-AI
  • ETAI
  • Indantadol
  • MDAI
  • MDMAI
  • MEAI (5-MeO-AI)
  • MMAI
  • NM-2-AI
  • PNU-99,194
  • Pyr-AI
  • TAI
2-Aminotetralins
  • 2-Aminotetralin (2-AT)
  • 5-OH-DPAT
  • 6-CAT
  • 7-OH-DPAT
  • 8-OH-DPAT
  • AS-19
  • CHF-1024
  • DOM-AT
  • MDAT
  • MDMAT
  • Nolomirole
  • UH-232
Others / unsorted
  • 1-Aminomethylindanes (e.g., 2CB-Ind, AMMI, bromojimscaline, jimscaline)
  • 2-ADN
  • 2-Benzhydrylpyrrolidine
  • 2C-B-5-hemiFLY-α6 (BNAP)
  • 2C-B-PYR
  • 2CBecca
  • 2CB7
  • 2CJP
  • 2CLisaB
  • 2CLisaH
  • 3-Aminochromans (e.g., CT-5126, 5-MeO-DPAC, robalzotan, ebalzotan)
  • 3-Benzazepines (e.g., fenoldopam, lorcaserin, 7-chlorolorcaserin, SCHEMBL5334361)
  • 3-Benzhydrylmorpholine
  • 3-Phenylpiperidines (e.g., 3-phenylpiperidine, 3-PPP, OSU-6162 (PNU-96391), LPH-5, LPH-48, 2C-B-3PIP, 2C-B-3PIP-NBOMe, 2C-B-3PIP-POMe, Z3517967757 (Z7757))
  • 6-AB
  • AL-1095
  • Aminochromes (e.g., adrenochrome, adrenolutin)
  • Benzocyclobutenes (e.g., 2CBCB-NBOMe, bromotomscaline, S33005, TCB-2, tomscaline)
  • Benzoxepins (e.g., BBOX, IBOX, TFMBOX)
  • Butyltolylquinuclidine
  • Camfetamine
  • Cypenamine (trans-2-phenylcyclopentylamine)
  • Diphenidine
  • Diphenylprolinol
  • Ergolines (e.g., LSD)
  • Fencamfamin
  • GYKI-52895
  • HDMP-29
  • Ivabradine
  • Methoxphenidine
  • Methylmorphenate
  • Milnacipran
  • MT-45
  • 2-Naphthylamine
  • Org 6582
  • Partial ergolines (e.g., NDTDI, RU-27849, DEIMDHPCA, DEMPDHPCA, DEMPDHPCA-2C-D, RU-27251)
  • PF-592,379
  • Phenylcyclopropylamines (e.g., DMCPA, TMT, tranylcypromine)
  • Phenylpiracetams (e.g., phenylpiracetam, MRZ-9547, RGPU-95)
  • Pyridopyrroloquinoxalines (e.g., lumateperone, deulumateperone, IHCH-7079, IHCH-7086, IHCH-7113, ITI-1549)
  • Tolazoline
  • Tricyclics (e.g., AMDA, AMDH, benzoctamine, dizocilpine, SpAMDA)
  • ZC-B
Related compounds
  • 2-Furylethylamine
  • 2-Pyrrolylethylamine
  • 3-Pyrrolylethylamine
  • 3-Pyrrolylpropylamine
  • 2-Tetrahydrofurylethylamine
  • 4-Benzylpiperidine
  • 7-AB
  • Alkylamines (e.g., 1,3-DMBATooltip 1,3-dimethylbutylamine, 1,4-DMAATooltip 1,4-dimethylamylamine, heptaminol, iproheptine, isometheptene, methylhexanamine/1,3-DMAA, octodrine, oenethyl, tuaminoheptane)
  • Benzylamines (e.g., benzylamine, α-methylbenzylamine, MDM1EA, ALPHA, M-ALPHA, pargyline)
  • Benzylpiperazines (e.g., benzylpiperazine, MDBZP, fipexide)
  • Cyclohexylaminopropanes (e.g., propylhexedrine, norpropylhexedrine)
  • Cyclopentylaminopropanes (e.g., isocyclamine, cyclopentamine)
  • Phenoxyethylamines (e.g., 3,4,5-trimethoxyphenoxyethylamine, CT-4719, ORG-37684)
  • Phenylalkenylamines (e.g., phenylbutenamine)
  • Phenylalkynylamines (e.g., phenylbutynamine)
  • Phenylpiperazines (e.g., 1-phenylpiperazine, mCPPTooltip meta-chlorophenylpiperazine, TFMPPTooltip trifluoromethylphenylpiperazine, oMPPTooltip ortho-methylphenylpiperazine, pFPPTooltip para-fluorophenylpiperazine, pMeOPPTooltip para-methoxyphenylpiperazine)
  • Phenylpropylamines (e.g., phenylpropylamine, homo-MDA, homo-MDMA)
  • Thienylaminopropanes (thiopropamines) (e.g., thiopropamine, methiopropamine, thiothinone)
  • Phenylbutylamines (e.g., 4-Phenylbutylamine, 4-Phenylpentan-1-amine)
  • See also: Tryptamines
  • Ergolines and lysergamides
  • Stimulants
  • Entactogens
  • Psychedelics
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