Buphedrone
Clinical data
Trade names Buphedrone
Routes of Vaporization , insufflation , Intravenous injection , intramuscular injection , orally , rectal , buccal
ATC code none
Legal status
Legal status
Pharmacokinetic data
Excretion Urine
Identifiers
2-(methylamino)-1-phenylbutan-1-one
CAS Number 408332-79-6 Y 166593-10-8 (hydrochloride )
PubChem (CID) 53249194
ChemSpider 26286946 Y
Chemical and physical data
Formula C 11 H 15 N O
Molar mass 177.242 g/mol
3D model (Jmol )
Interactive image
InChI=1S/C11H15NO/c1-3-10(12-2)11(13)9-7-5-4-6-8-9/h4-8,10,12H,3H2,1-2H3
Y
Key:DDPMGIMJSRUULN-UHFFFAOYSA-N
Y
(verify)
Buphedrone , also known as α-methylamino-butyrophenone (MABP ), is a stimulant of the phenethylamine and cathinone chemical classes that was first synthesized in 1928.[1] research chemical , as long as it is not intended for human consumption.
Chemistry [ edit ] Buphedrone is a beta-ketone and is related to the naturally occurring compounds, cathinone and cathine . It is also related to methamphetamine , differing by the β-ketone substituent (at the beta carbon) and an ethyl group replacing the methyl group at the carbon alpha to the amine . One other name for Buphedrone is : Phenylacetoethyl-methylamine
Buphedrone as free base is very unstable; the ketone is readily reduced to a hydroxyl group, thus forming the corresponding alcohol . Structurally, this occurs when the C=O bond at the Rβ-position is converted into a C-OH bond. Because of this, it is sold as various salts, with a hydrochloride being most common.
Effects [ edit ] Buphedrone increases spontaneous rodent locomotor activity, potentiates the release of dopamine from dopaminergic nerve terminals in the brain , and causes appetite suppression . It also causes a possibly dangerous effect of decreasing subjective feeling of thirst. The effects of buphedrone have also been compared to methamphetamine , with more euphoria and less physical stimulation. Most commonly reported effects include:
Elevated mood, euphoria
Increased alertness
Dilated pupils (rare)
Slurred speech (rare)
Increased heart rate
Talkativeness
Increased empathy and sense of communication
Increased sex drive
Temporary erectile dysfunction in men
Restlessness
Insomnia
Increased motivation
Depending on the route of administration, the duration varies from approximately 2.5 (IV) to 6 hours (orally) and may be followed by unpleasant symptoms associated with withdrawal , which may include:
Dysphoria
Tiredness
Sweating
Loss of concentration
Legal Status [ edit ] As of October 2015 Buphedrone is a controlled substance in China.[2]
Buphedrone is an Anlage II controlled drug in Germany.
See also [ edit ] References [ edit ]
^ Hyde JF, Browning E, Adams R. Synthetic Homologs of d, l-Ephedrine. Journal of the American Chemical Society . 1928; 50(8):2287–2292. doi :10.1021/ja01395a032 ^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015 .
Adamantanes
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Phenethylamines
1-(4-Methylphenyl)-2-aminobutane 1-Phenyl-2-(piperidin-1-yl)pentan-3-one 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane 2-Fuoroamphetamine 2-Fuoromethamphetamine 2-OH-PEA 2-Phenyl-3-aminobutane 2-Phenyl-3-methylaminobutane 2,3-MDA 3-Fuoroamphetamine 3-Fluoroethamphetamine 3-Fluoromethcathinone 3-Methoxyamphetamine 3-Methylamphetamine 3,4-DMMC 4-BMC 4-CMC 4-Ethylamphetamine 4-Fluoroamphetamine 4-Fluoromethamphetamine 4-MA 4-Methylbuphedrone 4-Methylcathinone 4-MMA 4-Methylpentedrone 4-MTA 6-FNE AL-1095 Alfetamine a-Ethylphenethylamine Amfecloral Amfepentorex Amfepramone Amidephrine 2-Amino-1,2-dihydronaphthalene 2-Aminoindane 5-(2-Aminopropyl)indole 2-Aminotetralin Acridorex Amphetamine (Dextroamphetamine , Levoamphetamine )Amphetaminil Arbutamine β-Methylphenethylamine β-Phenylmethamphetamine Benfluorex Benzedrone Benzphetamine BDB BOH 3-Benzhydrylmorpholine BPAP Buphedrone Bupropion Butylone Camfetamine Cathine Cathinone Chlorphentermine Cilobamine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine Cypenamine D -DeprenylDenopamine Dimethoxyamphetamine Dimethylamphetamine Dimethylcathinone Dobutamine DOPA (Dextrodopa , Levodopa )Dopamine Dopexamine Droxidopa EBDB Ephedrine Epinephrine Epinine Etafedrine Ethcathinone Ethylnorepinephrine Ethylone Etilamfetamine Etilefrine Famprofazone Fencamfamin Fencamine Fenethylline Fenfluramine (Dexfenfluramine , Levofenfluramine )Fenproporex Feprosidnine Flephedrone Fludorex Formetorex Furfenorex Gepefrine Hexapradol Hexedrone HMMA Hordenine 4-Hydroxyamphetamine 5-Iodo-2-aminoindane Ibopamine IMP Indanylamphetamine Iofetamine Isoetarine Isoethcathinone Isoprenaline L -DeprenylLefetamine Lisdexamfetamine Lophophine MBDB MDA MDBU MDEA MDMA MDMPEA MDOH MDPR MDPEA Mefenorex Mephedrone Mephentermine Metanephrine Metaraminol Mesocarb Methamphetamine (Dextromethamphetamine , Levomethamphetamine )Methoxamine Methoxyphenamine MMA Methcathinone Methedrone Methoxyphenamine Methylenedioxycathinone Methylone Mexedrone MMDA MMDMA MMMA Morforex N,alpha-Diethylphenylethylamine N-Benzyl-1-phenethylamine N-Ethylbuphedrone N-Ethylhexedrone N,N-Dimethylphenethylamine Naphthylamphetamine Nisoxetine Norepinephrine Norfenefrine Norfenfluramine Normetanephrine L -NorpseudoephedrineOctopamine (drug) Orciprenaline Ortetamine Oxifentorex Oxilofrine PBA PCA PCMA PHA Pentorex Pentedrone Pentylone Phenatine Phenpromethamine Phentermine Phenylalanine Phenylephrine Phenylpropanolamine Pholedrine PIA PMA PMEA PMMA PPAP Phthalimidopropiophenone Prenylamine Propylamphetamine Pseudoephedrine Ropinirole Salbutamol (Levosalbutamol )Sibutramine Synephrine Theodrenaline Tiflorex Tranylcypromine Tyramine Tyrosine Xylopropamine Zylofuramine
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α1
Antagonists Abanoquil Adimolol Ajmalicine Alfuzosin Amosulalol Anisodamine Arotinolol Atiprosin Atypical antipsychotics (e.g., clozapine , olanzapine , quetiapine , risperidone )Benoxathian Buflomedil Bunazosin Carvedilol Corynanthine Dapiprazole Domesticine Doxazosin Ergolines (e.g., ergotamine , dihydroergotamine , lisuride , terguride )Etoperidone Eugenodilol Fenspiride Hydroxyzine Indoramin Ketanserin L-765,314 Labetalol mCPP Mepiprazole Metazosin Monatepil Moxisylyte Naftopidil Nantenine Nefazodone Neldazosin Niaprazine Nicergoline Niguldipine Pardoprunox Pelanserin Phendioxan Phenoxybenzamine Phentolamine Piperoxan Prazosin Quinazosin Ritanserin Silodosin Spiperone Talipexole Tamsulosin Terazosin Tiodazosin Tolazoline Trazodone Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin )Tricyclic antidepressants (e.g., amitriptyline , clomipramine , doxepin , imipramine , trimipramine )Trimazosin Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )Urapidil WB-4101 Zolertine
α2
Antagonists 1-PP Adimolol Aptazapine Atipamezole Atypical antipsychotics (e.g., asenapine , clozapine , lurasidone , paliperidone , quetiapine , risperidone , zotepine )Azapirones (e.g., buspirone , tandospirone )BRL-44408 Buflomedil Cirazoline Efaroxan Esmirtazapine Fenmetozole Fluparoxan Idazoxan mCPP Mianserin Mirtazapine NAN-190 Olanzapine Pardoprunox Phentolamine Phenoxybenzamine Piperoxan Piribedil Rauwolscine Rotigotine SB-269970 Setiptiline Spiroxatrine Sunepitron Tolazoline Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )Yohimbine
β
