4-Methylmethamphetamine

{{Distinguish|Mephedrone|Meperidine|Methedrine|text=}}

{{Short description|Stimulant and entactogen drug of the amphetamine class}}

{{Drugbox

| Watchedfields = changed

| verifiedrevid = 477222824

| IUPAC_name = N-methyl-1-(4-methylphenyl)propan-2-amine

| image = 4-Methylmethamphetamine.svg

| image_class = skin-invert-image

| tradename =

| pregnancy_category =

| legal_CA = Schedule I

| legal_UK = Class A

| legal_US = Schedule I (isomer of Etilamfetamime)

| legal_status =

| routes_of_administration =

| class = Stimulant; Serotonin–norepinephrine–dopamine releasing agent

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| excretion =

| index2_label = hydrochloride

| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 714965-56-7

| CAS_number2_Ref = {{cascite|correct|CAS}}

| CAS_number2 = 161697-16-1

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 3R4PNL8UA7

| UNII2_Ref = {{fdacite|correct|FDA}}

| UNII2 = RN237JWQ2X

| ATC_prefix = None

| ATC_suffix =

| PubChem = 13803306

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 23900071

| synonyms = 4-MMA; Mephedrine

| C = 11

| H = 17

| N = 1

| smiles = c1cc(C)ccc1CC(C)NC

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C11H17N/c1-9-4-6-11(7-5-9)8-10(2)12-3/h4-7,10,12H,8H2,1-3H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = GAIWFPOJOHUEBL-UHFFFAOYSA-N

}}

4-Methylmethamphetamine (4-MMA), also known as mephedrine, is a putative stimulant and entactogen drug of the amphetamine family. It acts as a serotonin–norepinephrine–dopamine releasing agent (SNDRA). The drug is the β-deketo analogue of mephedrone (4-methylmethcathinone; 4-MMC) and the N-methyl analogue of 4-methylamphetamine (4-MA).{{cite journal | vauthors = Meyer MR, Wilhelm J, Peters FT, Maurer HH | title = Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry | journal = Analytical and Bioanalytical Chemistry | volume = 397| issue = 3| pages = 1225–33|date=March 2010 | pmid = 20333362 | doi = 10.1007/s00216-010-3636-5| s2cid = 21471611 }}{{cite journal | vauthors = Coppola M, Mondola R | title = 4-methylamphetamine (4-MA): chemistry, pharmacology and toxicology of a new potential recreational drug | journal = Mini Rev Med Chem | volume = 13 | issue = 14 | pages = 2097–2101 | date = December 2013 | pmid = 24195663 | doi = 10.2174/13895575113136660106 | url = }}