3-Chloromethamphetamine

{{Short description|Substituted amphetamine derivative invented in the 1960s}}

{{Drugbox

| drug_name = 3-Chloromethamphetamine

| IUPAC_name = 1-(3-Chlorophenyl)-N-methylpropan-2-amine

| image = 3-Chloromethamphetamine.svg

| image_class = skin-invert-image

| width = 200px

| tradename =

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| legal_status =

| legal_CA = Schedule I

| legal_DE = NpSG

| legal_UK = Class A

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

| CAS_number = 77481-92-6

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

| UNII = 57PE8W8UUF

| ATC_prefix = None

| ATC_suffix =

| PubChem = 24257264

| ChemSpiderID = 23900073

| synonyms = 3-CMA; MCMA; 3-Chloro-N-methylamphetamine

| C = 10

| H = 14

| Cl = 1

| N = 1

| smiles = CNC(Cc1cccc(c1)Cl)C

| StdInChI = 1S/C10H14ClN/c1-8(12-2)6-9-4-3-5-10(11)7-9/h3-5,7-8,12H,6H2,1-2H3

| StdInChIKey = QLSSITLVZFHSJT-UHFFFAOYSA-N

| melting_point =

| melting_high =

}}

3-Chloromethamphetamine (3-CMA, MCMA) is a substituted amphetamine derivative invented in the 1960s. In animal studies it was deemed to be a "hallucinogen" rather than a stimulant, though the assays used at the time did not distinguish between the compounds now termed psychedelics and those now termed empathogens.{{cite journal | vauthors = Knoll J, Vizi ES, Ecseri Z | title = Psychomimetic methylamphetamine derivatives | journal = Archives Internationales de Pharmacodynamie et de Therapie | volume = 159 | issue = 2 | pages = 442–51 | date = February 1966 | pmid = 5916746 }}{{cite book | vauthors = Brimblecombe RW, Pinder RM |title=Hallucinogenic agents |publisher=Wright-Scientechnica |isbn=978-0-85608-011-1 | pages = 71–74 |year=1975 }}{{cite journal | vauthors = Segawa H, T Iwata Y, Yamamuro T, Kuwayama K, Tsujikawa K, Kanamori T, Inoue H | title = Differentiation of ring-substituted regioisomers of amphetamine and methamphetamine by supercritical fluid chromatography | journal = Drug Testing and Analysis | volume = 9 | issue = 3 | pages = 389–398 | date = March 2017 | pmid = 27383263 | doi = 10.1002/dta.2040 }}