:3-Methylamphetamine

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

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 477219578

| IUPAC_name = 1-(3-methylphenyl)propan-2-amine

| image = 3-Methylamphetamine.svg

| image_class = skin-invert-image

| image2 = 3-Methylamphetamine molecule ball.png

| alt2 = Ball-and-stick model of the 3-methylamphetamine molecule

| tradename =

| legal_DE = NpSG

| legal_UK = Class A

| legal_US = Schedule II (isomer of Methamphetamine)

| CAS_number_Ref = {{cascite|changed|??}}

| CAS_number = 77083-25-1

| PubChem = 115806

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

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

| ChemSpiderID = 103570

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

| UNII = EZH69QJQ4C

| C = 10

| H = 15

| N = 1

| smiles = c1ccc(C)cc1CC(C)N

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

| StdInChI = 1S/C10H15N/c1-8-4-3-5-10(6-8)7-9(2)11/h3-6,9H,7,11H2,1-2H3

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

| StdInChIKey = KCTJOEASAHXBBW-UHFFFAOYSA-N

}}

3-Methylamphetamine (3-MeA; PAL-314) is a stimulant drug from the amphetamine family. It is self-administered by mice to a similar extent to 4-fluoroamphetamine and has comparable properties as a monoamine releaser,{{cite journal | vauthors = Wee S, Anderson KG, Baumann MH, Rothman RB, Blough BE, Woolverton WL | title = Relationship between the serotonergic activity and reinforcing effects of a series of amphetamine analogs | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 313 | issue = 2 | pages = 848–54 | date = May 2005 | pmid = 15677348 | doi = 10.1124/jpet.104.080101 | s2cid = 12135483 }} although with a more balanced release of all three monoamines, as opposed to the more dopamine/noradrenaline selective fluoro analogues.{{cite journal | vauthors = Negus SS, Mello NK, Blough BE, Baumann MH, Rothman RB | title = Monoamine releasers with varying selectivity for dopamine/norepinephrine versus serotonin release as candidate "agonist" medications for cocaine dependence: studies in assays of cocaine discrimination and cocaine self-administration in rhesus monkeys | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 320 | issue = 2 | pages = 627–36 | date = February 2007 | pmid = 17071819 | doi = 10.1124/jpet.106.107383 | s2cid = 8326027 }}