3-Methylamphetamine

3-Methylamphetamine
Legal status
Legal status	DE: NpSG (Industrial and scientific use only); UK: Class A; US: Schedule II (isomer of Methamphetamine);
Identifiers
	IUPAC name 1-(3-methylphenyl)propan-2-amine;
CAS Number	77083-25-1 ;
PubChem CID	115806;
ChemSpider	103570 ;
UNII	EZH69QJQ4C;
CompTox Dashboard (EPA)	DTXSID201017179 DTXSID70998349, DTXSID201017179 ;
Chemical and physical data
Formula	C10H15N
Molar mass	149.237 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1ccc(C)cc1CC(C)N;
	InChI InChI=1S/C10H15N/c1-8-4-3-5-10(6-8)7-9(2)11/h3-6,9H,7,11H2,1-2H3 ; Key:KCTJOEASAHXBBW-UHFFFAOYSA-N ;
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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,^[1] although with a more balanced release of all three monoamines, as opposed to the more dopamine/noradrenaline selective fluoro analogues.^[2]

^ Wee S, Anderson KG, Baumann MH, Rothman RB, Blough BE, Woolverton WL (May 2005). "Relationship between the serotonergic activity and reinforcing effects of a series of amphetamine analogs". The Journal of Pharmacology and Experimental Therapeutics. 313 (2): 848–54. doi:10.1124/jpet.104.080101. PMID 15677348. S2CID 12135483.
^ Negus SS, Mello NK, Blough BE, Baumann MH, Rothman RB (February 2007). "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". The Journal of Pharmacology and Experimental Therapeutics. 320 (2): 627–36. doi:10.1124/jpet.106.107383. PMID 17071819. S2CID 8326027.

[1] Wee S, Anderson KG, Baumann MH, Rothman RB, Blough BE, Woolverton WL (May 2005). "Relationship between the serotonergic activity and reinforcing effects of a series of amphetamine analogs". The Journal of Pharmacology and Experimental Therapeutics. 313 (2): 848–54. doi:10.1124/jpet.104.080101. PMID 15677348. S2CID 12135483.

[2] Negus SS, Mello NK, Blough BE, Baumann MH, Rothman RB (February 2007). "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". The Journal of Pharmacology and Experimental Therapeutics. 320 (2): 627–36. doi:10.1124/jpet.106.107383. PMID 17071819. S2CID 8326027.

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