Para-Ethoxyamphetamine

para-Ethoxyamphetamine

Clinical data
Other names	4-Ethoxyamphetamine; 4-ETA; 4-EtO-A
Legal status
Legal status	CA: Schedule I US: Schedule I (isomer of PMMA)
Identifiers
IUPAC name 1-(4-ethoxyphenyl)propan-2-amine
CAS Number	129476-58-0  Y
PubChem CID	125379
ChemSpider	111573  Y
UNII	C1417507NO
ChEMBL	ChEMBL161985  Y
CompTox Dashboard (EPA)	DTXSID40926412
Chemical and physical data
Formula	C11H17NO
Molar mass	179.263 g·mol−1
3D model (JSmol)	Interactive image
SMILES O(c1ccc(cc1)CC(N)C)CC
InChI InChI=1S/C11H17NO/c1-3-13-11-6-4-10(5-7-11)8-9(2)12/h4-7,9H,3,8,12H2,1-2H3 Y Key:CCAMEVFYMFXHEN-UHFFFAOYSA-N Y
NY  (what is this?)    (verify)

para-Ethoxyamphetamine, also known as 4-ethoxyamphetamine (4-ETA), is a psychoactive drug and research chemical of the phenethylamine and amphetamine chemical classes which is closely related to the infamous para-methoxyamphetamine (PMA). para-Ethoxyamphetamine has similar effects to PMA in animal studies, although with slightly weaker stimulant effects. ^{[1] [2] [3]} Like PMA, it has prominent MAOI activity, ^[4] and is likely to have similar dangers associated with its use.

See also

• Substituted methoxyphenethylamine
• para-Methoxyamphetamine (PMA)
• 2,5-Dimethoxy-4-ethoxyamphetamine (MEM)
• 2,5-Dimethoxy-4-propoxyamphetamine (MPM)

References

1. Martin-Iverson MT, Yamada N, By AW, Lodge BA (December 1991). ""Designer" amphetamines: effects on behavior and monoamines with or without reserpine and/or alpha-methyl-para-tyrosine pretreatment". Journal of Psychiatry & Neuroscience. 16 (5): 253–61. PMC   1188362 . PMID   1686728.
2. Corrigall WA, Robertson JM, Coen KM, Lodge BA (January 1992). "The reinforcing and discriminative stimulus properties of para-ethoxy- and para-methoxyamphetamine". Pharmacology Biochemistry and Behavior. 41 (1): 165–9. CiteSeerX   10.1.1.670.6929 . doi:10.1016/0091-3057(92)90077-S. PMID   1539067. S2CID   30080516.
3. Hegadoren KM, Greenshaw AJ, Baker GB, Martin-Iverson MT, Lodge B, Soin S (January 1994). "4-Ethoxyamphetamine: effects on intracranial self-stimulation and in vitro uptake and release of 3H-dopamine and 3H-serotonin in the brains of rats". Journal of Psychiatry & Neuroscience. 19 (1): 57–62. PMC   1188563 . PMID   8148367.
4. Martin-Iverson MT, Lodge BA (December 1991). "Effects of chronic treatment of rats with "designer" amphetamines on brain regional monoamines". Canadian Journal of Physiology and Pharmacology. 69 (12): 1825–32. doi:10.1139/y91-270. PMID   1802356.