4-Ethylamphetamine

4-Ethylamphetamine
Legal status
Legal status	UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name 1-(4-ethylphenyl)propan-2-amine;
CAS Number	800400-50-4 (racemic) ; 1334811-39-0 ( (S) enantiomer);
PubChem CID	18070465;
ChemSpider	16826008;
UNII	FKH92S67ZV;
CompTox Dashboard (EPA)	DTXSID001028865 ;
Chemical and physical data
Formula	C11H17N
Molar mass	163.264 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1=CC=C(C=C1)CC(C)N;
	InChI InChI=1S/C11H17N/c1-3-10-4-6-11(7-5-10)8-9(2)12/h4-7,9H,3,8,12H2,1-2H3; Key:VHFLVGIMDGXALR-UHFFFAOYSA-N;

4-Ethylamphetamine (4-EA) is a substituted amphetamine derivative which has been sold as a designer drug. It is mainly known as a synthetic intermediate used as a building block to manufacture larger molecules,^[1]^[2] but 4-EA is closely related in chemical structure to designer drugs such as 4-methylamphetamine and 4-ethylmethcathinone, and is both a synthetic precursor and a metabolite of the 25-NB derivative 4-EA-NBOMe.^[3]

References

↑ Arnold MJ, Duriatti AD, Jung M, Katz RB, Liebeschuetz JW (1995). "Guanidinium and amidinium fungicides: A new class of carbocation mimetic ergosterol biosynthesis inhibitors". Pesticide Science. 44 (4): 341–355. doi:10.1002/ps.2780440406.
↑ Caspar AT, Meyer MR, Westphal F, Weber AA, Maurer HH (October 2018). "Nano liquid chromatography-high-resolution mass spectrometry for the identification of metabolites of the two new psychoactive substances N-(ortho-methoxybenzyl)-3,4-dimethoxyamphetamine and N-(ortho-methoxybenzyl)-4-methylmethamphetamine". Talanta. 188: 111–123. doi:10.1016/j.talanta.2018.05.064. PMID 30029353. S2CID 51705002.
↑ Caspar AT, Westphal F, Meyer MR, Maurer HH (January 2018). "LC-high resolution-MS/MS for identification of 69 metabolites of the new psychoactive substance 1-(4-ethylphenyl-)-N-[(2-methoxyphenyl)methyl] propane-2-amine (4-EA-NBOMe) in rat urine and human liver S9 incubates and comparison of its screening power with further MS techniques". Analytical and Bioanalytical Chemistry. 410 (3): 897–912. doi:10.1007/s00216-017-0526-0. PMID 28762065. S2CID 206923339.

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[1] Arnold MJ, Duriatti AD, Jung M, Katz RB, Liebeschuetz JW (1995). "Guanidinium and amidinium fungicides: A new class of carbocation mimetic ergosterol biosynthesis inhibitors". Pesticide Science. 44 (4): 341–355. doi:10.1002/ps.2780440406.

[pmid30029353-2] Caspar AT, Meyer MR, Westphal F, Weber AA, Maurer HH (October 2018). "Nano liquid chromatography-high-resolution mass spectrometry for the identification of metabolites of the two new psychoactive substances N-(ortho-methoxybenzyl)-3,4-dimethoxyamphetamine and N-(ortho-methoxybenzyl)-4-methylmethamphetamine". Talanta. 188: 111–123. doi:10.1016/j.talanta.2018.05.064. PMID 30029353. S2CID 51705002.

[pmid28762065-3] Caspar AT, Westphal F, Meyer MR, Maurer HH (January 2018). "LC-high resolution-MS/MS for identification of 69 metabolites of the new psychoactive substance 1-(4-ethylphenyl-)-N-[(2-methoxyphenyl)methyl] propane-2-amine (4-EA-NBOMe) in rat urine and human liver S9 incubates and comparison of its screening power with further MS techniques". Analytical and Bioanalytical Chemistry. 410 (3): 897–912. doi:10.1007/s00216-017-0526-0. PMID 28762065. S2CID 206923339.

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4-Ethylamphetamine

See also

References