4-Ethylamphetamine

{{short description|Substituted amphetamine designer drug}} {{Drugbox | drug_name = 4-Ethylamphetamine | IUPAC_name = 1-(4-ethylphenyl)propan-2-amine | image = 4-Ethylamphetamine.svg | image_class = skin-invert-image | width = 200

<!--Clinical data-->| alt = | caption = | tradename = | MedlinePlus = | licence_EU = | licence_US = | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_category = | legal_UK = PSA | legal_status = | routes_of_administration = | addiction_liability = <!--Pharmacokinetic data--> | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = <!--Identifiers--> | CAS_number_Ref = {{cascite|correct|CAS}} | CAS_number = 800400-50-4 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = FKH92S67ZV | CAS_supplemental = (racemic) <br/> {{CAS|1334811-39-0}} ( (S) enantiomer) | ATC_prefix = | ATC_suffix = | PubChem = 18070465 | DrugBank = | ChemSpiderID = 16826008

<!--Chemical data-->| C = 11 | H = 17 | N = 1 | melting_point = | smiles = CCC1=CC=C(C=C1)CC(C)N | StdInChI = 1S/C11H17N/c1-3-10-4-6-11(7-5-10)8-9(2)12/h4-7,9H,3,8,12H2,1-2H3 | StdInChIKey = VHFLVGIMDGXALR-UHFFFAOYSA-N }}

'''4-Ethylamphetamine''' ('''4-EA''') is a substituted amphetamine derivative which has been sold as a designer drug.<!-- No WP:RS compliant references yet, but a quick Google of the CAS numbers associated with this compound and a look at the "Chemical Vendors" tab on PubChem shows two Chinese bulk chemical suppliers and five western chemical reagent suppliers have this compound available, so its sale as a designer drug is not merely theoretical --> It is mainly known as a synthetic intermediate used as a building block to manufacture larger molecules,<ref>{{cite journal | vauthors = Arnold MJ, Duriatti AD, Jung M, Katz RB, Liebeschuetz JW | title = Guanidinium and amidinium fungicides: A new class of carbocation mimetic ergosterol biosynthesis inhibitors. | journal = Pesticide Science | date = 1995 | volume = 44 | issue = 4 | pages = 341–355 | doi = 10.1002/ps.2780440406 }}</ref><ref name="pmid30029353">{{cite journal | vauthors = Caspar AT, Meyer MR, Westphal F, Weber AA, Maurer HH | title = 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 | journal = Talanta | volume = 188 | pages = 111–123 | date = October 2018 | pmid = 30029353 | doi = 10.1016/j.talanta.2018.05.064 | s2cid = 51705002 }}</ref> 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.<ref name="pmid28762065">{{cite journal | vauthors = Caspar AT, Westphal F, Meyer MR, Maurer HH | title = 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 | journal = Analytical and Bioanalytical Chemistry | volume = 410 | issue = 3 | pages = 897–912 | date = January 2018 | pmid = 28762065 | doi = 10.1007/s00216-017-0526-0 | s2cid = 206923339 }}</ref>

== See also == * 25E-NBOMe * 4-Et-PVP * Amfepentorex * DOET * RTI-83

== References == {{reflist}}

{{DEFAULTSORT:Ethylamphetamine, 4-}}

Category:Substituted amphetamines

{{nervous-system-drug-stub}}