{"ATC Code":"A - Alimentary tract and metabolism","Abbreviation":"EA","Aliases":["Etilamfetamine","N-Ethylamphetamine","Ethylamphetamine","Apetinil","Etilanfetamina","Etilamfetamina","Etilamfetaminum","1-Phenyl-2-ethylaminopropane","1-Phenyl-2-aethylamino-propan","N-Ethyl-α-methylphenethylamine"],"CAS":"457-87-4","ChEBI":"CHEBI:134796","ChEMBL":"CHEMBL276443","ChemicalClasses":["amphetamine"],"Chirality":"racemic","Classes":["Stimulant"],"DEA no":1475,"DrugClasses":[],"EliminationHalfLife":"","European Community (EC) Number":"803-956-4","HMDB ID":"HMDB0252099","HeavyAtomCount":12,"Human Drugs":"Pharmaceuticals","IUPACName":"N-ethyl-1-phenylpropan-2-amine","InChI":"InChI=1S/C11H17N/c1-3-12-10(2)9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3","InChIKey":"YAGBSNMZQKEFCO-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e17\u003c/sub\u003eN","MolecularWeight":"163.26 g/mol","Opticalactivity":"( + / - )","PrevSalts":[],"PubChemId":9982,"Record Description":["Etilamfetamine is a member of amphetamines.","N-ethylamphetamine is a DEA Schedule I controlled substance. Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse. It is a Stimulants substance.","Etilamfetamine is also known as N-ethylamphetamine and is in the Canadian Legislation - The Controlled Drugs and Substances Act, and is a Schedule 1 controlled drug. Like other amphetamines, this amphetamine analog was used as an appetite suppressant in the 1950s. However, being on the controlled drug and substance act does not necessitate that the drug is approved for sale on the market.","ETILAMFETAMINE is a small molecule drug with a maximum clinical trial phase of II and has 1 investigational indication.","Etilamfetamine is a member of amphetamines."],"RefCount":4,"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Etilamfetamine","Name":"Ethamphetamine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q5404591","Name":"Ethamphetamine","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB13285","Name":"Ethamphetamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/9982","Name":"Ethamphetamine","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL276443","Name":"Ethamphetamine","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:134796","Name":"Ethamphetamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=457-87-4","Name":"Ethamphetamine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0252099","Name":"Ethamphetamine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D07114","Name":"Ethamphetamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/022YON1XMX","Name":"Ethamphetamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID10860359","Name":"Ethamphetamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 9982, Ethamphetamine. Accessed June 25, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/9982\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/9982\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Ethamphetamine. UNII: 022YON1XMX. Global Substance Registration System. Accessed June 25, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/022YON1XMX\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/022YON1XMX\u003c/a\u003e","Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed June 25, 2025. \u003ca href=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003ehttps://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003c/a\u003e"],"SMILES":"CCNC(C)CC1=CC=CC=C1","Scheduling":[{"gov":"Brazil","ref":["3"],"schedule":"B1"},{"gov":"Canada","ref":[],"schedule":"Schedule I"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"},{"gov":"Germany","ref":[],"schedule":"Anlage II"},{"gov":"United Kingdom","ref":[],"schedule":"Class C"}],"StereoisomerRacemic":"(RS)-Ethamphetamine","StoreUNII":["022YON1XMX"],"StructureBase64":"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","Subjective Effects":{"Cognitive Effects":["Analysis enhancement","Ego inflation","Focus enhancement","Increased music appreciation","Motivation enhancement","Thought acceleration","Wakefulness","Disinhibition","Suggestibility suppression","Cognitive euphoria","Compulsive redosing","Mania"],"Physical Effects":["Increased libido","Stamina enhancement","Stimulation","Appetite suppression","Dehydration","Dry mouth","Restless legs","Shakiness","Teeth grinding","Abnormal heartbeat","Increased blood pressure","Increased heart rate","Vasoconstriction"],"Sensory Effects":[]},"Title":"Ethamphetamine","UNII":"022YON1XMX","Wikidata":"Q5404591","Wikipedia":"Etilamfetamine","XLogP":2.5}