{"Abbreviation":["AR"],"Aliases":["Aminorex","Apiquel","Aminoxafen","Aminoxaphen","2207-50-3","2-Amino-5-phenyl-2-oxazoline","McN-742","2-Oxazolamine, 4,5-dihydro-5-phenyl-","NSC-66952","5-Phenyl-4,5-dihydro-1,3-oxazol-2-amine","Aminorexum","Dtxsid00862867","4,5-Dihydro-5-phenyl-2-oxazolamine","2SH16612I9","NSC66952","Dtxcid80811575","636-641-3","McN 742","2-Oxazoline, 2-amino-5-phenyl-","DEA No. 1585","2-Amino-4,5-dihydro-5-phenyloxazol","NSC 66952","Menocil","2-Amino-4,5-dihydro-5-phenyloxazole","SpecPlus_000839","2-Imino-5-phenyl-oxazolidin","Aminorex fumarate","DivK1c_006935","Schembl123039","Chembl106258","Unii-2sh16612i9","BDBM85705","HSDB 7596","KBio1_001879","Wln: t5n co autj bz dr","Chebi:134792","2-Oxazolamine,5-dihydro-5-phenyl-","NSC_16630","Akos006271622","DB01490","Cas_2207-50-3","DB-090502","NS00014917","5-Phenyl-4,5-dihydro-1,3-oxazol-2-amine #","D02909","Q4064330"],"CAS":"2207-50-3","ChemicalClasses":["aminorex"],"Chirality":"racemic","Classes":["Stimulant"],"Color/Form":"Crystals from benzene","DurationOfAction":"","EliminationHalfLife":"","Esters":[],"European Community (EC) Number":"636-641-3","Formating":[],"HMDB ID":"HMDB0248332","HeavyAtomCount":12,"Human Drugs":"Pharmaceuticals","IUPACName":"5-phenyl-4,5-dihydro-1,3-oxazol-2-amine","InChI":"InChI=1S/C9H10N2O/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,10,11)","InChIKey":"SYAKTDIEAPMBAL-UHFFFAOYSA-N","MeSH Headers":[{"Id":"M0000968","Link":"https://id.nlm.nih.gov/mesh/M0000968.html","Name":"Aminorex","Ref":35},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":37},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":51}],"Mechanism of Action":"Hypothalamic 5-HT (serotonin) regulates food intake, energy expenditure and bodyweight. Using in vivo microdialysis, /the investigators/ determined the effects of various anorectic drugs on hypothalamic extracellular 5-HT levels during the dark phase when rats predominantly feed. Phentermine and aminorex, which were originally considered to be catecholaminergic drugs, markedly increased 5-HT efflux in rat hypothalamus. Their actions were less profound than D-fenfluramine, but considerably greater than that of the selective 5-HT reuptake inhibitor, fluoxetine. This suggests that enhanced hypothalamic 5-HT function could be involved in their anorectic actions. Pharmacological characterization revealed that D-fenfluramine, aminorex and probably also phentermine potentiate synaptic 5-HT function predominantly by release, whereas fluoxetine acts exclusively by reuptake inhibition. The results also revealed that the combined actions of phentermine and D-fenfluramine on hypothalamic extracellular 5-HT levels were additive, but not synergistic. In contrast, there was a significant negative cooperative effect on extraneuronal 5-HT of combining phentermine with fluoxetine.","Melting Point":"136-138 °C","MolecularFormula":"C\u003csub\u003e9\u003c/sub\u003eH\u003csub\u003e10\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO","MolecularWeight":"162.19 g/mol","Opticalactivity":"( + / - )","PubChemId":16630,"Records":{"UNII":{"Impurities":[]}},"RefChem":"388793","RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Aminorex","Name":"Aminorex","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q4064330","Name":"Aminorex","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB01490","Name":"Aminorex","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/16630","Name":"Aminorex","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=2207-50-3","Name":"Aminorex","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0248332","Name":"Aminorex","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D02909","Name":"Aminorex","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/2SH16612I9","Name":"Aminorex","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID00862867","Name":"Aminorex","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 16630, Aminorex. Accessed March 5, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/16630\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/16630\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Aminorex. UNII: 2SH16612I9. Global Substance Registration System. Accessed March 5, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/2SH16612I9\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/2SH16612I9\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 March 5, 2026. \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":"C1C(OC(=N1)N)C2=CC=CC=C2","SaltData":[{"AcidCount":1,"Amine":"Aminorex","AmineCount":1,"Formula":"C(=C/C(=O)O)\\C(=O)O","Name":"fumarate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 177.467 52.83\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h178v53H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m42.172 6.215-1.534 15.088M40.638 21.303l10.475 4.706M57.19 24.585l7.485-8.454\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m64.675 16.131-5.482-9.46M61.683 15.832l-4.6-7.939\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m59.193 6.671 2.741 4.73M57.083 7.893l2.3 3.97\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m42.172 6.215 11.59-2.493M64.675 16.131l11.83 1.184M40.638 21.303l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.44 28.923-13.204-7.629M25.002 30.33l-10.766-6.22\"/\u003e\u003c/g\u003e\u003cpath d=\"m14.236 21.294-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 28.914.005 15.249M3.477 30.322l.004 12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.043 44.163 13.203 7.628\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.246 51.791 13.198-7.62M14.247 48.975l10.759-6.211\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.44 28.923.004 15.248\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M56.818 27.554q0 .756-.256 1.328-.256.565-.756.881-.501.315-1.245.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.233.315.5.31.756.876.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.529 1.22.529.84 0 1.221-.529.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524-.393.523-.393 1.452\" class=\"atom\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M59.012 5.459h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566V.56h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482V.56h.578z\" class=\"atom\"/\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M81.78 20.098h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482v-2.768h.578zM86.086 20.098h-.619v-2.286h-2.512v2.286h-.613v-4.899h.613v2.072h2.512v-2.072h.619zM88.591 21.588h-1.943v-.3l.771-.779q.222-.221.372-.393.153-.175.232-.339.078-.168.078-.364 0-.243-.146-.368-.143-.129-.371-.129-.215 0-.379.075-.161.075-.329.207l-.193-.243q.172-.146.393-.246.225-.1.508-.1.41 0 .65.207.239.207.239.575 0 .229-.097.432-.092.2-.264.397-.168.196-.393.418l-.614.603v.018h1.486z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m51.113 26.009-5.237-2.353M57.19 24.585l3.742-4.227\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m53.762 3.722-5.795 1.246M76.505 17.315l-5.915-.592\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"mol\"\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m135.053 22.605 13.198 7.62M135.053 25.42l10.759 6.213\"/\u003e\u003c/g\u003e\u003cpath d=\"m148.251 30.225 13.198-7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m161.449 21.197 10.524 6.076M160.23 23.309l10.524 6.076\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m171.973 27.273-5.262-3.038M170.754 29.385l-5.262-3.038\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"M161.449 22.605V11.286M135.053 22.605l-13.199 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M123.074 29.521v12.022M120.635 29.521v12.022\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"M123.074 41.543v-6.011M120.635 41.543v-6.011\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m121.854 30.225-9.922-5.729\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M176.907 30.222q0 .756-.256 1.327-.256.566-.756.881-.501.316-1.245.316-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M163.708 7.362q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.232.315.5.31.756.875.256.566.256 1.328m-3.863 0q0 .923.387 1.458.393.53 1.22.53.839 0 1.22-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.208-.524-.833 0-1.226.524t-.393 1.453M168.015 9.814h-.62V7.528h-2.512v2.286h-.613V4.915h.613v2.072h2.512V4.915h.62z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"none\" d=\"M124.114 45.462q0 .756-.256 1.327-.256.566-.756.881t-1.245.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M110.915 22.602q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.232.315.5.31.756.875.256.566.256 1.328m-3.863 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M105.835 25.054h-.619v-2.286h-2.512v2.286h-.613v-4.899h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"M161.449 11.286v5.659M161.449 11.286v5.659M111.932 24.496l4.961 2.865M111.932 24.496l4.961 2.865\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"Aminorex fumarate","UNII":"WSK05IH80K"}],"Salts":["fumarate"],"Scheduling":[{"gov":"Brazil","ref":["3"],"schedule":"B2 substance"},{"gov":"Canada","ref":[],"schedule":"Schedule III substance"},{"gov":"United Kingdom","ref":[],"schedule":"Class C substance"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"},{"gov":"Germany","ref":[],"schedule":"Anlage II substance"}],"StereoisomerData":[],"StereoisomerType":"enantiomer","Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 89.151 52.83\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h90v53H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m42.172 6.215-1.534 15.088M40.638 21.303l10.475 4.706M57.19 24.585l7.485-8.454\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m64.675 16.131-5.482-9.46M61.683 15.832l-4.6-7.939\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m59.193 6.671 2.741 4.73M57.083 7.893l2.3 3.97\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m42.172 6.215 11.59-2.493M64.675 16.131l11.83 1.184M40.638 21.303l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.44 28.923-13.204-7.629M25.002 30.33l-10.766-6.22\"/\u003e\u003c/g\u003e\u003cpath d=\"m14.236 21.294-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 28.914.005 15.249M3.477 30.322l.004 12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.043 44.163 13.203 7.628\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.246 51.791 13.198-7.62M14.247 48.975l10.759-6.211\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.44 28.923.004 15.248\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M56.818 27.554q0 .756-.256 1.328-.256.565-.756.881-.501.315-1.245.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.233.315.5.31.756.876.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.529 1.22.529.84 0 1.221-.529.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524-.393.523-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M59.012 5.459h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566V.56h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482V.56h.578z\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M81.78 20.098h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.327-.024-.477q-.006-.262-.006-.482v-2.768h.578zM86.086 20.098h-.619v-2.286h-2.512v2.286h-.613v-4.899h.613v2.072h2.512v-2.072h.619zM88.591 21.588h-1.943v-.3l.771-.779q.222-.221.372-.393.153-.175.232-.339.078-.168.078-.364 0-.243-.146-.368-.143-.129-.371-.129-.215 0-.379.075-.161.075-.329.207l-.193-.243q.172-.146.393-.246.225-.1.508-.1.41 0 .65.207.239.207.239.575 0 .229-.097.432-.092.2-.264.397-.168.196-.393.418l-.614.603v.018h1.486z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m51.113 26.009-5.237-2.353M57.19 24.585l3.742-4.227\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m53.762 3.722-5.795 1.246M76.505 17.315l-5.915-.592\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","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"],"Visual Effects":[]},"Therapeutic Uses":"Aminorex produces the characteristic effects of central nervous system stimulants like amphetamine, and has been used clinically for its anorectic effects. Its adverse effects are also similar to those produced by central nervous system stimulants. When used as an anoretic, however, aminorex is considered to have been responsible for a significant incidence of pulmonary hypertension. This lead to its withdrawal from the market in 1968.","Title":"Aminorex","UNII":"2SH16612I9","Wikidata":"Q4064330","Wikipedia":"Aminorex","XLogP":0.8}