{"Abbreviation":["5-MeO-αMT"],"CAS":"1137-04-8","ChemicalClasses":["tryptamine"],"Chirality":"racemic","Classes":["Psychedelic"],"DurationOfAction":"12 – 18 hours","EliminationHalfLife":"","Esters":[],"Formating":["5-methoxy-alpha-methyltryptamine"],"HeavyAtomCount":15,"IUPACName":"1-(5-methoxy-1H-indol-3-yl)propan-2-amine","InChI":"InChI=1S/C12H16N2O/c1-8(13)5-9-7-14-12-4-3-10(15-2)6-11(9)12/h3-4,6-8,14H,5,13H2,1-2H3","InChIKey":"OGNJZVNNKBZFRM-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e12\u003c/sub\u003eH\u003csub\u003e16\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO","MolecularWeight":"204.27 g/mol","Opticalactivity":"( + / - )","PubChemId":36906,"Record Description":["5-MeO-aMT or 5-methoxy-\u0026#945;-methyltryptamine, \u0026#945;,O-Dimethylserotonin (Alpha-O) is a potent psychedelic tryptamine. It is soluble in ethanol. The sympathomimetic effects may in turn be caused by 5-MeO-AMT's structural similarity to the amphetamines. As noted by Alexander Shulgin, the alpha-methylated tryptamines can be looked at as the tryptamine homologues of the amphetamines (alpha-methylated phenethylamines). Mechanisms of action such as inhibition of monoamine reuptake may be involved also.","Wikipedia|List of designer drugs|Empathogens|Tryptamines","Wikipedia|TiHKAL|Tryptamines"],"Records":{"UNII":{"Impurities":[]}},"RefCount":5,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/5-MeO-AMT","Name":"5-Methoxy-α-methyltryptamine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q4031586","Name":"5-Methoxy-α-methyltryptamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/36906","Name":"5-Methoxy-α-methyltryptamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=1137-04-8","Name":"5-Methoxy-α-methyltryptamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/U5XOB9AQ15","Name":"5-Methoxy-α-methyltryptamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID60893758","Name":"5-Methoxy-α-methyltryptamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 36906, 5-Methoxy-alpha-methyltryptamine. Accessed December 19, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/36906\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/36906\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 5-Methoxy-α-methyltryptamine. UNII: U5XOB9AQ15. Global Substance Registration System. Accessed December 19, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/U5XOB9AQ15\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/U5XOB9AQ15\u003c/a\u003e","Anvisa. RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. July 24, 2023. Accessed December 19, 2025. \u003ca href=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451\u003ehttps://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451\u003c/a\u003e","5-MeO-AMT; Fast Facts. January 1, 2006. Accessed December 19, 2025. \u003ca href=https://www.justice.gov/archive/ndic/pubs9/9576/index.htm\u003ehttps://www.justice.gov/archive/ndic/pubs9/9576/index.htm\u003c/a\u003e"],"SMILES":"CC(CC1=CNC2=C1C=C(C=C2)OC)N","SaltData":[],"Salts":[],"Scheduling":[{"gov":"Australia","ref":[],"schedule":"Schedule 9 substance"},{"gov":"Brazil","ref":["3"],"schedule":"F2 substance"},{"gov":"Canada","ref":[],"schedule":"Unscheduled substance"},{"act":"Neue-psychoaktive-Stoffe-Gesetz (NpSG)","gov":"Germany","ref":[],"schedule":"Neuer-Psychoaktiver-Stoff"},{"gov":"United Kingdom","ref":[],"schedule":"Class A substance"},{"gov":"United States","ref":["4"],"schedule":"''The Drug Enforcement Administration|DEA considers 5-MeO-AMT a controlled substance analogue.'' substance"}],"StereoisomerData":[],"StereoisomerType":"enantiomer","Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 103.06 63.847\"\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 0h104v64H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m80.522 57.838.018-15.24M80.54 42.598l-13.188-7.636M67.352 34.962l-13.208 7.603\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m52.562 57.684 1.582-15.119M50.322 55.666l1.213-11.599\"/\u003e\u003c/g\u003e\u003cpath d=\"m52.562 57.684-11.56 2.451M35.564 57.177l-5.542-9.535\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M30.022 47.642 40.22 36.317M29.152 44.964l8.313-9.232\"/\u003e\u003c/g\u003e\u003cpath d=\"M54.144 42.565 40.22 36.317M40.22 36.317l-4.717-14.501\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m35.503 21.816-14.914-3.175M33.619 23.908l-12.16-2.589\"/\u003e\u003c/g\u003e\u003cpath d=\"M20.589 18.641 10.391 29.967\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m10.391 29.967 4.717 14.5M13.146 30.552l3.846 11.823\"/\u003e\u003c/g\u003e\u003cpath d=\"m30.022 47.642-14.914-3.175M20.589 18.641 17.121 7.962M12.253 3.374.975.975M80.54 42.598l10.054-5.788\" class=\"bond\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M39.633 63.287h-.721l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.715l2.607 4.055h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.769h.578zM35.189 63.287h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M18.141 4.143q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.245-.572-.245-1.334 0-.75.245-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.452\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M95.689 37.444h-.721l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.715l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.578zM99.995 37.444h-.619v-2.286h-2.512v2.286h-.614v-4.9h.614v2.072h2.512v-2.072h.619zM102.5 38.933h-1.943v-.3l.771-.779q.222-.221.372-.392.153-.176.232-.34.078-.168.078-.364 0-.243-.146-.368-.143-.129-.372-.129-.214 0-.378.075-.161.075-.329.208l-.193-.243q.172-.147.393-.247.225-.1.507-.1.411 0 .65.207.24.208.24.575 0 .229-.097.433-.093.2-.264.396-.168.197-.393.418l-.614.604v.018h1.486z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#3050f8\" d=\"m41.002 60.135 5.78-1.226M41.002 60.135l5.78-1.226M35.564 57.177l-2.771-4.767M35.564 57.177l-2.771-4.767\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m17.121 7.962 1.734 5.339M12.253 3.374 6.614 2.175\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m90.594 36.81-5.027 2.894\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"Title":"5-Methoxy-α-methyltryptamine","UNII":"U5XOB9AQ15","Wikidata":"Q4031586","Wikipedia":"5-MeO-AMT","XLogP":1}