{"Abbreviation":"","Aliases":["1-(Thiophen-2-yl)-2-methylaminopropane","2-Thiopheneethylamine, N,α-dimethyl-","Synthacaine component methiopropamine","2-Methiopropamine","2-Thiopheneethylamine, n,α-dimethyl-","N -Methyl-1-(thiophen-2-yl)propan-2-amine","N-methyl-1-(thiophen-2-yl)propane-2-amine","C22795"],"CAS":"801156-47-8","ChemicalClasses":["thiopropamine"],"Chirality":"racemic","Classes":["Stimulant"],"DEA no":1478,"Esters":[],"Formating":[],"HMDB ID":"HMDB0254533","HeavyAtomCount":10,"IUPACName":"N-methyl-1-thiophen-2-ylpropan-2-amine","InChI":"InChI=1S/C8H13NS/c1-7(9-2)6-8-4-3-5-10-8/h3-5,7,9H,6H2,1-2H3","InChIKey":"HPHUWHKFQXTZPS-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e8\u003c/sub\u003eH\u003csub\u003e13\u003c/sub\u003eNS","MolecularWeight":"155.26 g/mol","Opticalactivity":"( + / - )","PubChemId":436156,"Record Description":["Wikipedia|List of designer drugs|Stimulants|Thiophenes"],"RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Methiopropamine","Name":"Methiopropamine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q11343731","Name":"Methiopropamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/436156","Name":"Methiopropamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=801156-47-8","Name":"Methiopropamine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0254533","Name":"Methiopropamine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C22795","Name":"Methiopropamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/64ON2ETH7I","Name":"Methiopropamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID701016914","Name":"Methiopropamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 436156, Methiopropamine. Accessed July 13, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/436156\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/436156\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Methiopropamine. UNII: 64ON2ETH7I. Global Substance Registration System. Accessed July 13, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/64ON2ETH7I\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/64ON2ETH7I\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 July 13, 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"],"SMILES":"CC(CC1=CC=CS1)NC","SaltData":[{"AcidCount":1,"AmineCount":1,"Formula":"Cl","Name":"hydrochloride","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 101.85 35.46\"\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=\"#1ff01f\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h102v36H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M51.507 31.331v-15.24M51.507 16.091l-13.198-7.62M38.309 8.471l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m23.541 31.272 1.57-15.181M21.298 29.254l1.206-11.658\"/\u003e\u003c/g\u003e\u003cpath d=\"M23.541 31.272 8.63 34.422\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M1.054 21.173 8.63 34.422M4.047 21.495l5.818 10.174\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.054 21.173 7.698-8.536M25.111 16.091l-11.056-4.945M51.507 16.091l10.045-5.8M67.859 10.291l10.044 5.8\" class=\"bond\"/\u003e\u003cpath fill=\"#c6c62c\" stroke=\"none\" d=\"M12.779 11.021q0 .649-.476 1.018-.47.363-1.268.363-.417 0-.768-.065-.345-.06-.578-.173v-.589q.245.113.608.202.369.09.762.09.547 0 .827-.215.28-.214.28-.577 0-.238-.107-.399-.101-.167-.351-.309-.25-.143-.697-.298-.625-.226-.946-.554-.316-.333-.316-.899 0-.393.196-.666.203-.28.554-.429.357-.155.816-.155.404 0 .738.078.339.071.613.196l-.196.53q-.25-.113-.548-.185-.298-.077-.625-.077-.459 0-.691.196-.232.197-.232.518 0 .244.101.411.107.167.34.298.232.125.631.279.428.155.726.34.298.178.452.434.155.25.155.637\" class=\"atom\"/\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M66.646 10.921h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483V6.021h.578zM66.509 5.459h-.619V3.173h-2.512v2.286h-.613V.56h.613v2.072h2.512V.56h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#c6c62c\" d=\"m8.752 12.637-3.849 4.268M14.055 11.146l5.528 2.473\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m61.552 10.291-5.023 2.9M61.552 10.291l-5.023 2.9M67.859 10.291l5.022 2.9M67.859 10.291l5.022 2.9\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"mol\"\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M98.533 15.878q-.785 0-1.238.53-.452.524-.452 1.447 0 .911.416 1.447.423.529 1.268.529.322 0 .608-.053.291-.06.565-.143v.536q-.274.101-.565.149-.292.053-.697.053-.744 0-1.25-.309-.5-.31-.75-.876-.25-.571-.25-1.339 0-.744.268-1.31.274-.565.803-.881.53-.321 1.28-.321.78 0 1.352.285l-.244.524q-.227-.101-.506-.184-.274-.084-.608-.084m2.757 4.424h-.601v-5.215h.601zM95.626 20.302h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"Methiopropamine hydrochloride","UNII":"EA29Y978DY"}],"Salts":["hydrochloride"],"Scheduling":[{"gov":"Brazil","ref":["3"],"schedule":"F2 substance"},{"gov":"Germany","ref":[],"schedule":"Anlage I  substance"},{"gov":"United Kingdom","ref":[],"schedule":"Class B substance"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"}],"StereoisomerData":[{"Aliases":null,"PubChemId":null,"SMILES":"CN[C@H](C)Cc1cccs1","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 78.942 35.46\"\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 0h79v36H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m77.903 16.091-10.044-5.8M61.552 10.291l-10.045 5.8\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M51.857 16.091h-.7M52.107 18.268h-1.2M52.357 20.445h-1.7M52.607 22.622h-2.2M52.857 24.799h-2.7M53.107 26.977h-3.2M53.357 29.154h-3.7M53.607 31.331h-4.2\"/\u003e\u003c/g\u003e\u003cpath d=\"m51.507 16.091-13.198-7.62M38.309 8.471l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m23.541 31.272 1.57-15.181M21.298 29.254l1.206-11.658\"/\u003e\u003c/g\u003e\u003cpath d=\"M23.541 31.272 8.63 34.422\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M1.054 21.173 8.63 34.422M4.047 21.495l5.818 10.174\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.054 21.173 7.698-8.536M25.111 16.091l-11.056-4.945\" class=\"bond\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M66.646 10.921h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483V6.021h.578zM66.509 5.459h-.619V3.173h-2.512v2.286h-.613V.56h.613v2.072h2.512V.56h.619z\"/\u003e\u003c/g\u003e\u003cpath fill=\"#c6c62c\" stroke=\"none\" d=\"M12.779 11.021q0 .649-.476 1.018-.47.363-1.268.363-.417 0-.768-.065-.345-.06-.578-.173v-.589q.245.113.608.202.369.09.762.09.547 0 .827-.215.28-.214.28-.577 0-.238-.107-.399-.101-.167-.351-.309-.25-.143-.697-.298-.625-.226-.946-.554-.316-.333-.316-.899 0-.393.196-.666.203-.28.554-.429.357-.155.816-.155.404 0 .738.078.339.071.613.196l-.196.53q-.25-.113-.548-.185-.298-.077-.625-.077-.459 0-.691.196-.232.197-.232.518 0 .244.101.411.107.167.34.298.232.125.631.279.428.155.726.34.298.178.452.434.155.25.155.637\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.859 10.291 5.022 2.9M67.859 10.291l5.022 2.9M61.552 10.291l-5.023 2.9M61.552 10.291l-5.023 2.9\" class=\"hi\"/\u003e\u003cpath stroke=\"#c6c62c\" d=\"m8.752 12.637-3.849 4.268M14.055 11.146l5.528 2.473\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(+)-Methiopropamine","UNII":null},{"Aliases":null,"PubChemId":null,"SMILES":"CN[C@@H](C)Cc1cccs1","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 78.942 35.46\"\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 0h79v36H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m77.903 16.091-10.044-5.8M61.552 10.291l-10.045 5.8\" class=\"bond\"/\u003e\u003cpath fill=\"#000\" stroke=\"none\" d=\"M51.857 16.091h-.7l-1.75 15.24h4.2z\" class=\"bond\"/\u003e\u003cpath d=\"m51.507 16.091-13.198-7.62M38.309 8.471l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m23.541 31.272 1.57-15.181M21.298 29.254l1.206-11.658\"/\u003e\u003c/g\u003e\u003cpath d=\"M23.541 31.272 8.63 34.422\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M1.054 21.173 8.63 34.422M4.047 21.495l5.818 10.174\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.054 21.173 7.698-8.536M25.111 16.091l-11.056-4.945\" class=\"bond\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M66.646 10.921h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483V6.021h.578zM66.509 5.459h-.619V3.173h-2.512v2.286h-.613V.56h.613v2.072h2.512V.56h.619z\"/\u003e\u003c/g\u003e\u003cpath fill=\"#c6c62c\" stroke=\"none\" d=\"M12.779 11.021q0 .649-.476 1.018-.47.363-1.268.363-.417 0-.768-.065-.345-.06-.578-.173v-.589q.245.113.608.202.369.09.762.09.547 0 .827-.215.28-.214.28-.577 0-.238-.107-.399-.101-.167-.351-.309-.25-.143-.697-.298-.625-.226-.946-.554-.316-.333-.316-.899 0-.393.196-.666.203-.28.554-.429.357-.155.816-.155.404 0 .738.078.339.071.613.196l-.196.53q-.25-.113-.548-.185-.298-.077-.625-.077-.459 0-.691.196-.232.197-.232.518 0 .244.101.411.107.167.34.298.232.125.631.279.428.155.726.34.298.178.452.434.155.25.155.637\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m67.859 10.291 5.022 2.9M67.859 10.291l5.022 2.9M61.552 10.291l-5.023 2.9M61.552 10.291l-5.023 2.9\" class=\"hi\"/\u003e\u003cpath stroke=\"#c6c62c\" d=\"m8.752 12.637-3.849 4.268M14.055 11.146l5.528 2.473\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(-)-Methiopropamine","UNII":null}],"Stereoisomers":["(+)-Methiopropamine","(-)-Methiopropamine","(+)-Methiopropamine","(-)-Methiopropamine"],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 78.942 35.46\"\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 0h79v36H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M51.507 31.331v-15.24M51.507 16.091l-13.198-7.62M38.309 8.471l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m23.541 31.272 1.57-15.181M21.298 29.254l1.206-11.658\"/\u003e\u003c/g\u003e\u003cpath d=\"M23.541 31.272 8.63 34.422\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M1.054 21.173 8.63 34.422M4.047 21.495l5.818 10.174\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.054 21.173 7.698-8.536M25.111 16.091l-11.056-4.945M51.507 16.091l10.045-5.8M67.859 10.291l10.044 5.8\" class=\"bond\"/\u003e\u003cpath fill=\"#c6c62c\" stroke=\"none\" d=\"M12.779 11.021q0 .649-.476 1.018-.47.363-1.268.363-.417 0-.768-.065-.345-.06-.578-.173v-.589q.245.113.608.202.369.09.762.09.547 0 .827-.215.28-.214.28-.577 0-.238-.107-.399-.101-.167-.351-.309-.25-.143-.697-.298-.625-.226-.946-.554-.316-.333-.316-.899 0-.393.196-.666.203-.28.554-.429.357-.155.816-.155.404 0 .738.078.339.071.613.196l-.196.53q-.25-.113-.548-.185-.298-.077-.625-.077-.459 0-.691.196-.232.197-.232.518 0 .244.101.411.107.167.34.298.232.125.631.279.428.155.726.34.298.178.452.434.155.25.155.637\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M66.646 10.921h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483V6.021h.578zM66.509 5.459h-.619V3.173h-2.512v2.286h-.613V.56h.613v2.072h2.512V.56h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#c6c62c\" d=\"m8.752 12.637-3.849 4.268M14.055 11.146l5.528 2.473\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m61.552 10.291-5.023 2.9M61.552 10.291l-5.023 2.9M67.859 10.291l5.022 2.9M67.859 10.291l5.022 2.9\" 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":[]},"Title":"Methiopropamine","UNII":"64ON2ETH7I","Wikidata":"Q11343731","Wikipedia":"Methiopropamine","XLogP":1.9}
