{"Abbreviation":"Metrotonin","Actives":["Amphetamine","Methamphetamine"],"Aliases":["N,N-dimethylamphetamine","N,N,α-Trimethylphenethylamine","N,N,α-Trimethylbenzeneethanamine","Phenethylamine, n,n,α-trimethyl-","dimethyl(1-phenylpropan-2-yl)amine","J14.522J","N-methyl-methamphetamine","1-Phenyl-2-dimethylaminopropane","2-Dimethylamino-1-phenylpropane","1-Phenyl-2-dimethylamino-propan","Phenethylamine, N,N,α-trimethyl-","N,N-Dimethylamphetamine","N,N-DMA","α-Phenyl-β-dimethyl amino propane","Dimethylpropamine","Ncgc00160430-01","Benzeneethanamine, N,N,α-trimethyl-","NCIOpen2_000819","Niosh/si3800050","benzene, (2-dimethylamino)propyl-","N,N,α-Trimethyl-Phenethylamine","STK664810","α-Phenyl-β-dimethylaminopropane","dimethyl(1-methyl-2-phenylethyl)amine","N,n-dimethylamphetamine"],"CAS":"4075-96-1","ChEBI":"CHEBI:173436","ChemicalClasses":["amphetamine"],"Chirality":"racemic","Classes":["Prodrug","Stimulant"],"DEA no":1480,"Erowid Experience Reports":null,"Esters":[],"Formating":[],"HMDB ID":"HMDB0041880","HeavyAtomCount":12,"IUPACName":"N,N-dimethyl-1-phenylpropan-2-amine","InChI":"InChI=1S/C11H17N/c1-10(12(2)3)9-11-7-5-4-6-8-11/h4-8,10H,9H2,1-3H3","InChIKey":"OBDSVYOSYSKVMX-UHFFFAOYSA-N","MeSH Pharmacological Classification":"A loosely defined group of drugs that tend to increase behavioral alertness, agitation, or excitation. They work by a variety of mechanisms, but usually not by direct excitation of neurons. The many drugs that have such actions as side effects to their main therapeutic use are not included here. (See all compounds classified as Central Nervous System Stimulants.)","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e17\u003c/sub\u003eN","MolecularWeight":"163.26 g/mol","Opticalactivity":"( + / - )","PubChemId":20006,"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Dimethylamphetamine","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/20006","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:173436","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=4075-96-1","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0041880","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C22825","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/IYE3F3MHCU","Name":"Dimethylamphetamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID40860201","Name":"Dimethylamphetamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 20006, Dimethylamphetamine. Accessed July 20, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/20006\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/20006\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Dimethylamphetamine. UNII: IYE3F3MHCU. Global Substance Registration System. Accessed July 20, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/IYE3F3MHCU\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/IYE3F3MHCU\u003c/a\u003e"],"SMILES":"CC(CC1=CC=CC=C1)N(C)C","SaltData":[],"Salts":[],"StereoisomerData":[{"Aliases":null,"PubChemId":null,"SMILES":"C[C@H](Cc1ccccc1)N(C)C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 81.271 47.677\"\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 0h82v48H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M54.186 23.77h-.7M54.436 25.947h-1.2M54.686 28.124h-1.7M54.936 30.301h-2.2M55.186 32.479h-2.7M55.436 34.656h-3.2M55.686 36.833h-3.7M55.936 39.01h-4.2\"/\u003e\u003c/g\u003e\u003cpath d=\"m53.836 23.77-13.198-7.62M40.638 16.15 27.44 23.77\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.44 23.77-13.204-7.628M25.002 25.178l-10.766-6.221\"/\u003e\u003c/g\u003e\u003cpath d=\"m14.236 16.142-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 23.762.005 15.248M3.477 25.169l.004 12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.043 39.01 13.203 7.629\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.246 46.639 13.198-7.62M14.247 43.823l10.759-6.212\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.44 23.77.004 15.249M53.836 23.77l10.045-5.799M70.187 17.971l10.045 5.799M67.034 12.3V.91\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M68.975 18.6h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732V18.6h-.566v-4.9h.715l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.482V13.7h.578z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.881 17.971-5.023 2.899M70.187 17.971l5.022 2.899M67.034 12.3V6.605\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(R)-Dimethylamphetamine","UNII":null},{"Aliases":null,"PubChemId":null,"SMILES":"C[C@@H](Cc1ccccc1)N(C)C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 81.271 47.677\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h82v48H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath stroke=\"none\" d=\"M54.186 23.77h-.7l-1.75 15.24h4.2z\" class=\"bond\"/\u003e\u003cpath d=\"m53.836 23.77-13.198-7.62M40.638 16.15 27.44 23.77\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.44 23.77-13.204-7.628M25.002 25.178l-10.766-6.221\"/\u003e\u003c/g\u003e\u003cpath d=\"m14.236 16.142-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 23.762.005 15.248M3.477 25.169l.004 12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.043 39.01 13.203 7.629\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.246 46.639 13.198-7.62M14.247 43.823l10.759-6.212\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.44 23.77.004 15.249M53.836 23.77l10.045-5.799M70.187 17.971l10.045 5.799M67.034 12.3V.91\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M68.975 18.6h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732V18.6h-.566v-4.9h.715l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.482V13.7h.578z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.881 17.971-5.023 2.899M70.187 17.971l5.022 2.899M67.034 12.3V6.605\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(S)-Dimethylamphetamine","UNII":null}],"StereoisomerType":"enantiomer","Stereoisomers":["(R)-Dimethylamphetamine","(S)-Dimethylamphetamine"],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 81.271 47.677\"\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 0h82v48H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M53.836 39.01V23.77M53.836 23.77l-13.198-7.62M40.638 16.15 27.44 23.77\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.44 23.77-13.204-7.628M25.002 25.178l-10.766-6.221\"/\u003e\u003c/g\u003e\u003cpath d=\"m14.236 16.142-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m1.038 23.762.005 15.248M3.477 25.169l.004 12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.043 39.01 13.203 7.629\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.246 46.639 13.198-7.62M14.247 43.823l10.759-6.212\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.44 23.77.004 15.249M53.836 23.77l10.045-5.799M70.187 17.971l10.045 5.799M67.034 12.3V.91\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M68.975 18.6h-.72l-2.62-4.066h-.03l.03.595q.024.357.024.732V18.6h-.566v-4.9h.715l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.482V13.7h.578z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.881 17.971-5.023 2.899M70.187 17.971l5.022 2.899M67.034 12.3V6.605\" 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":"Dimethylamphetamine","UNII":"IYE3F3MHCU","Wikipedia":"Dimethylamphetamine","XLogP":2.7}