{"Abbreviation":[],"CAS":"50372-80-0","ChemicalClasses":["phenyltropane"],"Chirality":"absolute","Classes":["Stimulant"],"EliminationHalfLife":"","Esters":[],"Formating":[],"HeavyAtomCount":19,"IUPACName":"methyl (1R,2S,3S,5S)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octane-2-carboxylate","InChI":"InChI=1S/C16H21NO2/c1-17-12-8-9-14(17)15(16(18)19-2)13(10-12)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14+,15-/m0/s1","InChIKey":"OMBOXYLBBHNWHL-YJNKXOJESA-N","MolecularFormula":"C\u003csub\u003e16\u003c/sub\u003eH\u003csub\u003e21\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"259.34 g/mol","Opticalactivity":"UNSPECIFIED","PubChemId":170832,"Record Description":["Troparil (also known as (?)-2.beta.-Carbomethoxy-3.beta.-phenyltropane, WIN 35,065-2, or .Beta.-CPT) is a stimulant drug used in scientific research. Troparil is a phenyltropane-based dopamine reuptake inhibitor (DRI) that is derived from methylecgonidine. Troparil is a few times more potent than cocaine as a dopamine reuptake inhibitor, but is less potent as a serotonin reuptake inhibitor, and has a duration spanning a few times longer, since the phenyl ring is directly connected to the tropane ring through a non-hydrolyzable carbon-carbon bond. The lack of an ester linkage removes the local anesthetic action from the drug, so troparil is a pure stimulant. This change in activity also makes troparil slightly less cardiotoxic than cocaine.","Wikipedia|List of designer drugs|Stimulants|Tropanes and Piperidines"],"Records":{"UNII":{"Impurities":[]}},"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Troparil","Name":"Troparil","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q7845610","Name":"Troparil","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/170832","Name":"Troparil","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=50372-80-0","Name":"Troparil","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/AH3LC885W8","Name":"Troparil","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 170832, Troparil. Accessed November 1, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/170832\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/170832\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Troparil. UNII: AH3LC885W8. Global Substance Registration System. Accessed November 1, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/AH3LC885W8\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/AH3LC885W8\u003c/a\u003e"],"SMILES":"CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)C3=CC=CC=C3)C(=O)OC","SaltData":[],"Salts":[],"Scheduling":[{"gov":"United Kingdom","ref":[],"schedule":"PSA substance"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"}],"StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 71.021 102.634\"\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 0h72v103H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m52.642 101.724.048-26.021\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m70.041 68.538-.145-.685-14.254 1.573.365 1.726.366 1.727z\" class=\"bond\"/\u003e\u003cpath d=\"m69.969 68.196-9.551 11.887\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M45.079 80.481c-.136 0-.251-.256-.251-.398 0-.175.175-.35.35-.35h6.481v.7h-6.484q-.05.049-.099.048zm8.511-.048v-.7h6.832c.175 0 .35.175.35.35s-.175.35-.35.35z\" class=\"bond\"/\u003e\u003cpath d=\"m45.178 80.083-9.449-11.887\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m35.803 67.854-.147.684 13.361 4.321.37-1.719.371-1.719z\" class=\"bond\"/\u003e\u003cpath d=\"m35.729 68.196 3.353-14.834M39.082 53.362l13.716-6.604M52.798 46.758l13.716 6.604M69.969 68.196l-3.455-14.834\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M52.448 46.758h.7l1.9-16.538-2.25 1.298-2.249-1.298z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m39.59 23.898 13.208 7.62M42.029 22.49l10.769 6.213\"/\u003e\u003c/g\u003e\u003cpath d=\"M39.59 23.898V8.658\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M52.798 1.038 39.59 8.658M52.798 3.853l-10.769 6.213\"/\u003e\u003c/g\u003e\u003cpath d=\"m52.798 1.038 13.208 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M66.006 23.898V8.658M63.568 22.49V10.066\"/\u003e\u003c/g\u003e\u003cpath d=\"m52.798 31.518 13.208-7.62\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"m38.864 53.636.436-.548-11.758-11.785-.385 2.569-2.416.952z\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.157 43.872 1.672-11.166M24.954 42.119l1.463-9.774\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m28.829 32.706-.836 5.583M26.417 32.345l-.731 4.887\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.157 43.872-10.666 4.199M9.957 47.052l-8.905-7.087\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M54.637 74.303h-.72l-2.619-4.066h-.03l.03.595q.023.358.023.733v2.738h-.565v-4.899h.714l2.608 4.054h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M30.467 28.617q0 .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-3.864 0q0 .922.387 1.458.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.208-.524-.834 0-1.227.524t-.393 1.453M15.236 49.451q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.757-.887-.244-.571-.244-1.333 0-.751.244-1.31.251-.566.757-.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\u003cpath stroke=\"#3050f8\" d=\"m52.69 75.703-.024 13.011\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m16.491 48.071 5.333-2.1M9.957 47.052l-4.452-3.544\" 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":"Troparil","UNII":"AH3LC885W8","Wikidata":"Q7845610","Wikipedia":"Troparil","XLogP":2.6}