{"Abbreviation":"2C-D","Aliases":["1-(2,5-Dimethoxy-4-methylphenyl)-2-aminoethane","Phenethylamine, 2,5-dimethoxy-4-methyl-","2,5-dimethoxy-4-methyl-β-phenethylamine","2C-M","2,5-DMP cpd","2-cd","J50.038K","2-(2,5-dimethoxy-4-methylphenyl)ethylamine","2-(2,5-Dimethoxy-4-methyl-phenyl)-ethylamine","2,5-Dimethoxy-4-methyl-β-phenethylamine"],"CAS":"24333-19-5","ChEMBL":"CHEMBL124049","ChemicalClasses":["2,5-dimethoxyphenethylamine"],"Chirality":"achiral","Classes":["Psychedelic"],"DEA no":7508,"DrugClasses":[],"DurationOfAction":"4 – 6 hours","EliminationHalfLife":"","Erowid Experience Reports":[{"Author":"KimC","Id":"101539","Title":"Self-Doubt and Overwhelming Visuals"},{"Author":"mrnoodles","Id":"104220","Title":"The Effect on BP Was Worrisome"},{"Author":"nervewing","Id":"109234","Title":"Thinking About Blood and Gore"},{"Author":"seebueb","Id":"110003","Title":"Winter Tofu Dream"},{"Author":"Cretin","Id":"112638","Title":"Made Me Allergic to Psilocybine Mushrooms"},{"Author":"nervewing","Id":"112153","Title":"Sharp and Instant"},{"Author":"gateway-gurd","Id":"112309","Title":"A Hike To 2 See D City"},{"Author":"InnerExplorer","Id":"113398","Title":"Applications and Review - Retrospective"},{"Author":"2cDelicious","Id":"113485","Title":"Soft Electricity"},{"Author":"Xorkoth","Id":"113297","Title":"Revealing Tofu's Inner Light"},{"Author":"D X Meth-Head","Id":"116137","Title":"Theosis in the Cathedral"},{"Author":"D X Meth-Head","Id":"116019","Title":"Playground for the Mind"},{"Author":"Zam","Id":"13361","Title":"Light Aesthetic Appreciation"},{"Author":"Barium","Id":"2269","Title":"Better Than Expected"},{"Author":"A.J.","Id":"24219","Title":"L.S.D. Ultra Lights (tm)"},{"Author":"jabberwocky","Id":"30447","Title":"As a Smart Drug"},{"Author":"Dave W.","Id":"31413","Title":"Tyrosine Used in Recovery from Hangover"},{"Author":"Morninggloryseed","Id":"31711","Title":"Heavy Tofu"},{"Author":"MthylnMan","Id":"32497","Title":"Rocket Ride to Weird Sobriety"},{"Author":"Jamshyd","Id":"33196","Title":"Psychedelic Tea"},{"Author":"scroumf","Id":"33231","Title":"A Pleasant Stimulant"},{"Author":"raybeez","Id":"33689","Title":"Smart Drug Trials"},{"Author":"NutterButter","Id":"33411","Title":"Flavorless"},{"Author":"Naegling","Id":"34023","Title":"First Time, Tofu My Ass!"},{"Author":"Morninggloryseed","Id":"34397","Title":"Dissapointing Cognitive Enhancer"},{"Author":"Anonymous","Id":"34559","Title":"Easy on the Head with Nice Visuals"}],"FullSalts":["2,5-Dimethoxy-4-methylphenethylamine hydrochloride"],"HeavyAtomCount":14,"IUPACName":"2-(2,5-dimethoxy-4-methylphenyl)ethanamine","InChI":"InChI=1S/C11H17NO2/c1-8-6-11(14-3)9(4-5-12)7-10(8)13-2/h6-7H,4-5,12H2,1-3H3","InChIKey":"UNQQFDCVEMVQHM-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e17\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"195.26 g/mol","PD":"PD046563","PrevSalts":["hydrochloride"],"PubChemId":135740,"Record Description":["2-(2,5-Dimethoxy-4-methylphenyl)ethanamine is a DEA Schedule I controlled substance. Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse. It is a Hallucinogenic substances substance.","2C (2C-x) is a general name for the family of psychedelic phenethylamines containing methoxy groups on the 2 and 5 positions of a benzene ring. Most of these compounds also carry lipophilic substituents at the 4 position, usually resulting in more potent and more metabolically stable and longer acting compounds. Most of the currently known 2C compounds were first synthesized by Alexander Shulgin in the 1970s and 1980s, and published in his book, PiHKAL (Phenethylamines i Have Known And Loved). Dr. Shulgin also invented the term 2C, being an acronym for the 2 carbon atoms between the benzene ring and the amino group.[1] Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.","Wikipedia|List of designer drugs|Psychedelics|2C-x (2,5-dimethoxy-phenethylamine derivatives)","Wikipedia|PiHKAL|Phenethylamines"],"RefCount":3,"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/2C-D","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q209260","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/135740","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL124049","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"Probes \u0026 Drugs","Urls":[{"Link":"https://www.probes-drugs.org/compound/PD046563","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=24333-19-5","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/7J43GY6ONS","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID10179074","Name":"2,5-Dimethoxy-4-methylphenethylamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 135740, 2,5-Dimethoxy-4-methylphenethylamine. Accessed June 26, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/135740\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/135740\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 2,5-Dimethoxy-4-methylphenethylamine. UNII: 7J43GY6ONS. Global Substance Registration System. Accessed June 26, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/7J43GY6ONS\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/7J43GY6ONS\u003c/a\u003e"],"SMILES":"CC1=CC(=C(C=C1OC)CCN)OC","Salts":["hydrochloride"],"SaltsAcidCount":[1],"SaltsAmineCount":[1],"SaltsUNII":["0WKL2T9A2H"],"Scheduling":[{"gov":"Brazil","ref":[],"schedule":"F2 substance"},{"gov":"Canada","ref":[],"schedule":"Schedule III substance"},{"gov":"Germany","ref":[],"schedule":"Anlage I substance"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"}],"StoreUNII":["7J43GY6ONS"],"StructureBase64":"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Effects":null,"Title":"2,5-Dimethoxy-4-methylphenethylamine","UNII":"7J43GY6ONS","Wikidata":"Q209260","Wikipedia":"2C-D","XLogP":1.8}