{"Abbreviation":"DOB","Aliases":["2,5-Dimethoxy-4-bromoamphetamine","4-Bromo-2,5-dimethoxyphenylisopropylamine","32156-26-6","1-(2,5-Dimethoxyphenyl-4-bromo)-2-aminopropane","DOB-4","4-DOB","2,5-Dimethoxy-(4-bromo)phenylisopropylamine","1-(4-Bromo-2,5-dimethoxyphenyl)-2-aminopropane","4-Bromo-2,5-dimethoxy-α-methylbenzeneethanamine","Brolamfetamine","4-Bromo-2,5-dimethoxyamphetamine","Brolanfetamina","Brolamfetaminum","BROMO-DMA","bromoamphetamine","DOB","4-Bromo-2,5-dimethoxy-amphetamine","Benzeneethanamine, 4-bromo-2,5-dimethoxy-α-methyl-","J275.083J","4-Bromo-2,5-dimethoxy-α-methylphenethylamine","Benzeneethanamine, 4-bromo-2,5-dimethoxy-α-methyl-, (+-)-","4-Bromo-DMA","Ncgc00168267-01","Racemic DOB","brolamfetamine"],"CAS":"64638-07-9","ChEMBL":"CHEMBL6607","ChemicalClasses":["2,5-dimethoxyamphetamine"],"Chirality":"racemic","Classes":["Psychedelic"],"DEA no":7391,"Erowid Experience Reports":[],"Esters":[],"Formating":[],"HeavyAtomCount":15,"IUPACName":"1-(4-bromo-2,5-dimethoxyphenyl)propan-2-amine","InChI":"InChI=1S/C11H16BrNO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3","InChIKey":"FXMWUTGUCAKGQL-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations, and other alterations of mood and thinking. Despite the name, the feature that distinguishes these agents from other classes of drugs is their capacity to induce states of altered perception, thought, and feeling that are not experienced otherwise. (See all compounds classified as Hallucinogens.)","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e16\u003c/sub\u003eBrNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"274.15 g/mol","Opticalactivity":"( + / - )","PubChemId":62065,"Record Description":["Wikipedia|PiHKAL|Phenethylamines","Wikipedia|List of designer drugs|Psychedelics|Dox"],"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/2,5-Dimethoxy-4-bromoamphetamine","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q209241","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false},{"Link":"https://www.wikidata.org/wiki/Q27275334","Name":"(R)-2,5-Dimethoxy-4-bromoamphetamine","Sub":true}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB01484","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/62065","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/12626561","Name":"(R)-2,5-Dimethoxy-4-bromoamphetamine","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL6607","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL69700","Name":"(R)-2,5-Dimethoxy-4-bromoamphetamine","Sub":true}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=64638-07-9","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=43061-15-0","Name":"(R)-2,5-Dimethoxy-4-bromoamphetamine","Sub":true}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D12707","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/67WJC4Y2QY","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/C918IS60W6","Name":"(R)-2,5-Dimethoxy-4-bromoamphetamine","Sub":true}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID5050428","Name":"2,5-Dimethoxy-4-bromoamphetamine","Sub":false},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID70109993","Name":"(R)-2,5-Dimethoxy-4-bromoamphetamine","Sub":true}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 62065, 2,5-Dimethoxy-4-bromoamphetamine. Accessed July 13, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/62065\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/62065\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 2,5-Dimethoxy-4-bromoamphetamine. UNII: 67WJC4Y2QY. Global Substance Registration System. Accessed July 13, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/67WJC4Y2QY\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/67WJC4Y2QY\u003c/a\u003e"],"SMILES":"CC(CC1=CC(=C(C=C1OC)Br)OC)N","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 0 117.432 78.276\"\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 0h118v79H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m72.018 46.754-.003-15.24M72.015 31.514l-13.199-7.618M58.816 23.896l-13.197 7.622\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M45.619 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