{"Abbreviation":"DOIP","Aliases":["Doipr","4-Isopropyl-2,5-dimethoxyamphetamine","Benzeneethanamine, 2,5-dimethoxy-α-methyl-4-(1-methylethyl)-","Doip","Q20706958"],"CAS":"42306-96-7","ChEMBL":"CHEMBL8237","ChemicalClasses":["2,5-dimethoxyamphetamine"],"Chirality":"racemic","Classes":["Psychedelic"],"Erowid Experience Reports":[],"Esters":[],"Formating":[],"HeavyAtomCount":17,"IUPACName":"1-(2,5-dimethoxy-4-propan-2-ylphenyl)propan-2-amine","InChI":"InChI=1S/C14H23NO2/c1-9(2)12-8-13(16-4)11(6-10(3)15)7-14(12)17-5/h7-10H,6,15H2,1-5H3","InChIKey":"SPKSLAUXKHSASF-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e14\u003c/sub\u003eH\u003csub\u003e23\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"237.34 g/mol","Opticalactivity":"( + / - )","PubChemId":44265275,"Record Description":["2,5-Dimethoxy-4-isopropylamphetamine (also known as DOiP and DOiPr) is a psychedelic drug of the phenethylamine and amphetamine chemical classes.[1][2][3] It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL (Phenethylamines i Have Known And Loved). Shulgin described DOiPR as being at least an order of magnitude weaker than DOPr, with doses of 20?30 mg required to produce valid changes in mental state.[4] Very little data exists about the pharmacological properties, metabolism, and toxicity of DOiPR.","Wikipedia|List of designer drugs|Psychedelics|Dox"],"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/2,5-Dimethoxy-4-isopropylamphetamine","Name":"2,5-Dimethoxy-4-isopropylamphetamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/44265275","Name":"2,5-Dimethoxy-4-isopropylamphetamine","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL8237","Name":"2,5-Dimethoxy-4-isopropylamphetamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=42306-96-7","Name":"2,5-Dimethoxy-4-isopropylamphetamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/PF0P8RBU0X","Name":"2,5-Dimethoxy-4-isopropylamphetamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID901032534","Name":"2,5-Dimethoxy-4-isopropylamphetamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 44265275, 2,5-Dimethoxy-4-isopropylamphetamine. Accessed July 14, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/44265275\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/44265275\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 2,5-Dimethoxy-4-isopropylamphetamine. UNII: PF0P8RBU0X. Global Substance Registration System. Accessed July 14, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/PF0P8RBU0X\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/PF0P8RBU0X\u003c/a\u003e"],"SMILES":"CC(C)C1=C(C=C(C(=C1)OC)CC(C)N)OC","SaltData":[],"Salts":[],"StereoisomerData":[{"Aliases":null,"PubChemId":null,"SMILES":"COc1cc(C(C)C)c(OC)cc1C[C@H](C)N","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 102.756 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 0h103v79H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m27.444 1.038 9.915 5.724M40.643 12.579v11.319\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath 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