2,5-Dimethoxy-4-isopropylamphetamine

2,5-Dimethoxy-4-isopropylamphetamine
Legal status
Legal status	CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Class A;
Identifiers
	IUPAC name 1-[2,5-Dimethoxy-(propan-2-yl)phenyl]propan-2-amine;
CAS Number	42306-96-7 ; 53581-56-9 (hydrochloride salt);
PubChem CID	44265275;
ChemSpider	23108724;
UNII	PF0P8RBU0X;
Chemical and physical data
Formula	C14H23NO2
Molar mass	237.343 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=C(C=C(C(=C1)C(C)C)OC)CC(C)N;
	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; Key:UEEAUFJYLUJWQJ-UHFFFAOYAM;

2,5-Dimethoxy-4-isopropylamphetamine (also known as DOiP and DOiPr) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. 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. Very little data exists about the pharmacological properties, metabolism, and toxicity of DOiPR.

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