2,5-Dimethoxy-4-isopropylamphetamine

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 DOiP. DOiP substitutes for DOM in rodent drug discrimination tests, but is several-fold less potent than other DOx drugs like DOM, DOET, and DOPR, though it is similar in potency to DOBU.^[5]

DOiP

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
CompTox Dashboard (EPA)	DTXSID901032534
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

See also

• 2C-iP
• 2C-T-4
• DOx