2,5-Dimethoxy-4-isopropylamphetamine

DOiP

Clinical data
Other names	DOiP; DOiPr; 2,5-Dimethoxy-4-isopropylamphetamine; 4-Isopropyl-2,5-dimethoxyamphetamine
Routes of administration	Oral
Drug class	Serotonergic psychedelic; Hallucinogen
Legal status
Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class A
Pharmacokinetic data
Duration of action	Unknown
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
E number	{{#property:P628}}
CompTox Dashboard (EPA)	{{#property:P3117}}
ECHA InfoCard	{{#property:P2566}}
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, amphetamine, and DOx families. It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL (Phenethylamines I Have Known and Loved). He described DOiPR as being at least an order of magnitude weaker than DOPR, with doses of 20 to 30 mg orally required to produce valid changes in mental state. Very little data exists about the pharmacological properties, metabolism, and toxicity of DOiP. DOiP substitutes for DOM in rodent drug discrimination tests, but it is several-fold less potent than other DOx drugs like DOM, DOET, and DOPR, though it is similar in potency to DOBU.

See also

• DOx (psychedelics)
• 2C-iP
• 2C-T-4

External links

• DOIP - Isomer Design
• The Small & Handy DOiP Thread - Bluelight
• DOIP 2nd time difficult yet promising - Bluelight