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DOI (hydrochloride)

Item No. 13885

Synonyms
Synonyms
  • 2,5-dimethoxy-4-Iodoamphetamine
Technical Information
Formal Name
4-iodo-2,5-dimethoxy-a-methyl-benzeneethanamine, monohydrochloride
CAS Number
42203-78-1
Molecular Formula
C11H16INO2 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
235, 300 nm
SMILES
COC1=C(CC(C)N)C=C(OC)C(I)=C1.Cl
InChi Code
InChI=1S/C11H16INO2.ClH/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2;/h5-7H,4,13H2,1-3H3;1H
InChi Key
QVFDMWGKHUFODK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    DOI (hydrochloride) (Item No. 13885) is an analytical reference standard categorized as an amphetamine and phenethylamine. DOI has psychotomimetic properties and abuse of DOI has been reported.1,2,3 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shulgin, A.T. Psychotomimetic Drugs: Structure-activity relationships. Stimulants 243-333 (1978).

    2. Bruno, R., Matthews, A.J., Dunn, M., et alEmerging psychoactive substance use among regular ecstasy users in Australia. Drug Alcohol Depend. 124(1-2), 19-25 (2012).

    3. Kerrigan, S., Banuelos, S., Perrella, L., et alSimultaneous detection of ten psychedelic phenethylamines in urine by gas chromatography-mass spectrometry. J. Anal. Toxicol. 35(7), 459-469 (2011).

    Product Citations

    McGriff, S.A., Hecker, J.C., Maitland, A.D., et alPsychedelic-like effects induced by 2,5-dimethoxy-4-iodoamphetamine, lysergic acid diethylamide, and psilocybin in male and female C57BL/6J mice. Psychopharmacology (Berl) (2025).

    Lewis, V., Bonniwell, E.M., Lanham, J.K., et alA non-hallucinogenic LSD analog with therapeutic potential for mood disorders. Cell Rep. 42(3), 112203 (2023).

    Glatfelter, G.C., Pottie, E., Partilla, J.S., et alStructure–activity relationships for psilocybin, baeocystin, aeruginascin, and related analogues to produce pharmacological effects in mice. ACS Pharmacol. Transl. Sci. 5(11), 1181-1196 (2022).