Anodyne

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DOI
Generated by the Chemistry Development Kit (http://github.com/cdk)
Salts
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Hydrochloride
Generated by the Chemistry Development Kit (http://github.com/cdk)
Molecular structure via molpic based on CDK
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Conformer structure via JSmol
Physical properties
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321.15 g/mol [1]
2.5 [1]
Structural Identifiers
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C11H16INO2 [1]
1-(4-iodo-2,5-dimethoxyphenyl)propan-2-amine [1]
CC(CC1=CC(=C(C=C1OC)I)OC)N [1]
InChI=1S/C11H16INO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3 [1]
InChIKeyBGMZUEKZENQUJY-UHFFFAOYSA-N [1]

2,5-Dimethoxy-4-iodoamphetamine

2,5-Dimethoxy-4-iodoamphetamine (also known as 4-DOI, 4-Iodo-2,5-dimethoxyphenylisopropylamine, 2,5-Dimethoxy-4-iodophenylisopropylamine, 1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane, 1-(4-Iodo-2,5-dimethoxyphenyl)-2-aminopropane, DOI-P, 4-Iodo-2,5-dimethoxy-α-methylbenzeneethanamine, DOI cpd, DOI or 4-Iodo-2,5-dimethoxyamphetamine) is a psychedelic substance of the 2,5-dimethoxyamphetamine class.

Chemistry

Salts []

2,5-Dimethoxy-4-iodoamphetamine is typically found in the form of its hydrochloride salt.

 []

2,5-Dimethoxy-4-iodoamphetamine is a racemic mixture of the

Stereoisomers
(R)-2,5-Dimethoxy-4-iodoamphetamineGenerated by the Chemistry Development Kit (http://github.com/cdk)
(S)-2,5-Dimethoxy-4-iodoamphetamineGenerated by the Chemistry Development Kit (http://github.com/cdk)

See also []

  • 4-Substituted 2,5-dimethoxyamphetamines (DOx)
  • Anodyne

    • External links []

    References []

    1. National Center for Biotechnology Information. PubChem Compound Summary for CID 1229, 2,5-Dimethoxy-4-iodoamphetamine. Accessed July 13, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/1229

    2. U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 2,5-Dimethoxy-4-iodoamphetamine. UNII: OOM10GW9UE. Global Substance Registration System. Accessed July 13, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/OOM10GW9UE