5-Methoxy-2-aminoindane

MEAI, 5-MeO-AI

Molecular structure via molpic based on CDK

Physical properties []
Molecular mass	163.22 g/mol ^[1]
Predicted LogP	1.3 ^[1]

Structural Identifiers []
Molecular formula	C₁₀H₁₃NO ^[1]
IUPAC name	5-methoxy-2,3-dihydro-1H-inden-2-amine ^[1]
SMILES	COC1=CC2=C(CC(C2)N)C=C1 ^[1]
InChI	InChI=1S/C10H13NO/c1-12-10-3-2-7-4-9(11)5-8(7)6-10/h2-3,6,9H,4-5,11H2,1H3 ^[1]
InChIKey	HLXHCNWEVQNNKA-UHFFFAOYSA-N ^[1]

5-Methoxy-2-aminoindane (also known as 2-Amino-5-methoxyindan, 2-amino-5-methoxyindan, Chaperon, 5-Meo-ai, 5-methoxyindan-2-ylamine, 1H-Inden-2-amine, 2,3-dihydro-5-methoxy-, 5-Methoxy-2,3-dihydro-1h-inden-2-amine, MEAI, 5-Methoxyindan-2-amine or Mfcd08234971) is a substance of the 2-aminoindane class.

Chemistry

Stereochemistry []

5-Methoxy-2-aminoindane is a racemic mixture of the enantiomers.

Stereoisomerism
(R)-5-Methoxy-2-aminoindane (S)-5-Methoxy-2-aminoindane
Stereoisomer enumberation with rdkit

Subjective effects []

Pilz / 5-Methoxy-2-aminoindane []
Routes: Insufflated (30mg) Effects: light cognitive euphoria sedation light increased libido light empathy affection and sociability enhancement Notes: Burns even more than 2,5-Dimethoxy-4-bromophenethylamine when consumed via insufflated

Pilz / 5-Methoxy-2-aminoindane []

Routes:

Insufflated (30mg)

Effects:

light cognitive euphoria
sedation
light increased libido
light empathy affection and sociability enhancement

Notes:

Burns even more than 2,5-Dimethoxy-4-bromophenethylamine when consumed via insufflated

emily / 5-Methoxy-2-aminoindane []
Routes: Insufflated (22 - 30mg)

Experience reports

There are currently 1 trip reports involving 5-methoxy-2-aminoindane on Reddit: []

"There are 45 psychedelic and dissociative trip reports in the Drug Users Bible: Download a free copy from here. Whether psychedelics are used for recreation, you need to look after yourself. Stay safe." by DMTrott (3 upvotes)

Legal status []

Germany: 5-Methoxy-2-aminoindane is a Neuer-Psychoaktiver-Stoff under the "Neue-psychoaktive-Stoffe-Gesetz (NpSG)".
United Kingdom: 5-Methoxy-2-aminoindane is a PSA substance.

External links []

References []

National Center for Biotechnology Information. PubChem Compound Summary for CID 12147687, 5-Methoxy-2-aminoindane. Accessed June 3, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/12147687
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 5-Methoxy-2-aminoindane. UNII: AD8S15863A. Global Substance Registration System. Accessed June 3, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/AD8S15863A

AnodyneWiki