1-Aminomethylindane

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1-Aminomethylindane
Names
IUPAC name
2,3-dihydro-1H-inden-1-ylmethanamine
Other names
1-AMI
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 832-793-1
  • InChI=1S/C10H13N/c11-7-9-6-5-8-3-1-2-4-10(8)9/h1-4,9H,5-7,11H2
    Key: QBHALBZXAXQBOY-UHFFFAOYSA-N
  • C1CC2=CC=CC=C2C1CN
Properties
C10H13N
Molar mass 147.221 g·mol−1
Hazards
GHS labelling:[1]
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302, H315, H318, H335
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Aminomethylindane (1-AMI) is a chemical compound and derivative of indane. It can also be thought of as a cyclized phenethylamine or β-phenethylamine derivative in which the side chain is cyclized with the benzene ring. 1-AMI is the parent compound of a group of psychedelic- and entactogen-related drugs that includes 1-aminomethyl-5-methoxyindane (1-AMMI; related to para-methoxyamphetamine (PMA)), 2CB-Ind (related to 2C-B), jimscaline (related to mescaline), and bromojimscaline (related to 2-bromomescaline).[1][2][3]

See also

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References

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  1. ^ Trachsel, D.; Lehmann, D.; Enzensperger, C. (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Retrieved 31 January 2025.
  2. ^ Blaazer AR, Smid P, Kruse CG (September 2008). "Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT(2A) receptors". ChemMedChem. 3 (9): 1299–1309. doi:10.1002/cmdc.200800133. PMID 18666267.
  3. ^ McLean TH, Chambers JJ, Parrish JC, Braden MR, Marona-Lewicka D, Kurrasch-Orbaugh D, Nichols DE (July 2006). "C-(4,5,6-trimethoxyindan-1-yl)methanamine: a mescaline analogue designed using a homology model of the 5-HT2A receptor". J Med Chem. 49 (14): 4269–4274. doi:10.1021/jm060272y. PMID 16821786.