5-IAI

Chemical compound
  • ?
Routes of
administrationOral, Insufflated, RectalATC code
  • none
Legal statusLegal status
  • BR: Class F2 (Prohibited psychotropics)[1]
  • DE: NpSG (Industrial and scientific use only)
  • UK: Under Psychoactive Substances Act
  • In general: uncontrolled
Identifiers
  • 5-iodo-2,3-dihydro-1H-inden-2-amine
CAS Number
  • 132367-76-1 ☒N
PubChem CID
  • 131506
ChemSpider
  • 116224 checkY
UNII
  • 7X16E45Y1X
CompTox Dashboard (EPA)
  • DTXSID60927643 Edit this at Wikidata
Chemical and physical dataFormulaC9H10INMolar mass259.090 g·mol−13D model (JSmol)
  • Interactive image
  • c2c1CC(N)Cc1ccc2I
InChI
  • InChI=1S/C9H10IN/c10-8-2-1-6-4-9(11)5-7(6)3-8/h1-3,9H,4-5,11H2 checkY
  • Key:BIHPYCDDPGNWQO-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

5-Iodo-2-aminoindane (5-IAI) is a drug which acts as a releasing agent of serotonin, norepinephrine, and dopamine.[2] It was developed in the 1990s by a team led by David E. Nichols at Purdue University.[3] 5-IAI fully substitutes for MDMA in rodents and is a putative entactogen in humans.[3] Unlike related aminoindane derivatives like MDAI and MMAI, 5-IAI causes some serotonergic neurotoxicity in rats, but is substantially less toxic than its corresponding amphetamine homologue pIA, with the damage observed barely reaching statistical significance.[2]

Legal status

Sweden's public health agency suggested classifying 5-IAI as a hazardous substance, on September 25, 2019.[4]

References

  1. ^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  2. ^ a b Johnson MP, Conarty PF, Nichols DE (July 1991). "[3H]monoamine releasing and uptake inhibition properties of 3,4-methylenedioxymethamphetamine and p-chloroamphetamine analogues". European Journal of Pharmacology. 200 (1): 9–16. doi:10.1016/0014-2999(91)90659-E. PMID 1685125.
  3. ^ a b Nichols DE, Johnson MP, Oberlender R (January 1991). "5-Iodo-2-aminoindan, a nonneurotoxic analogue of p-iodoamphetamine". Pharmacology Biochemistry and Behavior. 38 (1): 135–9. doi:10.1016/0091-3057(91)90601-W. PMID 1826785. S2CID 20485505.
  4. ^ "Tretton ämnen föreslås klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 25 September 2019. Archived from the original on 31 October 2019. Retrieved 11 November 2019.
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Phenylalkyl-
amines
(other than
cathinones)
Cyclized phenyl-
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CathinonesTryptaminesChemical classes
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DRAsTooltip Dopamine releasing agents
NRAsTooltip Norepinephrine releasing agents
SRAsTooltip Serotonin releasing agents
Others
See also: Receptor/signaling modulators • Monoamine reuptake inhibitors • Adrenergics • Dopaminergics • Serotonergics • Monoamine metabolism modulators • Monoamine neurotoxins