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===United States===
===United States===
2-Aminoindane is not scheduled at the federal level in the [[United States]],<ref name="PART 1308 — SCHEDULES OF CONTROLLED SUBSTANCES - 1308.11 Schedule I">[http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm 21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I.]</ref> but may be considered an analog of amphetamine, in which case purchase, sale, or possession could be prosecuted under the [[Federal Analog Act]].
2-Aminoindane is not scheduled at the federal level in the [[United States]],<ref name="PART 1308 — SCHEDULES OF CONTROLLED SUBSTANCES - 1308.11 Schedule I">[http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm 21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I.]</ref> but may be considered an analog of amphetamine, in which case purchase, sale, or possession could be prosecuted under the [[Federal Analog Act]].

==Recreational abuse==
Aminoindanes are commonly abused in the form of [[bath salts]] and are widely substituted for [[ecstacy]]. Having a serotonergic mechanism, there is concern about a risk for serotonin syndrome with their abuse. Deaths related to their toxic effects have been observed both in the laboratory in animal studies and in clinical encounters.<ref>{{cite journal |last1=Pinterova |first1=N |last2=Horsley |first2=RR |last3=Palenicek |first3=T |title=Synthetic Aminoindanes: A Summary of Existing Knowledge. |journal=Frontiers in psychiatry |date=2017 |volume=8 |pages=236 |doi=10.3389/fpsyt.2017.00236 |pmid=29204127}}</ref>


==Chemical derivatives==
==Chemical derivatives==

Revision as of 23:33, 25 March 2019

2-Aminoindane
Structural formula of 2-aminoindane
Ball-and-stick model of the 2-aminoindane molecule
Clinical data
Other names2-indanylamine;
2-indanamine
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 2,3-Dihydro-1H-inden-2-amine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.019.111 Edit this at Wikidata
Chemical and physical data
FormulaC9H11N
Molar mass133.190 g/mol g·mol−1
3D model (JSmol)
  • C1C(CC2=CC=CC=C21)N
  • InChI=1S/C9H11N/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4,9H,5-6,10H2 checkY
  • Key:LMHHFZAXSANGGM-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

2-Aminoindane (2-AI) is a research chemical. It is a rigid analogue of amphetamine and partially substitutes for it in rat discrimination tests.[1]

Legality

China

As of October 2015 2-AI is a controlled substance in China.[2]

United States

2-Aminoindane is not scheduled at the federal level in the United States,[3] but may be considered an analog of amphetamine, in which case purchase, sale, or possession could be prosecuted under the Federal Analog Act.

Recreational abuse

Aminoindanes are commonly abused in the form of bath salts and are widely substituted for ecstacy. Having a serotonergic mechanism, there is concern about a risk for serotonin syndrome with their abuse. Deaths related to their toxic effects have been observed both in the laboratory in animal studies and in clinical encounters.[4]

Chemical derivatives

There are a number of derivatives of 2-aminoindane and its positional isomer 1-aminoindane exist, including:

See also

References

  1. ^ Oberlender R, Nichols DE. (1991). "Structural variation and (+)-amphetamine-like discriminative stimulus properties". Pharmacol Biochem Behav. 38 (3): 581–586. doi:10.1016/0091-3057(91)90017-V. PMID 2068194.
  2. ^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.
  3. ^ 21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I.
  4. ^ Pinterova, N; Horsley, RR; Palenicek, T (2017). "Synthetic Aminoindanes: A Summary of Existing Knowledge". Frontiers in psychiatry. 8: 236. doi:10.3389/fpsyt.2017.00236. PMID 29204127.{{cite journal}}: CS1 maint: unflagged free DOI (link)