2-Aminoindane

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Summary

2-Aminoindane (2-AI) is a compound utilized in scientific research for its potential in addressing neurological conditions and supporting psychotherapy practices. Additionally, it has found its way into the market as a designer drug. Its primary mechanism of action involves its selective interaction with the norepinephrine transporter (NET) and dopamine transporter (DAT).

Identifiers
IUPAC name
CAS Number2975-41-9 
PubChem CID76310
ChemSpider68787 
UNII1P810SQ3EY
CompTox Dashboard (EPA)DTXSID40183902
ECHA InfoCard100.019.111
Chemical and physical data
FormulaC9H11N
Molar mass133.194 g·mol−1

Therapeutic and illicit uses

Synthetic aminoindanes were initially created for their potential as anti-Parkinsonian medications and as therapeutic aids in psychotherapy. Unfortunately, instances of fatalities associated with their toxic properties have been documented in laboratory animal studies as well as clinical settings. Notably, 2-AI exhibits structural similarity to amphetamine and has been observed to mimic its effects in rat discrimination tests partially.

Chemical derivatives

Numerous derivatives of 2-aminoindane and its positional isomer 1-aminoindane are available, including:

  1. 5-IAI
  2. Aprindine
  3. ETAI
  4. Indanorex
  5. Indantadol
  6. Jimscaline
  7. Ladostigil
  8. MDAI
  9. MEAI
  10. MDMAI
  11. MMAI
  12. NM-2-AI
  13. PNU-99,194
  14. Rasagiline
  15. TAI

Legal status

China:
2-Aminoindane (2-AI) was categorized as a controlled substance in China as of October 2015.
Sweden:
On June 24, 2019, Sweden’s public health agency recommended classifying 2-AI as a hazardous substance.
United States:
At the federal level in the United States, 2-Aminoindane is not currently classified as a scheduled substance. However, it may be treated as an analog of amphetamine, potentially leading to legal consequences under the Federal Analog Act for its purchase, sale, or possession.

FAQ

  • What is 2-Aminoindane?
  • 2-Aminoindane is a chemical compound with the molecular formula C9H9N. It is classified as a substituted phenethylamine and can act as a psychoactive substance. It is related structurally to amphetamines and can have stimulant effects on the central nervous system.
  • Is 2-Aminoindane legal?
  • The legal status of 2-Aminoindane can vary from country to country and even within different regions or states. It’s important to check your local laws and regulations regarding the possession, sale, and use of this substance. In many places, it may be considered a controlled or prohibited substance.
  • What are the effects of 2-Aminoindane?
  • The effects of 2-aminoindane can include increased energy, alertness, and stimulation. Some users have reported mood enhancement and euphoria. However, it can also have adverse effects, such as increased heart rate, blood pressure, and anxiety. The effects may vary depending on the dose and individual response.
  • Is 2-Aminoindane safe to use?
  • The safety of 2-Aminoindane is a subject of concern and debate. There is limited research on its long-term effects and potential risks. Like other psychoactive substances, it can be associated with addiction, tolerance, and withdrawal symptoms. It is crucial to use caution and be aware of potential health risks.
  • What are the risks associated with 2-Aminoindane?
  • Some potential risks of using 2-Aminoindane include addiction, cardiovascular issues (elevated heart rate and blood pressure), anxiety, insomnia, and potential mental health effects. It may interact with other medications or substances, so it’s essential to use it with caution.
  • Is 2-Aminoindane used for any medical purposes?
  • 2-Aminoindane is not approved for any medical use in most countries. Research on its potential therapeutic applications is limited.
  • How is 2-Aminoindane typically consumed?
  • 2-Aminoindane is most commonly found in the form of a powder or crystalline substance. It can be ingested orally, snorted, or used in other ways. The dosage and method of consumption can significantly impact the effects and risks associated with its use.
  • Can 2-Aminoindane be detected in drug tests?
  • 2-Aminoindane may be detected in drug tests, especially if specific tests for its presence are conducted. If you are subject to drug testing for any reason, it’s important to be aware that using this substance could lead to a positive result.
  • What are the potential legal consequences of possessing or selling 2-Aminoindane?
  • The legal consequences of possessing or selling 2-Aminoindane can vary widely depending on your location and the quantity involved. It may be considered a controlled substance in some jurisdictions, leading to criminal charges if caught in possession or distribution.
  • Where can I find more information about 2-Aminoindane?
  • It’s essential to rely on credible sources for information about 2-Aminoindane and its legal status in your area. Consult local drug laws, government websites, and harm reduction organizations for the most up-to-date information and resources related to this substance.

References

  1. Manier SK, Felske C, Eckstein N, Meyer MR (October 2019). “Exploring the Metabolic Pathways of Two Novel Psychoactive Substances: 2-Aminoindane and N-Methyl-2-Aminoindane – An In-Depth In Vitro and In Vivo Analysis to Support Drug Testing”. Published in Drug Testing and Analysis, Volume 12, Issue 1, Pages 145–151. DOI: 10.1002/dta.2699. PMID: 31667988.
  2. Halberstadt AL, Brandt SD, Walther D, Baumann MH (March 2019). “Unraveling the Mystery of 2-Adrenergic Receptors”. Published in Psychopharmacology, Volume 236, Issue 3, Pages 989–999. DOI: 10.1007/s00213-019-05207-1. PMC: 6848746. PMID: 30904940.
  3. Simmler LD, Rickli A, Schramm Y, Hoener MC, Liechti ME (March 2014). “Investigating the Pharmacological Profiles of Aminoindanes, Piperazines, and Pipradrol Derivatives” (PDF). Published in Biochemical Pharmacology, Volume 88, Issue 2, Pages 237–244. DOI: 10.1016/j.bcp.2014.01.024. PMID: 24486525.
  4. Pinterova N, Horsley RR, Palenicek T (2017). “A Comprehensive Overview of Synthetic Aminoindanes”. Published in Frontiers in Psychiatry, Volume 8, Page 236. DOI: 10.3389/fpsyt.2017.00236. PMC: 5698283. PMID: 29204127.
  5. Oberlender R, Nichols DE (March 1991). “Diving into Structural Variations and the Stimulus Properties Resembling (+)-Amphetamine”. Published in Pharmacology, Biochemistry, and Behavior, Volume 38, Issue 3, Pages 581–586. DOI: 10.1016/0091-3057(91)90017-V. PMID: 2068194. S2CID: 19069907.
  6. “关于印发《非药用类麻醉药品和精神药品列管办法》的通知” [On the issuance of non-pharmaceutical narcotic drugs and psychotropic substances listed in the notice] (in Chinese). China Food and Drug Administration. Dated 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
  7. “Åtta ämnen föreslås klassas som narkotika eller hälsofarlig vara” [Eight substances are proposed to be classified as narcotics or dangerous to health] (in Swedish). Published by Folkhälsomyndigheten on 24 June 2019.
  8. “21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I.” Archived from the original on 2009-08-27. Retrieved 2018-02-14.

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