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6-(2-Aminopropyl)indole

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(Redirected from 6-API)
Chemical compound
Pharmaceutical compound
6-(2-Aminopropyl)indole
Clinical data
Routes of
administration
Oral
ATC code
  • None
Legal status
Legal status
Identifiers
  • 1-(1H-Indol-6-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C11H14N2
Molar mass 174.247g·mol−1
3D model (JSmol)
  • C1=C2C(=CC=C1CC(C)N([H])[H])C=C[N]2[H]
  • InChI=1S/C11H14N2/c1-8(12)6-9-2-3-10-4-5-13-11(10)7-9/h2-5,7-8,13H,6,12H2,1H3[画像:check]Y
  • Key:QCFIFKAOUKPFPU-UHFFFAOYSA-N[画像:check]Y

6-(2-Aminopropyl)indole (6-API, 6-IT) is an indole derivative which was first identified being sold on the designer drug market by a laboratory in the Czech Republic in July 2016.[2]

Alexander Shulgin says in his book TiHKAL "From the normal 3-position to the 2, the 4, the 5, the 6 or the 7-positions. All five alpha-methyltryptamine isomers are known, but only one is known to be active in man as a CNS active material. This is the 5-isomer, 5-(2-aminopropyl)indole or 5-IT".

Pharmacology

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Studies in dogs have shown the drug to increase hemoglobin levels in the bloodstream.[3]

Society and culture

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  • 6-API is a positional isomer of αMT, and as such may be covered by the analogue act in the USA (depending on the nature of its psychoactive effect).
  • 6-API / 6-IT is illegal in the UK, as it was banned as a temporary class drug in June 2013, along with 9 other related compounds.[4] On March 5, 2014, the UK Home Office announced that 6-API would be made a class B drug on 10 June 2014 alongside every other benzofuran entactogen and many structurally related drugs.[5]
  • 6-API is covered by the Australian analogue act as an analogue of MDA "by the replacement of up to 2 carbocyclic or heterocyclic ring structures with different carbocyclic or heterocyclic ring structures"[6]
  • 6-API is uncontrolled in Germany, as indole rings are not included as rings under the 2-phenethylamine derived section of the NPsG.[1]

See also

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References

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  1. 1 2 "New Psychoactive Substances Act (Neue-psychoaktive-Stoffe-Gesetz) (NpSG) Non-official translation" (PDF). Retrieved 9 November 2021.
  2. Europol 2016 Annual Report on the implementation of Council Decision 2005/387/JHA
  3. Maxwell GM (September 1964). "The effects of an indole derivative 692'-amino-propyl indole) on the general and coronary haemodynamics of the intact dog". Experientia. 20 (9): 526–7. doi:10.1007/BF02154095. PMID 5856353. S2CID 7574163.
  4. "Temporary class drug order report on 5-6APB and NBOMe compounds". UK Home Office. 4 Jun 2013. Retrieved 2013年07月11日.
  5. UK Home Office (2014年03月05日). "The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Government. Retrieved 2014年03月11日.
  6. "Criminal Code Act 1995" (PDF). Australian Government. 2009年08月05日. Retrieved 2012年02月08日. PAGE 503
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