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6-(2-Aminopropyl)indole
Chemical compound
Chemical compound
| Field | Value | ||
|---|---|---|---|
| IUPAC_name | 1-(1*H*-Indol-6-yl)propan-2-amine | ||
| image | 6-API.svg | ||
| image_class | skin-invert-image | ||
| legal_DE | Uncontrolled | ||
| legal_DE_comment | |||
| legal_status | Uncontrolled (but covered under the Federal Analogue Act in the United States and Australia and likely under similar bills in other countries) | ||
| routes_of_administration | Oral | ||
| excretion | |||
| CAS_number | 22196-72-1 | ||
| UNII_Ref | |||
| UNII | M7C77J017A | ||
| ATC_prefix | None | ||
| PubChem | 30999 | ||
| ChemSpiderID | 28759 | ||
| C | 11 | H = 14 | N = 2 |
| SMILES | C1=C2C(=CC=C1CC(C)N([H])[H])C=C[N]2[H] | ||
| StdInChI_Ref | |||
| StdInChI | 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 | ||
| StdInChIKey_Ref | |||
| StdInChIKey | QCFIFKAOUKPFPU-UHFFFAOYSA-N |
| elimination_half-life =
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.
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"http://www.erowid.org/library/books_online/tihkal/tihkal48.shtml.
Pharmacology
Studies in dogs have shown the drug to increase hemoglobin levels in the bloodstream.
Society and culture
Legal status
- 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. 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.
- 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-API is uncontrolled in Germany, as indole rings are not included as rings under the 2-phenethylamine derived section of the NPsG.
References
References
- [http://www.emcdda.europa.eu/system/files/publications/4724/TDAN17001ENN_PDFWEB.pdf Europol 2016 Annual Report on the implementation of Council Decision 2005/387/JHA]
- (September 1964). "The effects of an indole derivative 692'-amino-propyl indole) on the general and coronary haemodynamics of the intact dog". Experientia.
- (4 Jun 2013). "Temporary class drug order report on 5-6APB and NBOMe compounds". UK Home Office.
- UK Home Office. (2014-03-05). "The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Government.
- (2009-08-05). "Criminal Code Act 1995". Australian Government.
- "New Psychoactive Substances Act (Neue-psychoaktive-Stoffe-Gesetz) (NpSG) Non-official translation".
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