Diaza-2C-DFLY

Diaza-2C-DFLY
Clinical data
Other names	8-(Aminoethyl)-1,5-dihydropyrrolo[2,3-f]indole; Dipyrrolophenethylamine; Dipyrrolo-PEA
ATC code	None;
Chemical and physical data
Formula	C12H13N3
Molar mass	199.257 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N([H])([H])CCC1=C2C=CNC2=CC2=C1NC=C2;
	InChI InChI=1S/C12H13N3/c13-4-1-10-9-3-6-14-11(9)7-8-2-5-15-12(8)10/h2-3,5-7,14-15H,1,4,13H2; Key:DVHVDLRBBZVUJL-UHFFFAOYSA-N;

Diaza-2C-DFLY, also known as 8-(aminoethyl)-1,5-dihydropyrrolo[2,3-f]indole, is a chemical compound of the phenethylamine family related to the FLY group of psychedelic drugs.^[1] It is a tricyclic benzodipyrrole or pyrroloindole derivative.^[1] The compound is the analogue of 2C-DFLY in which the oxygen atoms within the molecule have been replaced with nitrogen atoms.^[1] Diaza-2C-DFLY is a sort of hybrid chemical structure between the phenethylamines and tryptamines.^[1] In addition, it may be considered an unusual partial ergoline.^[1] Diaza-2C-DFLY does not yet appear to have been synthesized or studied.^[1] It was first described in the scientific literature, as a theoretical compound of interest, by Daniel Trachsel in 2013.^[1] Various related theoretical compounds were also discussed.^[1]

Diaza-2C-DFLY and related compounds

References

1 2 3 4 5 6 7 8 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. pp. 502–503. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025. Es gabe noch eine große Anzahl an potenziell interessanten Verbindungen, so z. B. die Substanzen 30a-30b. Die Substanzen des Typs 30a tragen eine Indolstruktur, was insofern interessant ist, als sie ein neues Verschmelzen zwischen Phenethylaminen und Tryptaminen darstellen. Die Substanzen des Typs 30b tragen in den zwei Pyridin-Strukturelementen zwar Heteroatome an den richtigen Stellen, haben aber, verglichen mit 30a komplett andere Säure-Base-Eigenschaften, da Pyridinderivate im Gegensatz zu Indolen basischer Natur sind.

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