2C-B-FLY

2C-B-FLY
Clinical data
Routes of; administration	Oral
Drug class	Serotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
Legal status
Legal status	DE: NpSG (Industrial and scientific use only); UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name 2-(4-Bromo-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl)ethanamine;
CAS Number	733720-95-1 ;
PubChem CID	10265873;
ChemSpider	8441352;
UNII	Z1T18Z40OT;
ChEMBL	ChEMBL101189;
CompTox Dashboard (EPA)	DTXSID301342541 DTXSID00170510, DTXSID301342541 ;
Chemical and physical data
Formula	C12H14BrNO2
Molar mass	284.153 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	310 °C (590 °F)
	SMILES NCCc1c2CCOc2c(Br)c3CCOc13;
	InChI InChI=1S/C12H14BrNO2/c13-10-9-3-6-15-11(9)7(1-4-14)8-2-5-16-12(8)10/h1-6,14H2 ; Key:YZDFADGMVOSVIX-UHFFFAOYSA-N ;

2C-B-FLY is a psychedelic and designer drug of the phenethylamine, 2C, and FLY families. It was first synthesized in 1996 by Aaron Monte, Professor of Chemistry at UW-La Crosse.^[1]^[2]

This molecule was researched by Alexander Shulgin, and it was Ann Shulgin's favorite research chemical.^[3]^[4]

^ "Profile for Aaron Monte". UW-La Crosse. 2013-04-10.
^ "Erowid 2C-B-Fly Vaults : 2C-B-FLY". erowid.org. Retrieved 2022-11-24.
^ Kent, James (17 June 2022). "Remembering Psychedelic Chemist Alexander Shulgin". Psychedelic Spotlight. Retrieved 26 March 2025. Ann and Sasha often experimented with psychedelics together, and shared their findings with their confidential research group. "Different people have different body types, so Sasha thought it was important to see how a drug reacts in all kinds of people." When I ask Ann what Sasha's favorite of his own chemicals is she knows immediately. "It would have to be 2C-B. He was always very proud of that one. He called it the Great Teacher. Although I preferred 2C-B-Fly a bit more." But there are so many to choose from. DiPT, 5-MeO-AMT, 5-MeO-DALT, Methylone, 2C-T-7, and this list goes on. Ann can't say for sure how many trips they shared together, she just smiles and says, "We stopped counting at around two-thousand." This is a mind-boggling number considering the total may actually be closer to four-thousand.
^ Cooke, Justin (1 July 2021). "2C-B-FLY: Is It The Best Psychedelic For Arousal & Sexual Intimacy?". Tripsitter. Retrieved 26 March 2025. The overall sentiment for [2C-B-FLY] is that it's one of the most enjoyable of the research psychedelics. Ann Shulgin — wife of Alexander Shulgin and co-author of the books TiHKAL and PiHKAL — once stated that 2C-B-FLY was one of her favorite psychedelics.