DOB-5-hemiFLY

DOB-5-hemiFLY
Clinical data
Other names	Bromo-semi-fly; B-Semi-fly; B-SF; 5-MeO-7-Br-4-APDB; 7-Bromo-2,3-dihydro-5-methoxy-α-methyl-4-benzofuranethanamine; F-4A5,7B; DOB-5-HEMIFLY
Drug class	Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen
ATC code	None;
Identifiers
	IUPAC name 1-(7-bromo-5-methoxy-2,3-dihydro-1-benzofuran-4-yl)propan-2-amine;
CAS Number	178557-10-3;
PubChem CID	10891445;
ChemSpider	9066709;
ChEMBL	ChEMBL94982;
Chemical and physical data
Formula	C12H16BrNO2
Molar mass	286.169 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(CC1=C2CCOC2=C(C=C1OC)Br)N;
	InChI InChI=1S/C12H16BrNO2/c1-7(14)5-9-8-3-4-16-12(8)10(13)6-11(9)15-2/h6-7H,3-5,14H2,1-2H3; Key:PKJQSBXFDIUPBW-UHFFFAOYSA-N;

DOB-5-hemiFLY, also known as bromo-semi-fly (B-SF) or as 5-MeO-7-Br-4-APDB, is a putative serotonergic psychedelic of the phenethylamine, amphetamine, DOx, and benzofuran families related to DOB and DOB-FLY. It is the derivative of DOB in which the methoxy group at the 5 position has been cyclized with the benzene ring to form a dihydrofuran group or benzodihydrofuran ring system. The drug differs from the FLY psychedelics DOB-FLY and Bromo-DragonFLY (DOB-DFLY) in that only one of the methoxy groups has been cyclized rather than both.