DOB-2-DRAGONFLY-5-BUTTERFLY

DOB-2-DRAGONFLY-5-BUTTERFLY
Identifiers
	IUPAC name 1-(4-bromo-7,8-dihydro-6H-furo[2,3-g]chromen-9-yl)propan-2-amine;
CAS Number	1043541-82-7;
PubChem CID	44586224;
ChemSpider	24717777;
ChEMBL	ChEMBL520449;
Chemical and physical data
Formula	C14H16BrNO2
Molar mass	310.191 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(CC1=C2CCCOC2=C(C3=C1OC=C3)Br)N;
	InChI InChI=1S/C14H16BrNO2/c1-8(16)7-11-9-3-2-5-17-14(9)12(15)10-4-6-18-13(10)11/h4,6,8H,2-3,5,7,16H2,1H3; Key:OEZJAFWOXYNISY-UHFFFAOYSA-N;

DOB-2-DRAGONFLY-5-BUTTERFLY is a drug with an unusual furo[2,3-g]chromene core structure which acts as a 5-HT_2A receptor agonist. It was first synthesised by David E. Nichols and colleagues in 2008, and while it is weaker than similar compounds such as Bromo-DragonFLY it is still the most potent among a number of related derivatives.^[1]^[2]

References

^ Schultz DM, Prescher JA, Kidd S, Marona-Lewicka D, Nichols DE, Monte A (June 2008). "'Hybrid' benzofuran-benzopyran congeners as rigid analogs of hallucinogenic phenethylamines". Bioorganic & Medicinal Chemistry. 16 (11): 6242–51. doi:10.1016/j.bmc.2008.04.030. PMC 2601679. PMID 18467103.
^ Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. pp. 857–860. ISBN 978-3-03788-700-4.

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[pmid18467103-1] Schultz DM, Prescher JA, Kidd S, Marona-Lewicka D, Nichols DE, Monte A (June 2008). "'Hybrid' benzofuran-benzopyran congeners as rigid analogs of hallucinogenic phenethylamines". Bioorganic & Medicinal Chemistry. 16 (11): 6242–51. doi:10.1016/j.bmc.2008.04.030. PMC 2601679. PMID 18467103.

[2] Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. pp. 857–860. ISBN 978-3-03788-700-4.

[1]

[2]

Identifiers


IUPAC name 1-(4-bromo-7,8-dihydro-6H-furo[2,3-g]chromen-9-yl)propan-2-amine
CAS Number	1043541-82-7
PubChem CID	44586224
ChemSpider	24717777
ChEMBL	ChEMBL520449
Chemical and physical data
Formula	C₁₄H₁₆BrNO₂
Molar mass	310.191 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(CC1=C2CCCOC2=C(C3=C1OC=C3)Br)N
InChI InChI=1S/C14H16BrNO2/c1-8(16)7-11-9-3-2-5-17-14(9)12(15)10-4-6-18-13(10)11/h4,6,8H,2-3,5,7,16H2,1H3 Key:OEZJAFWOXYNISY-UHFFFAOYSA-N

DOB-2-DRAGONFLY-5-BUTTERFLY

See also

References