2C-B-BUTTERFLY

2C-B-BUTTERFLY (2C-B-MOTH, 2C-B-BFLY) is a conformationally-restricted derivative of the hallucinogen 2C-B and a member of the phenethylamine, 2C, and FLY families. It was discovered in 1999 by Michael S. Whiteside and Aaron Monte.^[1] It is a ring-expanded homologue of the better known compound 2C-B-FLY, and has similar properties as an agonist for serotonin receptors, but with more selectivity for 5-HT_2C over 5-HT_2A.^[2][3]

2C-B-BUTTERFLY

Clinical data
ATC code	none
Identifiers
IUPAC name 2-(10-Bromo-2,3,4,7,8,9-hexahydropyrano[2,3-g]chromen-5-yl)ethan-1-amine
CAS Number	502659-24-7 N
PubChem CID	10244981
ChemSpider	8420468 Y
UNII	32KDF24W6P
CompTox Dashboard (EPA)	DTXSID001032894
Chemical and physical data
Formula	C14H18BrNO2
Molar mass	312.207 g·mol−1
3D model (JSmol)	Interactive image
SMILES O3CCCc1c3c(Br)c2CCCOc2c1CCN
InChI InChI=1S/C14H18BrNO2/c15-12-11-4-2-7-17-13(11)10(5-6-16)9-3-1-8-18-14(9)12/h1-8,16H2 Key:PAFZDNLBBBZEKE-UHFFFAOYSA-N

Analogues and derivatives

Analogues and derivatives of 2C-B:

25-N:

• 25B-N1POMe
• 25B-NAcPip

25-NB:

• 25B-N(BOMe)2
• 25B-NB
• 25B-NB23DM
• 25B-NB25DM
• 25B-NB3OMe
• 25B-NB4OMe
• 25B-NBF
• 25B-NBMD
• 25B-NBOH
• 25B-NBOMe (NBOMe-2CB)
• 2C-B-DRAGONFLY-NBOH
• 2CBCB-NBOMe
  • DMBMPP
• 2CBFly-NBOMe (NBOMe-2CB-Fly)

25-NM:

• 25B-NMe7BF
• 25B-NMe7BT
• 25B-NMe7Bim
• 25B-NMe7Box
• 25B-NMe7DHBF
• 25B-NMe7Ind
• 25B-NMe7Indz
• 25B-NMePyr

Substituted benzofurans:

• 2C-B-FLY
  • 2C-B-BUTTERFLY
  • 2C-B-DRAGONFLY
• DOB-FLY
• DOB-2-DRAGONFLY-5-BUTTERFLY

N-(2C)-fentanyl:

• N-(2C-B) fentanyl^[4]
  • N-(2C-B-FLY) fentanyl^[5]

Other:

• BOB
• BOH-2C-B, β-Hydroxy-2C-B, βOH-2CB^[6][7]
• BMB
• 2C-B-5-hemifly
• 2C-B-aminorex (2C-B-AR)
• 2C-B-AN
• 2C-B-BZP
• 2C-B-FLY-NB2EtO5Cl
• 2C-B-PP
• 2CB-Ind
• βk-2C-B (beta-keto 2C-B)
• N-Ethyl-2C-B
• TCB-2 (2C-BCB)

Legal Status

2C-B-BUTTERFLY is illegal in Latvia.^[8]

See also

• Bromo-DragonFLY
• βk-2C-B
• 2C-D-5-EtO