2C-B-BUTTERFLY

2C-B-BUTTERFLY
Systematic (IUPAC) name
	2-(10-Bromo-2,3,4,7,8,9-hexahydropyrano[2,3-g]chromen-5-yl)ethan-1-amine
Identifiers
CAS Number	502659-24-7
ATC code	none
PubChem	CID 10244981
ChemSpider	8420468
Chemical data
Formula	C14H18BrNO2
Molar mass	312.202 g/mol
	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 ;

2C-B-BUTTERFLY is a conformationally-restricted derivative of the phenethylamine hallucinogen 2C-B, which 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]

Legal Status[edit]

2C-B-BUTTERFLY is illegal in Latvia.^[4]

^ Whiteside, MS. Synthesis of hexahydrobenzodipyrans as ring-expanded analogues of potent serotonin 5-HT2A/2C receptor probes. UW-LaCrosseJUR, 1999; 2: 61–68.
^ Whiteside MS, Kurrasch-Orbaugh D, Marona-Lewicka D, Nichols DE, Monte A. Substituted hexahydrobenzodipyrans as 5-HT2A/2C receptor probes. Bioorg. Med. Chem 2002; 10(10): 3301–3306. doi: 10.1016/S0968-0896(02)00209-2
^ Schultz DM, Prescher JA, Kidd, S; Marona-Lewicka, D; Nichols, DE; Monte, A. ‘Hybrid’ benzofuran–benzopyran congeners as rigid analogs of hallucinogenic phenethylamines. Bioorg. Med. Chem 2008; 16(11): 6242–6251. doi: 10.1016/j.bmc.2008.04.030
^ Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem

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