2CB7

Pharmaceutical compound From Wikipedia, the free encyclopedia

2CB7, also known as 2C-B-5-hemiFLY-β7, is a serotonin receptor modulator of the phenethylamine, 2C, and benzofuran families related to 2C-B.[1][2][3][4] It is a cyclized phenethylamine or conformationally restrained derivative of 2C-B in which the 5-methoxy group has been cyclized into a dihydrofuran ring and the β position has been connected with the dihydrofuran ring via a propyl group to form a cycloheptane ring to form a tricyclic structure.[1][2][3][4]

Other names2C-B-5-hemiFLY-β7
ATC code
  • None
Quick facts Clinical data, Other names ...
2CB7
Clinical data
Other names2C-B-5-hemiFLY-β7
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor modulator
ATC code
  • None
Identifiers
  • (5-bromo-7-methoxy-3-oxatricyclo[6.4.1.04,13]trideca-4,6,8(13)-trien-9-yl)methanamine
PubChem CID
ChemSpider
Chemical and physical data
FormulaC14H18BrNO2
Molar mass312.207 g·mol−1
3D model (JSmol)
  • COC1=CC(=C2C3=C1C(CCCC3CO2)CN)Br
  • InChI=1S/C14H18BrNO2/c1-17-11-5-10(15)14-13-9(7-18-14)4-2-3-8(6-16)12(11)13/h5,8-9H,2-4,6-7,16H2,1H3
  • Key:IKKCIFAOANLPEY-UHFFFAOYSA-N
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The compound has syn and anti stereoisomers, with these isomers also being racemic mixtures of (+)- and (–)- enantiomers.[1][2][3][4] The isomers of 2CB7 show affinity for the serotonin 5-HT2A receptor, with values (Ki) of 74 to 170 nM for syn-2CB7 and 170 to 200 nM for anti-2CB7.[1][2][3][4] These affinities were dramatically lower than those of 2C-B (Ki = 0.66–0.88 nM).[1][2][3][4]

2CB7 was first described in the scientific literature by Michael Robert Braden and David E. Nichols and colleagues in 2006.[1][2][3][4] It was developed as part of scientific research into serotonin 5-HT2A receptor ligand interactions.[3][4]

See also

References

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