BW-723C86

BW-723C86

Systematic (IUPAC) name
5-((thiophen-2-yl)methoxy)-α-methyltryptamine
Identifiers
CAS Number	160521-72-2
PubChem	CID 4284720
IUPHAR/BPS	161
ChemSpider	3491208
Chemical data
Formula	C16H18N2OS
Molar mass	286.391 g/mol
SMILES c2c1c(ncc1CC(C)N)ccc2OCc3cccs3
InChI InChI=1S/C16H18N2OS/c1-11(17)7-12-9-18-16-5-4-13(8-15(12)16)19-10-14-3-2-6-20-14/h2-6,8-9,11,18H,7,10,17H2,1H3 Key:ALFGDCNSEBJYSP-UHFFFAOYSA-N
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BW-723C86 is a tryptamine derivative drug which acts as a 5-HT_2B receptor agonist. It has anxiolytic effects in animal studies,^[1][2] and is also used for investigating the function of the 5-HT_2B receptor in a range of other tissues.^[3][4][5]

BW-723C86 is actually a mixed 5-HT_2B / 5-HT_2C agonist, and while it has good selectivity over 5-HT_2A and other serotonin receptor subtypes, it has only around 3x selectivity for 2B over 2C and so is much less selective than most research ligands, but no superior 5-HT_2B agonist was available until the potent and selective 5-HT_2B activity of 6-APB was discovered in 2012.^[6] Highly selective 5-HT_2C antagonists are available however, and so a combination of BW-723C86 with a selective 5-HT_2C antagonist allows 5-HT_2B mediated responses to be studied in isolation.

See also

• 5-Benzyloxytryptamine

References

1. Kennett, GA; Bright, F; Trail, B; Baxter, GS; Blackburn, TP (April 1996). "Effects of the 5-HT2B receptor agonist, BW 723C86, on three rat models of anxiety". British Journal of Pharmacology 117 (7): 1443–8. doi:10.1111/j.1476-5381.1996.tb15304.x. PMC 1909458. PMID 8730737.
2. Kennett, GA; Trail, B; Bright, F (December 1998). "Anxiolytic-like actions of BW 723C86 in the rat Vogel conflict test are 5-HT2B receptor mediated". Neuropharmacology 37 (12): 1603–10. doi:10.1016/S0028-3908(98)00115-4. PMID 9886683.
3. Knowles, ID; Ramage, AG (January 2000). "Evidence that activation of central 5-HT2B receptors causes renal sympathoexcitation in anaesthetized rats". British Journal of Pharmacology 129 (1): 177–83. doi:10.1038/sj.bjp.0703011. PMC 1621132. PMID 10694218.
4. Günther, S; Maroteaux, L; Schwarzacher, SW (August 2006). "Endogenous 5-HT2B receptor activation regulates neonatal respiratory activity in vitro". Journal of Neurobiology 66 (9): 949–61. doi:10.1002/neu.20253. PMID 16758492.
5. Ryan, BK; Anwyl, R; Rowan, MJ (August 2008). "5-HT2 receptor-mediated reversal of the inhibition of hippocampal long-term potentiation by acute inescapable stress". Neuropharmacology 55 (2): 175–82. doi:10.1016/j.neuropharm.2008.05.006. PMID 18538800.
6. Iversen, L.; Gibbons, S.; Treble, R.; Setola, V.; Huang, X. P.; Roth, B. L. (2012). "Neurochemical profiles of some novel psychoactive substances". European Journal of Pharmacology. doi:10.1016/j.ejphar.2012.12.006.