BW-723C86

BW-723C86

Identifiers
IUPAC name 1-[5-(2-Thienylmethoxy)-1H-indol-3-yl]-2-propanamine
CAS Number	160521-72-2 Y
PubChem CID	4284720
IUPHAR/BPS	161
ChemSpider	3491208 N
Chemical and physical data
Formula	C16H18N2OS
Molar mass	286.391 g/mol
3D model (Jmol)	Interactive image
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 N Key:ALFGDCNSEBJYSP-UHFFFAOYSA-N N
NY (what is this?)

BW-723C86 is a tryptamine derivative drug which acts as a 5-HT_2B receptor agonist. It has anxiolytic effects in animal studies, and is also used for investigating the function of the 5-HT_2B receptor in a range of other tissues.

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 is around only 3 times as selective for 2B compared to 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. 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.

An in vitro study including assay on normal (healthy) human melanocytes found that BW-723C86 causes skin whitening. The mechanism of action of BW-723C86 is decreasing the expression of MITF which in turn, decreases the expression of the melanin main synthesizing enzymes: tyrosinase, TRP-1 and TRP-2. BW-723C86 is not cytotoxic to melanocytes and ‒unlike many skin whitening agents‒ does not directly inhibits the activity of tyrosinase.