BW-723C86

Quality 0.50 · 1 view · Updated 2 months ago

Chemical compound

title: "BW-723C86" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["5-ht2b-agonists", "alpha-alkyltryptamines", "indole-ethers-at-the-benzene-ring", "5-methoxytryptamines", "serotonin-receptor-agonists", "thiophenes"] description: "Chemical compound" topic_path: "general/5-ht2b-agonists" source: "https://en.wikipedia.org/wiki/BW-723C86" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Chemical compound ::

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 449578639 | IUPAC_name = 1-[5-(2-Thienylmethoxy)-1H-indol-3-yl]-2-propanamine | image = BW-723C86.svg | image_class = skin-invert-image | width = 225px | image2 = BW-723C86 3D.png | image_class2 = bg-transparent | width2 = 200px

| tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =

| bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion =

| IUPHAR_ligand = 161 | CAS_number_Ref = | CAS_number = 160521-72-2 | UNII_Ref = | UNII = 8JMH6M2ELN | ATC_prefix = | ATC_suffix = | PubChem = 4284720 | ChemSpiderID_Ref = | ChemSpiderID = 3491208 | StdInChI_Ref = | StdInChI = 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 | StdInChIKey_Ref = | StdInChIKey = ALFGDCNSEBJYSP-UHFFFAOYSA-N

| C=16 | H=18 | N=2 | O=1 | S=1 | smiles = c2c1c([nH]cc1CC(C)N)ccc2OCc3cccs3 | melting_point = | melting_high =

BW-723C86 is a tryptamine derivative drug which acts as a 5-HT2B receptor agonist. It has anxiolytic effects in animal studies, and is also used for investigating the function of the 5-HT2B receptor in a range of other tissues.

BW-723C86 is actually a mixed 5-HT2B/5-HT2C agonist, and while it has good selectivity over 5-HT2A 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-HT2B agonist was available until the potent and selective 5-HT2B activity of 6-APB was discovered in 2012. Highly selective 5-HT2C antagonists are available however, and so a combination of BW-723C86 with a selective 5-HT2C antagonist allows 5-HT2B mediated responses to be studied in isolation.

The drug does not induce the head-twitch response, a behavioral proxy of psychedelic effects associated with serotonin 5-HT2A receptor agonism, across a wide range of doses. This may be related to the fact that it showed more than 200-fold selectivity for activation of the serotonin 5-HT2B receptor over the serotonin 5-HT2A receptor.

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 inhibit the activity of tyrosinase.

Notes

References

References

  1. (April 1996). "Effects of the 5-HT2B receptor agonist, BW 723C86, on three rat models of anxiety". British Journal of Pharmacology.
  2. (December 1998). "Anxiolytic-like actions of BW 723C86 in the rat Vogel conflict test are 5-HT2B receptor mediated". Neuropharmacology.
  3. (January 2000). "Evidence that activation of central 5-HT(2B) receptors causes renal sympathoexcitation in anaesthetized rats". British Journal of Pharmacology.
  4. (August 2006). "Endogenous 5-HT2B receptor activation regulates neonatal respiratory activity in vitro". Journal of Neurobiology.
  5. (August 2008). "5-HT2 receptor-mediated reversal of the inhibition of hippocampal long-term potentiation by acute inescapable stress". Neuropharmacology.
  6. (January 2013). "Neurochemical profiles of some novel psychoactive substances". European Journal of Pharmacology.
  7. (2001). "Modulation of 5-HT(2A) receptor-mediated head-twitch behaviour in the rat by 5-HT(2C) receptor agonists". Pharmacol Biochem Behav.
  8. (April 2016). "A Novel Role of Serotonin Receptor 2B Agonist as an Anti-Melanogenesis Agent". International Journal of Molecular Sciences.

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::

5-ht2b-agonistsalpha-alkyltryptaminesindole-ethers-at-the-benzene-ring5-methoxytryptaminesserotonin-receptor-agoniststhiophenes