triazoledione triazoledione triazoledione (developmental code name bms-180492) is a phenylpiperazine compound and a major metabolite of the antidepressant nefazodone. it is active, but with substantially reduced potency compared to nefazodone (approximately one-seventh). as such, it has been suggested that it is unlikely that triazoledione contributes significantly to the pharmacology of nefazodone. however, triazoledione may reach concentrations as great as 10 times those of nefazodone, and hence could still be a significant contributor to its therapeutic effects. triazoledioneclinical dataother namesbms-180492pharmacokinetic dataelimination half-life18 hoursidentifiers iupac name 1-propyl]-4-(2-phenoxyethyl)-1,2,4-triazolidine-3,5-dione cas number153707-88-1pubchem cid9804174chemspider7979934unii3508097w2uchemblchembl1598729chemical and physical dataformulac23h28cln5o3molar mass457.96 g·mol−13d model (jsmol)interactive image smiles c1cn(ccn1cccn2c(=o)n(c(=o)n2)ccoc3=cc=cc=c3)c4=cc(=cc=c4)cl inchi inchi=1s/c23h28cln5o3/c24-19-6-4-7-20(18-19)27-14-12-26(13-15-27)10-5-11-29-23(31)28(22(30)25-29)16-17-32-21-8-2-1-3-9-21/h1-4,6-9,18h,5,10-17h2,(h,25,30)key:btnxvmlckopoep-uhfffaoysa-n pharmacology triazoledione siteki (nm)speciesref sert≥34,527≥26,471humanrat net>100,000100,000humanrat datndndnd 5-ht1a636–1,371rat 5-ht2a159–211rat 5-ht2cndndnd α11731,000humanrat α21,9151,000humanrat β>100,000rat h111guinea pig mach>100,000rat values are ki (nm). the smaller the value, the more strongly the drug binds to the site. triazoledione shows significant affinity for the serotonin 5-ht1a and 5-ht2a receptors, the α1-adrenergic receptor, and the histamine h1 receptor. it shows negligible affinity for the serotonin and norepinephrine transporters and the muscarinic acetylcholine receptors. comparison of binding profiles of triazoledione and related compounds compound5-ht1a5-ht2asertnetα1α2βh1mach hydroxynefazodone56–5897.2–34165–1,203376–1,0538.0–14563–2,490>1,0002811,357 mcpp16–411110–433127–432490–4,36097–763112–3714,8904494,702 nefazodone52–1,0307.1–32181–549200–7135.5–14484–41,700>100,000304,569 trazodone42–28811–20115–690≥20,88712–23106–1,07047,1002912,188 triazoledione636–1,371159–211≥26,471>100,000≥173≥1,915>100,00011>100,000 values are ki (nm). the smaller the value, the more strongly the drug binds to the site.