bropirimine bropirimine bropirimine is an experimental drug with anti-cancer and antiviral properties. it is an orally effective immunomodulator and is being tried in bladder cancers. bropirimineclinical dataatc codenoneidentifiers iupac name 2-amino-5-bromo-6-phenylpyrimidin-4(1h)-one cas number56741-95-8chemspider58914uniij57ctf25xjchemblchembl37387comptox dashboard (epa)dtxsid5046803 echa infocard100.231.001 chemical and physical dataformulac10h8brn3omolar mass266.098 g·mol−13d model (jsmol)interactive image smiles br\c2=c(/c1ccccc1)n\c(=n/c2=o)n inchi inchi=1s/c10h8brn3o/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5h,(h3,12,13,14,15)key:ciuuipmofziwiz-uhfffaoysa-n synthesis bropirimine synthesis: other syntheses: for the first step, the dianion from malonic acid half-ester is formed by treatment with butyllithium. acylation of the anion with benzoyl chloride proceeds at the carbanion, which is more nucleophilic (because of the higher charge density). this tricarbonyl compound decarboxylates on acidification to the β-ketoester. condensation with guanidine leads to the pyrimidone. nbs mediated bromination then gives bropirimine.