indoprofen indoprofen indoprofen is a nonsteroidal anti-inflammatory drug (nsaid). it was withdrawn worldwide in the 1980s after postmarketing reports of severe gastrointestinal bleeding. indoprofenclinical dataroutes ofadministrationoralatc codem01ae10 (who) legal statuslegal status withdrawn pharmacokinetic databioavailabilityhigh (rapid and complete absorption)metabolismglucuronidationelimination half-life2.3 hoursexcretionrenalidentifiers iupac name 2-propanoic acid cas number31842-01-0 ypubchem cid3718drugbankdb08951 nchemspider3587 yuniicpe46zu14nkeggd04530 ychebichebi:76162 nchemblchembl15870 ycomptox dashboard (epa)dtxsid5045831 echa infocard100.046.197 chemical and physical dataformulac17h15no3molar mass281.311 g·mol−13d model (jsmol)interactive image smiles o=c(o)c(c1ccc(cc1)n3c(=o)c2ccccc2c3)c inchi inchi=1s/c17h15no3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11h,10h2,1h3,(h,20,21) ykey:rjmiehbsyvwvin-uhfffaoysa-n y ny (what is this?) (verify) a 2004 study using high-throughput screening found indoprofen to increase production of the survival of motor neuron protein, suggesting it may provide insight into treatments for spinal muscular atrophies. synthesis the isoindolone ring system forms the nucleus for one of the more traditional "profen" nsaids. indoprofen synthesis: patents: reduction of the nitro group in arylpropionic acid (1) gives the corresponding aniline (2). reaction of the intermediate with the imide (3) from phthalic anhydride (i.e. phthalimide) gives the product (4) in which the aniline nitrogen has exchanged with ammonia (apparently phthalic anhydride was not used directly). treatment of the new imide with zinc in acetic acid leads to reduction of but one of the carbonyl groups to afford indolone, indoprofen.