PROGLUMETACIN MALEATE

The Uses of PROGLUMETACIN MALEATE

Proglumetacin Dioxalate is a new non-steroidal anti-inflammatory drug.

Definition

ChEBI: A carboxylic ester obtained by formal condensation of the carboxy group of indometacin with the hydroxy group of 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl N2-benzoyl-N,N-dipropy -alpha-glutaminate. Used (as its dimaleate salt) to control pain and inflammation associated with musculoskeletal and joint disorders. Following oral administration, it is metabolised to indometacin and proglumide, a drug with antisecretor effects that helps prevent injury to the stomach lining.

Synthesis

The reaction of N-benzoyl-N_x0002_, N_x0002_-di-n-propyl-dl-isoglutamin (proglumide) with 1-(3-chloropropyl)-4-(2-hydroxyethyl)-piperazine obtained from 1-(2-hydroxyethyl)piperazine and 1-bromo-3-chloropropane by means of sodium methanolate in DMSO at 105?C gives N--N_x0002_-(2-hydroxyethyl) piperazine, which is then condensated with Indomethacin (1-(p-chlorobenzoyl)- 5-methoxy-2-methylindole-3-acetic acid) by means of dicyclohexylcabodiimide and NaHCO3 in ethyl acetate .