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 N(2)-benzoyl-N,N-dipropyl-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 antisecretory effects that helps prevent injury to the stomach lining.
class Information
0
C46H58ClN5O8
- CAS:57132-53-3
- Drug_Central:2280
- KEGG:D08427
- Patent:US6599529
- PMID:1626095
- PMID:1778279
- PMID:2491526
- PMID:2653004
- PMID:2974384
- PMID:3663267
- PMID:3860726
- PMID:3887221
- PMID:3905222
- PMID:4074450
- PMID:6222271
- PMID:6222270
- PMID:6343924
- PMID:6381269
- PMID:6602310
- PMID:6602309
- PMID:6602308
- PMID:6728264
- PMID:6728268
- PMID:6856164
- PMID:6856162
- PMID:6856165
- PMID:6856163
- PMID:6856167
- PMID:6856166
- Reaxys:876871
- Wikipedia:Proglumetacin
chebi_ontology
InChI=1S/C46H58ClN5O8/c1-5-21-51(22-6-2)46(57)40(48-44(55)34-11-8-7-9-12-34)18-20-42(53)59-29-10-23-49-24-26-50(27-25-49)28-30-60-43(54)32-38-33(3)52(41-19-17-37(58-4)31-39(38)41)45(56)35-13-15-36(47)16-14-35/h7-9,11-17,19,31,40H,5-6,10,18,20-30,32H2,1-4H3,(H,48,55)
PTXGHCGBYMQQIG-UHFFFAOYSA-N
844.43400
843.39739
CCCN(CCC)C(=O)C(CCC(=O)OCCCN1CCN(CCOC(=O)Cc2c(C)n(C(=O)c3ccc(Cl)cc3)c3ccc(OC)cc23)CC1)NC(=O)c1ccccc1
class Relations
- benzamides
- carboxylic ester
- aromatic ether
- N-alkylpiperazine
- N-acylindole
- monochlorobenzenes
- has rolerosomenon-steroidal anti-inflammatory drug
- has rolerosomenon-narcotic analgesic
- has rolerosomeantipyretic
- has rolerosomeEC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor
- has rolerosomelipoxygenase inhibitor
- has rolerosomeprodrug
- has functional parentsomeproglumide
- has functional parentsomeindometacin