Proglumetacin

Proglumetacin

Systematic (IUPAC) name
3-{4-[2-({[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)ethyl]piperazin-1-yl}propyl N^2-benzoyl-N,N-dipropyl-α-glutaminate
Clinical data
AHFS/Drugs.com	International Drug Names
Pharmacokinetic data
Metabolism	Hepatic. Undergoes enterohepatic recirculation
Identifiers
CAS Number	57132-53-3 59209-40-4
ATC code	M01AB14 (WHO)
PubChem	CID 4921
ChemSpider	4752
UNII	FV919079LU
ChEBI	CHEBI:76263
Synonyms	3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyethyl]piperazin-1-yl]propyl 4-(benzoylamino)-5-(dipropylamino)-5-oxopentanoate
Chemical data
Formula	C46H58ClN5O8
Molar mass	844.43442 g/mol
SMILES Clc1ccc(cc1)C(=O)n3c2ccc(OC)cc2c(c3C)CC(=O)OCCN4CCN(CC4)CCCOC(=O)CCC(C(=O)N(CCC)CCC)NC(=O)c5ccccc5
InChI 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) Key:PTXGHCGBYMQQIG-UHFFFAOYSA-N
(verify)

Proglumetacin (usually as the maleate salt, trade names Afloxan, Protaxon and Proxil) is a non-steroidal anti-inflammatory drug. It is metabolized in the body to indometacin and proglumide,^[1] a drug with antisecretory effects that helps prevent injury to the stomach lining.

References

1. Setnikar I, Arigoni R, Chisté R, Makovec F, Revel L (1987). "Plasma levels of proglumetacin and its metabolites after intravenous or oral administration in the dog". Arzneimittel-Forschung 37 (6): 698–702. PMID 3663267.