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57132-53-3

57132-53-3 Structure

57132-53-3 Structure
IdentificationBack Directory
[Name]

PROGLUMETACIN MALEATE
[CAS]

57132-53-3
[Synonyms]

PROGLUMETACIN
Proglumetacine
PROGLUMETACIN MALEATE
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid 2-[4-[3-[[4-(benzoylamino)-5-(dipropylamino)-1,5-dioxopentyl]oxy]propyl]-1-piperazinyl]ethyl ester
1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, 2-[4-[3-[[4-(benzoylamino)-5-(dipropylamino)-1,5-dioxopentyl]oxy]propyl]-1-piperazinyl]ethyl ester (9CI)
1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, 2-[4-[3-[[4-(benzoylamino)-5-(dipropylamino)-1,5-dioxopentyl]oxy]propyl]-1-piperazinyl]ethyl ester, (+-)-
[Molecular Formula]

C46H58ClN5O8
[MDL Number]

MFCD00866080
[MOL File]

57132-53-3.mol
[Molecular Weight]

844.43
Chemical PropertiesBack Directory
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
[form ]

Solid
[color ]

White to Pale Yellow
Hazard InformationBack Directory
[Uses]

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 .
Synthesis_57132-53-3
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