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Proglumetacin

HCID 4921
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Grundinformationen

CAS
57132-53-3
Standard-SMILES
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
InChIKey
PTXGHCGBYMQQIG-UHFFFAOYSA-N
Summenformel
C46H58ClN5O8
Durchschnittliche Molmasse
844,4 g/mol
Monoisotopische Masse
843,3973915

Überblick

Proglumetacin is 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-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. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a lipoxygenase inhibitor and a prodrug. It is a member of benzamides, a carboxylic ester, an aromatic ether, a N-alkylpiperazine, a N-acylindole and a member of monochlorobenzenes. It is functionally related to a proglumide and an indometacin.

Namen und Bezeichner

Bevorzugter Name
Proglumetacin
IUPAC
3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyethyl]piperazin-1-yl]propyl 4-benzamido-5-(dipropylamino)-5-oxopentanoate
Englischer Name
PROGLUMETACIN MALEATE
Summenformel
C46H58ClN5O8
Molmasse
844.43

Namen und Synonyme

PROGLUMETACIN57132-53-3ProglumetacinaProglumetacineProglumetacinumDTXSID0048842FV919079LUDTXCID3028768CHEBI:76263RefChem:176175M01AB143-(4-(2-((2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl)oxy)ethyl)piperazin-1-yl)propyl 4-(dipropylcarbamoyl)-4-(phenylformamido)butanoate
Weitere Namen anzeigen
PROGLUMETACIN MALEATE1-(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 ester1H-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, (+-)-
3-[4-[2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyethyl]piperazin-1-yl]propyl 4-benzamido-5-(dipropylamino)-5-oxopentanoateProglumetacin (INN)NCGC00183024-01PROGLUMETACIN [INN]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 esterProglumetacin [INN:BAN]Proglumetacine [INN-French]Proglumetacinum [INN-Latin]

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7,3
Polarare Oberfläche (TPSA)
140 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
23
Schwere Atome
60
Formalladung
0
Komplexität
1.360

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals

Physikochemische Eigenschaften

Löslichkeit
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
Aggregatzustand
Solid
Farbe
White to Pale Yellow

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

M - Musculo-skeletal system

QM - Musculo-skeletal system

MeSH Pharmacological Classification · 1 Eintrag

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Verwendung und Herstellung

UsesUse (kg; approx.) in Germany (2009): >500

Anbieter7 Anbieter

Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
深圳市祥根生物医药有限公司0755-28967200 13631290199 · [email protected]
Capot Chemical Co.,Ltd.+86-(0)57185586718 +86-13336195806 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
Capot Chemical Co., Ltd+86 (0) 571 85 58 67 18
北京百灵威科技有限公司18210857532 18210857532 · [email protected]

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Datenbank-Bezeichner

CAS
57132-53-3
PubChem CID
4921
DTXSID
DTXSID0048842
ChEMBL
CHEMBL2105825
ChEBI
CHEBI:76263
UNII
FV919079LU
Nikkaji
J14.535A
DAYANG CHEM (HANGZHOU) CO.,LTD
+86-88938639 +86-17705817739 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.