Structure via PubChem · Public domain (PubChem)
proglumetacin
Sign in to saveProglumetacin (usually supplied as the maleate salt) is a nonsteroidal anti-inflammatory drug (NSAID). It is a codrug (that is, a mutual prodrug) of indometacin and proglumide. After oral intake, it is absorbed and metabolized to indometacin and proglumide. These two substances are then released into the system in a 1:1 molar ratio.
Chemical data
- Formula
- C46H58ClN5O8
- Molecular weight
- 844.4 g/mol
- IUPAC name
- 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
- SMILES
- CCCN(CCC)C(=O)C(CCC(=O)OCCCN1CCN(CC1)CCOC(=O)CC2=C(N(C3=C2C=C(C=C3)OC)C(=O)C4=CC=C(C=C4)Cl)C)NC(=O)C5=CC=CC=C5
- InChIKey
- PTXGHCGBYMQQIG-UHFFFAOYSA-N
- XLogP
- 7.3
- Polar surface area
- 140 Ų
- H-bond donors
- 1
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- rheumatic disease
via ChEMBL · EBI
Research
57 papers- [Short-term effects of proglumetacin in arthrosis].Minerva medica · 1983
- QSAR Modeling of SARS-CoV M(pro) Inhibitors Identifies Sufugolix, Cenicriviroc, Proglumetacin, and other Drugs as Candidates for Repurposing against SARS-CoV-2.Molecular informatics · 2021
- Pharmacological studies on proglumetacin maleate, a new non-steroidal anti-inflammatory drug (4). Mode of action on anti-inflammatory activity.Japanese journal of pharmacology · 1986
- Plasma levels of proglumetacin and its metabolites after intravenous or oral administration in the dog.Arzneimittel-Forschung · 1987
- Proglumetacin in arthritis of the hip and the knee. Results of a post-marketing surveillance study.Drugs under experimental and clinical research · 1985
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 843.397
Show 4 more facts
- chemical formula
- C₄₆H₅₈ClN₅O₈
- canonical SMILES
- CCCN(CCC)C(=O)C(CCC(=O)OCCCN1CCN(CC1)CCOC(=O)CC2=C(N(C3=C2C=C(C=C3)OC)C(=O)C4=CC=C(C=C4)Cl)C)NC(=O)C5=CC=CC=C5
- World Health Organisation international non-proprietary name
- proglumetacin
- subject has role
- non-steroidal anti-inflammatory drug
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
1 sectionsContents
- References
{{Infobox drug | Watchedfields = changed | verifiedrevid = 443950501 | IUPAC_name = 3-{4-[2-({[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)ethyl]piperazin-1-yl}propyl N2-benzoyl-N,N-dipropyl-α-glutaminate | image = Proglumetacin.svg | image_class = skin-invert-image | caption = Structure of proglumetacin | imageL = Indometacin.svg | imageR = Proglumide_structure.svg | image_classL = skin-invert-image | image_classR = skin-invert-image | captionLR = Structures of the two metabolites
| tradename = Afloxan, Protaxon, Proxil | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “proglumetacin” article, available under the CC BY-SA 4.0 licence.
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