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QuickView for Indomethacin (compound)


PubChem
Name: Indomethacin
PubChem Compound ID: 3715
Description: A non-steroidal anti-inflammatory agent (NSAID) that inhibits the enzyme cyclooxygenase necessary for the formation of prostaglandins and other autacoids. It also inhibits the motility of polymorphonuclear leukocytes.
Molecular formula: C19H16ClNO4
Molecular weight: 357.787 g/mol
Synonyms:
Mezolin; Indometacina [INN-Spanish]; Idomethine; Indo-Phlogont; Indometacin; Artrivia; alpha-(1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolyl)acetic acid; Indometacine [INN-French]; Indacin; Indacin R potassium salt.
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DrugBank
Identification
Name: Indomethacin
Name (isomeric): DB00328
Drug Type: small molecule
Description: A non-steroidal anti-inflammatory agent (NSAID) that inhibits the enzyme cyclooxygenase necessary for the formation of prostaglandins and other autacoids. It also inhibits the motility of polymorphonuclear leukocytes.
Synonyms:
Indomethancin; Indometicina; Indomethacinum; Indomethine; Indometacine; Indometacyna; Indomethacine; IMN; Indomethazine
Brand: Reumacide, Artrinovo, Dolcidium, Indocid Pda, Liometacen, Tannex, Arthrexin, Metartril, Sadoreum, Nu-Indo, Rhemacin La, Mikametan, Indomethegan, Indo-Rectolmin, Inflazon, Indomecol, Bonidon, Catlep, Indocin I.V., Indo-Phlogont, Bonidon Gel, Flexin Continus, Chrono-Indocid, Confortid, Indocid, Hicin, Miametan, Rheumacin La, Indo-Lemmon, Indocin I.V, Indocin, Indoptic, Indorektal, Indocin Sr, Artracin, Indocid Sr, Vonum, Mobilan, Bonidin, Indameth, Indaflex, Novo-Methacin, Durametacin, Dolovin, Artrivia, Chibro-Amuno, Indomo, Apo-Indomethacin, Indomed, Indomee, Methazine, Indolar Sr, Argun, Indoxen, Dolcidium Pl, Indmethacine, Metindol, Amuno, Novomethacin, Idomethine, Indo-Spray, Imbrilon, Indo-Tablinen, Elmetacin, Indomod, Inacid, Inteban Sp, Metacen, Indacin, Lausit, Infrocin, Chrono-Indicid, Indoptol
Category: Tocolytic Agents, Cyclooxygenase Inhibitors, Cardiovascular Agents, Gout Suppressants, Anti-inflammatory Agents, Nonsteroidal Anti-inflammatory Agents (NSAIAs)
CAS number: 53-86-1
Pharmacology
Indication: For moderate to severe rheumatoid arthritis including acute flares of chronic disease, ankylosing spondylitis, osteoarthritis, acute painful shoulder (bursitis and/or tendinitis) and acute gouty arthritis.
Pharmacology:
Indomethacin, a NSAIA, with analgesic and antipyretic properties exerts its pharmacological effects by inhibiting the synthesis of prostaglandins involved in pain, fever, and inflammation. Indomethacin inhibits the catalytic activity of the COX enzymes, the enzymes responsible for catalyzing the rate-limiting step in prostaglandin synthesis via the...
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Mechanism of Action:
Indomethacin is a prostaglandin G/H synthase (also known as cyclooxygenase or COX) inhibitor that acts on both prostaglandin G/H synthase 1 and 2 (COX-1 and -2). Prostaglandin G/H synthase catalyzes the conversion of arachidonic acid to a number of prostaglandins involved in fever, pain, swelling, inflammation, and platelet aggregation. Indomethaci...
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Absorption: Bioavailability is approximately 100% following oral administration and 80–90% following rectal administration.
Protein binding: 97%
Biotransformation: Hepatic.
Route of elimination: Indomethacin is eliminated via renal excretion, metabolism, and biliary excretion.
Half Life: 4.5 hours
Toxicity: The following symptoms may be observed following overdosage: nausea, vomiting, intense headache, dizziness, mental confusion, disorientation, or lethargy. There have been reports of paresthesias, numbness, and convulsions. The oral LD50 of indomethacin in mice and rats (based on 14 day mortality response) was 50 and 12 mg/kg, respectively.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Avoid alcohol.
Take with food or antacids to reduce irritation.
Drug interaction:
CarteololRisk of inhibition of renal prostaglandins
AtenololRisk of inhibition of renal prostaglandins
TrimethoprimThe strong CYP2C9 inhibitor, Indomethacine, may decrease the metabolism and clearance of Trimethoprim, a CYP2C9 substrate. Consider alternate therapy or monitor for changes in therapeutic and adverse effects of Trimethoprim if Indomethacine is initiated, discontinued or dose changed.
PenbutololRisk of inhibition of renal prostaglandins
DiflunisalConcomitant therapy with the two NSAIDs, indomethacin and diflunisal, increases the risk of NSAID-related adverse effects (e.g. GI ulcers, bleeds, increased blood pressure).
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