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Details

Stereochemistry ACHIRAL
Molecular Formula C19H16ClNO4
Molecular Weight 357.788
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDOMETHACIN

SMILES

COC1=CC=C2N(C(=O)C3=CC=C(Cl)C=C3)C(C)=C(CC(O)=O)C2=C1

InChI

InChIKey=CGIGDMFJXJATDK-UHFFFAOYSA-N
InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)

HIDE SMILES / InChI

Molecular Formula C19H16ClNO4
Molecular Weight 357.788
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT02183168 | https://clinicaltrials.gov/ct2/show/NCT02770950 | https://www.ncbi.nlm.nih.gov/pubmed/20503989 | https://www.ncbi.nlm.nih.gov/pubmed/14056924 | https://www.ncbi.nlm.nih.gov/pubmed/27988363

Indometacin (INN and BAN) or indomethacin (AAN, USAN, and former BAN) is a nonsteroidal anti-inflammatory drug (NSAID) commonly used as a prescription medication to reduce fever, pain, stiffness, and swelling from inflammation. Indomethacin has analgesic, anti-inflammatory, and antipyretic properties. The mechanism of action of Indometacin, like that of other NSAIDs, is not completely understood but involves inhibition of cyclooxygenase (COX-1 and COX-2). Indomethacin is a potent inhibitor of prostaglandin synthesis in vitro. Indomethacin concentrations reached during therapy have produced in vivo effects. Prostaglandins sensitize afferent nerves and potentiate the action of bradykinin in inducing pain in animal models. Prostaglandins are mediators of inflammation. Because indomethacin is an inhibitor of prostaglandin synthesis, its mode of action may be due to a decrease of prostaglandins in peripheral tissues. Indometacin is indicated for: Moderate to severe rheumatoid arthritis including acute flares of chronic disease, Moderate to severe ankylosing spondylitis, Moderate to severe osteoarthritis, Acute painful shoulder (bursitis and/or tendinitis), Acute gouty arthritis. In general, adverse effects seen with indomethacin are similar to all other NSAIDs. For instance, indometacin inhibits both cyclooxygenase-1 and cyclooxygenase-2, it inhibits the production of prostaglandins in the stomach and intestines, which maintain the mucous lining of the gastrointestinal tract. Indometacin, therefore, like other non-selective COX inhibitors can cause peptic ulcers. These ulcers can result in serious bleeding and/or perforation requiring hospitalization of the patient. To reduce the possibility of peptic ulcers, indomethacin should be prescribed at the lowest dosage needed to achieve a therapeutic effect, usually between 50–200 mg/day. It should always be taken with food. Nearly all patients benefit from an ulcer protective drug (e.g. highly dosed antacids, ranitidine 150 mg at bedtime, or omeprazole 20 mg at bedtime). Other common gastrointestinal complaints, including dyspepsia, heartburn and mild diarrhea are less serious and rarely require discontinuation of indomethacin.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
INDOCIN

Approved Use

TIVORBEX is indicated for treatment of mild to moderate acute pain in adults. TIVORBEX is a NSAID indicated for treatment of mild to moderate acute pain in adults (1).

Launch Date

-1.43942402E11
Primary
INDOCIN

Approved Use

TIVORBEX is indicated for treatment of mild to moderate acute pain in adults. TIVORBEX is a NSAID indicated for treatment of mild to moderate acute pain in adults (1).

Launch Date

-1.43942402E11
Primary
INDOCIN

Approved Use

TIVORBEX is indicated for treatment of mild to moderate acute pain in adults. TIVORBEX is a NSAID indicated for treatment of mild to moderate acute pain in adults (1).

Launch Date

-1.43942402E11
Primary
INDOCIN

Approved Use

TIVORBEX is indicated for treatment of mild to moderate acute pain in adults. TIVORBEX is a NSAID indicated for treatment of mild to moderate acute pain in adults (1).

Launch Date

-1.43942402E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2369 ng/mL
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
INDOMETHACIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
2 μg/mL
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
INDOMETHACIN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
7762 ng × h/mL
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
INDOMETHACIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
7.22 h
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
INDOMETHACIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
1%
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
INDOMETHACIN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
0.9 g single, oral
Overdose
Dose: 0.9 g
Route: oral
Route: single
Dose: 0.9 g
Sources: Page: p.152
unhealthy, 15
n = 1
Health Status: unhealthy
Condition: Knee pain
Age Group: 15
Sex: F
Population Size: 1
Sources: Page: p.152
Disc. AE: Vomiting, Nausea...
AEs leading to
discontinuation/dose reduction:
Vomiting
Nausea (mild)
Anorexia (mild)
Sources: Page: p.152
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Other AEs: Headache, Pruritus...
Other AEs:
Headache (below serious, 11 patient)
Pruritus (below serious, 5 patients)
Sources:
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 92
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 92
Sources:
Other AEs: Nausea, Vomiting...
Other AEs:
Nausea (below serious, 34 patients)
Vomiting (below serious, 11 patient)
Constipation (below serious, 8 patients)
Sources:
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Other AEs: Deep vein thrombosis, Headache...
Other AEs:
Deep vein thrombosis (serious, 1 patient)
Headache (below serious, 13 patients)
Pruritus (below serious, 1 patient)
Presyncope (below serious, 5 patients)
Sources:
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Other AEs: Nausea, Vomiting...
Other AEs:
Nausea (below serious, 36 patients)
Vomiting (below serious, 12 patients)
Constipation (below serious, 7 patients)
Post procedural haemorrhage (below serious, 7 patients)
Sources:
40 mg 3 times / day multiple, oral
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Other AEs: Headache, Pruritus...
Other AEs:
Headache (below serious, 12 patients)
Pruritus (below serious, 3 patients)
Sources:
40 mg 3 times / day multiple, oral
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources:
unhealthy, adult
n = 94
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 94
Sources:
Other AEs: Headache, Vomiting...
Other AEs:
Headache (below serious, 17 patients)
Vomiting (below serious, 9 patients)
Sources:
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Disc. AE: Cardiac thrombosis, Myocardial infarction...
AEs leading to
discontinuation/dose reduction:
Cardiac thrombosis (serious)
Myocardial infarction (grade 3-5)
Stroke (grade 3-5)
Gastrointestinal disorder NOS (serious)
Bleeding (grade 3-5)
Ulceration (grade 3-5)
Perforation stomach (grade 3-5)
Perforation of intestine (grade 3-5)
Sources:
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Other AEs: Gingival bleeding, Application site pruritus...
Other AEs:
Gingival bleeding (below serious, 1 patient)
Application site pruritus (below serious, 1 patient)
Inflammation (below serious, 1 patient)
Nasopharyngitis (below serious, 1 patient)
Ligament sprain (below serious, 1 patient)
Rash (below serious, 2 patients)
Drug eruption (below serious, 1 patient)
Sources:
AEs

AEs

AESignificanceDosePopulation
Vomiting Disc. AE
0.9 g single, oral
Overdose
Dose: 0.9 g
Route: oral
Route: single
Dose: 0.9 g
Sources: Page: p.152
unhealthy, 15
n = 1
Health Status: unhealthy
Condition: Knee pain
Age Group: 15
Sex: F
Population Size: 1
Sources: Page: p.152
Anorexia mild
Disc. AE
0.9 g single, oral
Overdose
Dose: 0.9 g
Route: oral
Route: single
Dose: 0.9 g
Sources: Page: p.152
unhealthy, 15
n = 1
Health Status: unhealthy
Condition: Knee pain
Age Group: 15
Sex: F
Population Size: 1
Sources: Page: p.152
Nausea mild
Disc. AE
0.9 g single, oral
Overdose
Dose: 0.9 g
Route: oral
Route: single
Dose: 0.9 g
Sources: Page: p.152
unhealthy, 15
n = 1
Health Status: unhealthy
Condition: Knee pain
Age Group: 15
Sex: F
Population Size: 1
Sources: Page: p.152
Headache below serious, 11 patient
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Pruritus below serious, 5 patients
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Vomiting below serious, 11 patient
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 92
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 92
Sources:
Nausea below serious, 34 patients
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 92
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 92
Sources:
Constipation below serious, 8 patients
20 mg 3 times / day multiple, oral
Dose: 20 mg, 3 times / day
Route: oral
Route: multiple
Dose: 20 mg, 3 times / day
Sources:
unhealthy, adult
n = 92
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 92
Sources:
Pruritus below serious, 1 patient
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Headache below serious, 13 patients
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Presyncope below serious, 5 patients
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Deep vein thrombosis serious, 1 patient
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 91
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 91
Sources:
Vomiting below serious, 12 patients
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Nausea below serious, 36 patients
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Constipation below serious, 7 patients
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Post procedural haemorrhage below serious, 7 patients
40 mg 2 times / day multiple, oral
Dose: 40 mg, 2 times / day
Route: oral
Route: multiple
Dose: 40 mg, 2 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Headache below serious, 12 patients
40 mg 3 times / day multiple, oral
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Pruritus below serious, 3 patients
40 mg 3 times / day multiple, oral
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources:
unhealthy, adult
n = 93
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 93
Sources:
Headache below serious, 17 patients
40 mg 3 times / day multiple, oral
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources:
unhealthy, adult
n = 94
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 94
Sources:
Vomiting below serious, 9 patients
40 mg 3 times / day multiple, oral
Dose: 40 mg, 3 times / day
Route: oral
Route: multiple
Dose: 40 mg, 3 times / day
Sources:
unhealthy, adult
n = 94
Health Status: unhealthy
Condition: Acute Postoperative Pain
Age Group: adult
Sex: M+F
Population Size: 94
Sources:
Bleeding grade 3-5
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Myocardial infarction grade 3-5
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Perforation of intestine grade 3-5
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Perforation stomach grade 3-5
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Stroke grade 3-5
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Ulceration grade 3-5
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Cardiac thrombosis serious
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Gastrointestinal disorder NOS serious
Disc. AE
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Condition: Bursitis|Tendinitis|Gouty arthritis
Sources:
Application site pruritus below serious, 1 patient
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Drug eruption below serious, 1 patient
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Gingival bleeding below serious, 1 patient
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Inflammation below serious, 1 patient
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Ligament sprain below serious, 1 patient
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Nasopharyngitis below serious, 1 patient
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Rash below serious, 2 patients
0.35 % 2 times / day multiple, topical
Dose: 0.35 %, 2 times / day
Route: topical
Route: multiple
Dose: 0.35 %, 2 times / day
Sources:
unhealthy
n = 135
Health Status: unhealthy
Condition: sprained ankle
Population Size: 135
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Letter: Aspirin sensitivity: other drugs.
1975 Feb
[Clinical results of a multicentral double-blind examination of naproxen compared to indomethacin in chronic rheumatoid arthritis, ankylosing spondylitis, and osteoarthrosis].
1975 Feb
Decrease in nucleophosmin/B23 mRNA and telomerase activity during indomethacin-induced apoptosis of gastric KATO-III cancer cells.
1999 Dec
Activation of apoptotic caspase-3 and nitric oxide synthase-2 in gastric mucosal injury induced by indomethacin.
1999 Feb
Regression of ductus arteriosus aneurysm in a neonate demonstrated by three-dimensional computed tomography.
1999 Feb 28
[Psychiatric side effects of non-steroidal anti-inflammatory agents].
1999 Jan-Feb
Spinal antinociceptive effect of epidural nonsteroidal antiinflammatory drugs on nitric oxide-induced hyperalgesia in rats.
1999 Jul
Induction of stromelysin gene expression by tumor necrosis factor alpha is inhibited by dexamethasone, salicylate, and N-acetylcysteine in synovial fibroblasts.
1999 Jun
Nitric oxide, superoxide radicals and mast cells in pathogenesis of indomethacin-induced small intestinal lesions in rats.
1999 Mar
Indomethacin inhibits expansion of experimental aortic aneurysms via inhibition of the cox2 isoform of cyclooxygenase.
1999 May
Enhancement of low density lipoprotein catabolism by non-steroidal anti-inflammatory drugs in cultured HepG2 cells.
1999 May 21
Indomethacin reduces the skin thermal damage in hyperthermic treatment of experimental malignant tumors.
1999 May-Jun
Capsaicin-sensitive afferent sensory nerves in modulating gastric mucosal defense against noxious agents.
1999 Nov
Effect of anti-CD11b (alphaM-MAC-1) and anti-CD54 (ICAM-1) monoclonal antibodies on indomethacin induced chronic ileitis in rats.
1999 Nov
Tubulointerstitial nephritis with anti-neutrophil cytoplasmic antibody following indomethacin treatment.
1999 Nov
Indomethacin treatment decreases renal blood flow velocity in human neonates.
1999 Nov
Can dopamine prevent the renal side effects of indomethacin? A prospective randomized clinical study.
1999 Nov-Dec
Indomethacin induced gastropathy in CD18, intercellular adhesion molecule 1, or P-selectin deficient mice.
1999 Oct
Cyclooxygenase-2 selective inhibitors aggravate kainic acid induced seizure and neuronal cell death in the hippocampus.
1999 Oct 2
Dual action of nitric oxide in pathogenesis of indomethacin-induced small intestinal ulceration in rats.
1999 Sep
Indomethacin-induced postoperative psychosis.
1999 Sep
Neuropeptide Y enhances potassium excretion by mechanisms distinct from those controlling sodium excretion.
2000 Feb
Bartter syndrome in a neonate: early treatment with indomethacin.
2000 Feb
Induction of antitumor immunity by indomethacin.
2000 Feb
Randomized double-blind controlled trial comparing the effects of ibuprofen with indomethacin on cerebral hemodynamics in preterm infants with patent ductus arteriosus.
2000 Jan
Inhibition of carrageenan-induced edema by indomethacin or sodium salicylate does not prevent the increase of nerve growth factor in the rat hind paw.
2000 Jan 14
Indomethacin decreases insulin secretion in patients with type 2 diabetes mellitus.
2000 Jul
The influence of indomethacin on the acth secretion induced by central stimulation of adrenergic receptors.
2000 Jun
Regrowth of 5-fluorouracil-treated human colon cancer cells is prevented by the combination of interferon gamma, indomethacin, and phenylbutyrate.
2000 Jun 15
Effect of indomethacin on IL-1beta, IL-6 and TNFalpha production by mononuclear cells of preterm newborns and adults.
2000 Mar
Role of endothelin-converting enzyme-1 in the suppression of constitutive nitric oxide synthase in rat gastric mucosal injury by indomethacin.
2000 Nov
Inhibition of proteolysis by a cyclooxygenase inhibitor, indomethacin.
2000 Nov
Keratinocyte growth factor-2 (FGF-10) promotes healing of experimental small intestinal ulceration in rats.
2000 Nov
Inhibition of inducible nitric oxide synthase gene expression by indomethacin or ibuprofen in beta-amyloid protein-stimulated J774 cells.
2000 Nov 17
A comparison of ibuprofen and indomethacin for closure of patent ductus arteriosus.
2000 Sep 7
Stimulation of cyclooxygenase-2-activity by nitric oxide-derived species in rat chondrocyte: lack of contribution to loss of cartilage anabolism.
2001 Apr 15
Indomethacin increases 15-PGDH mRNA expression in HL60 cells differentiated by PMA.
2001 Feb
Does exposure to magnesium sulfate in utero decrease the risk of necrotizing enterocolitis in premature infants?
2001 Feb
Upregulation of angiotensin-converting enzyme by vascular endothelial growth factor.
2001 Feb
Lack of small intestinal ulcerogenecity of nitric oxide-releasing indomethacin, NCX-530, in rats.
2001 Feb
Increased 15-HPETE production decreases prostacyclin synthase activity during oxidant stress in aortic endothelial cells.
2001 Feb 1
An investigation into the thermal behaviour of an amorphous drug using low frequency dielectric spectroscopy and modulated temperature differential scanning calorimetry.
2001 Jan
Review article: the gastrointestinal safety profile of rofecoxib, a highly selective inhibitor of cyclooxygenase-2, in humans.
2001 Jan
Protective role of cyclooxygenase inhibitors in the adverse action of passive cigarette smoking on the initiation of experimental colitis in rats.
2001 Jan 5
Comparative effects of indomethacin on cell proliferation and cell cycle progression in tumor cells grown in vitro and in vivo.
2001 Mar 1
Indomethacin prevents the induction of inducible nitric oxide synthase in murine peritoneal macrophages and decreases their nitric oxide production.
2001 Mar 9
Patents

Sample Use Guides

INDOCIN 75-150 mg daily in 3 or 4 divided doses.
Route of Administration: Oral
U251 cells were incubated for 24 h with different concentrations of indomethacin (0.03, 0.06, 0.13, 0.25, 0.5, 1 mkM), diclofenac (DIC),naproxen (NAP), or ketoprofen (KET), and the cell viability was assessed by MTT or crystal violet (CV) tests.
Substance Class Chemical
Created
by admin
on Fri Dec 16 16:15:41 UTC 2022
Edited
by admin
on Fri Dec 16 16:15:41 UTC 2022
Record UNII
XXE1CET956
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INDOMETHACIN
HSDB   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF  
USAN  
Official Name English
ACONIP
Brand Name English
INDO-LEMMON
Brand Name English
1H-INDOLE-3-ACETIC ACID, 1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-
Systematic Name English
INDOMETACINUM [WHO-IP LATIN]
Common Name English
1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETIC ACID
Systematic Name English
INDOMETACIN [MART.]
Common Name English
NSC-77541
Code English
INDOMETACIN
EP   INN   MART.   WHO-DD   WHO-IP  
INN  
Official Name English
indometacin [INN]
Common Name English
INDOMETHACIN [MI]
Common Name English
(1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL)ACETIC ACID
Systematic Name English
INDOMETHACIN [ORANGE BOOK]
Common Name English
INDOMETHACIN [USP MONOGRAPH]
Common Name English
ACEMETACIN IMPURITY B [EP IMPURITY]
Common Name English
REUMACIDE
Common Name English
TIVORBEX
Brand Name English
INDOMETHACIN [USP-RS]
Common Name English
INDOMETHACIN [VANDF]
Common Name English
NSC-757061
Code English
Indometacin [WHO-DD]
Common Name English
1-(P-CHLOROBENZOYL)-5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID
Common Name English
INDOMETACIN [JAN]
Common Name English
INDOMETHACIN [USAN]
Common Name English
DURAMETACIN
Common Name English
INDOMETHACIN [HSDB]
Common Name English
INDOCIN
Brand Name English
INDOMETACIN [EP MONOGRAPH]
Common Name English
INDOMETACIN [WHO-IP]
Common Name English
Classification Tree Code System Code
NDF-RT N0000000160
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
NCI_THESAURUS C1323
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-VATC QS01BC01
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-VATC QC01EB03
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
NCI_THESAURUS C54677
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
NDF-RT N0000175721
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
LIVERTOX NBK548001
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-ATC M02AA23
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
NDF-RT N0000175722
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-VATC QM01AB01
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-ATC M01AB01
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-ATC S01BC01
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-VATC QM02AA23
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-ATC S01CC02
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-VATC QM01AB51
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-ATC M01AB51
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
WHO-ATC C01EB03
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
Code System Code Type Description
ChEMBL
CHEMBL6
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
DRUG BANK
DB00328
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
MERCK INDEX
M6279
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY Merck Index
RXCUI
5781
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY RxNorm
MESH
D007213
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
LACTMED
Indomethacin
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
DAILYMED
XXE1CET956
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
EPA CompTox
DTXSID9020740
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
EVMPD
SUB08180MIG
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
CHEBI
49662
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
NSC
757061
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
FDA UNII
XXE1CET956
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
INN
1524
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
NSC
77541
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
RS_ITEM_NUM
1341001
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
HSDB
3101
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
PUBCHEM
3715
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
INDOMETHACIN
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY Description: A white or a pale yellow, crystalline powder; odourless or almost odourless. Solubility: Practically insoluble in water; sparingly soluble in ethanol (~750 g/l) TS and ether R. Category: Analgesic; anti-inflammatory. Storage: Indometacin should be kept in a well-closed container, protected from light. Additional information: Indometacin exhibits polymorphism. The polymorph specified in the monograph corresponds to the crystal form of indometacin RS.Definition: Indometacin contains not less than 98.0% and not more than 101.0% of C19H16ClNO4, calculated with reference to the dried substance.
DRUG CENTRAL
1440
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
NCI_THESAURUS
C576
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
CAS
53-86-1
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
IUPHAR
1909
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
ECHA (EC/EINECS)
200-186-5
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
WIKIPEDIA
INDOMETACIN
Created by admin on Fri Dec 16 16:15:41 UTC 2022 , Edited by admin on Fri Dec 16 16:15:41 UTC 2022
PRIMARY
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TRANSPORTER -> INHIBITOR
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
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BASIS OF STRENGTH->SUBSTANCE
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TRANSPORTER -> INHIBITOR
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