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I7378 Sigma-Aldrich

Indomethacin

98.5-100.5% (in accordance with BP)

Synonym: 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetic acid

  • CAS Number 53-86-1

  • Empirical Formula (Hill Notation) C19H16ClNO4

  • Molecular Weight 357.79

  •  Beilstein/REAXYS Number 497341

  •  EC Number 200-186-5

  •  MDL number MFCD00057095

  •  PubChem Substance ID 24278173

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Properties

Related Categories A to C, Antitumor Agents, Application Index, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index,
InChI Key   CGIGDMFJXJATDK-UHFFFAOYSA-N
assay   98.5-100.5% (in accordance with BP)
form   powder or crystals
impurities   ≤0.1% sulphated ash
  ≤0.5% related substance (TLC)
  ≤20 ppm heavy metals
loss   ≤0.5% loss on drying
mp   158-162 °C
Mode of action   enzyme | inhibits
originator   Pfizer
Gene Information   human ... ALB(213), ALOX5(240), ELA2(1991), GPR44(11251), IL1A(3552), PLA2G1B(5319), PTGDR(5729), PTGS1(5742), PTGS2(5743)
mouse ... Alox5(11689), Ptgdr(19214), Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219), Ptgs1(19224)
rat ... Alox5(25290), Ptgs1(24693), Ptgs2(29527)

Description

General description

Indomethacin is an inhibitor of the enzyme cyclooxygenase 1 and 2. Indomethacin elicits side effects in gastrointestinal tract, kidney and cerebrum. Indomethacin, along with ibuprofen, is effective for treating patent ductus arteriosus (PDA) in infants with respiratory distress syndrome. Rectal indomethacin is effective in treating endoscopic retrograde cholangiography (ERCP) induced pancreatitis.

Application

Indomethacin has been used:
• as a medium supplement in osteogenic and adipogenic differentiation assays in human bone marrow stem cells
• as a medium supplement in bovine amniotic fluid stem cells (BAFSCs) culture
• in the inhibition of prostaglandin E2 (PGE2) in T cells

Packaging

10, 25, 100 g in glass bottle

Biochem/physiol Actions

Cyclooxygenase (COX) inhibitor that is relatively selective for COX-1.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
3
RTECS 
NL3500000

Documents

Certificate of Analysis

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Certificate of Origin

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Milli-Q® Water Purification Solutions
Protocols & Articles

Articles

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Drug Transport

Protein-based drug transporters are found in most tissues including liver, kidney, intestine, and brain. Because of their complexity and genetic heterogeneity, these proteins are often produced as re...
Robert Gates
Biofiles Volume 6 Article 1
Keywords: Absorption, Anti-inflammatory agents, Antibiotics, Antimicrobials, Apoptosis, Cancer, Catalog, Cytotoxins, Detoxification, Enzyme-linked immunosorbent assay, Gene expression, Genetic, High performance liquid chromatography, Immunohistochemistry, Mass spectrometry, Metabolites, Methods, Phosphorylations, Separation, The Reporter, Transfection, Type, Western blot

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Peer-Reviewed Papers
15

References

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