Skip to Content
Merck
All Photos(5)

Key Documents

View All Documentation

I7378

Sigma-Aldrich

Indomethacin

98.5-100.5% (in accordance with EP), powder or crystals, COX inhibitor

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Empirical Formula (Hill Notation):
C19H16ClNO4
CAS Number:
53-86-1
Molecular Weight:
357.79
Beilstein:
497341
EC Number:
200-186-5
MDL number:
MFCD00057095
UNSPSC Code:
12161501
PubChem Substance ID:
24278173
NACRES:
NA.77

product name

Indomethacin, 98.5-100.5% (in accordance with EP)

biological source

synthetic

Quality Level

200

Assay

98.5-100.5% (in accordance with EP)

form

powder or crystals

loss

≤0.5% loss on drying

mp

158-162 °C

Mode of action

enzyme | inhibits

SMILES string

COc1ccc2n(c(C)c(CC(O)=O)c2c1)C(=O)c3ccc(Cl)cc3

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)

InChI key

CGIGDMFJXJATDK-UHFFFAOYSA-N

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)

Looking for similar products? Visit Product Comparison Guide

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

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Therapeutic potential of amniotic fluid stem cells to treat bilateral ovarian dystrophy in dairy cows in a subtropical region
Chang LB, et al.
Reproduction in domestic animals = Zuchthygiene, 53(2), 433-441 (2018)
A comparison of ibuprofen and indomethacin for closure of patent ductus arteriosus
Van Overmeire B, et al.
The New England Journal of Medicine, 343(10), 674-681 (2000)
Suppression of T cells by mesenchymal and cardiac progenitor cells is partly mediated via extracellular vesicles
van den Akker F, et al.
Heliyon, 4(6), e00642-e00642 (2018)
Effectiveness of the use of Rectal Indometacin in the prevention of post-CPRE pancreatitis in the Naval Medical Center.
Islava EE, et al.
INTERNATIONAL JOURNAL OF ADVANCED MULTIDISCIPLINARY RESEARCH, 5(11), 44-51 (2018)
Modulation of miRNAs by Vitamin C in Human Bone Marrow Stromal Cells
Kolhe R, et al.
Nutrients, 10(2), 186-186 (2018)
View All Related Papers

Articles

Protein-based Drug Transport

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Discover Bioactive Small Molecules for ADME/Tox

Discover Bioactive Small Molecules for ADME/Tox

Protocols

Guide: Expansion & Differentiation of Human Mesenchymal

TrueGel3D® Hydrogel Plate protocol guides high-throughput culture of human adipose MSCs for screening applications.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service