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Key Documents

I7378

Sigma-Aldrich

Indomethacin

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C19H16ClNO4
Numéro CAS:
Poids moléculaire :
357.79
Numéro Beilstein :
497341
Numéro CE :
Numéro MDL:
Code UNSPSC :
12161501
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

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

Source biologique

synthetic

Niveau de qualité

Pureté

98.5-100.5% (in accordance with EP)

Forme

powder or crystals

Perte

≤0.5% loss on drying

Pf

158-162 °C

Mode d’action

enzyme | inhibits

Chaîne SMILES 

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)

Clé InChI

CGIGDMFJXJATDK-UHFFFAOYSA-N

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Description générale

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

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 1 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificats d'analyse (COA)

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Les clients ont également consulté

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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)
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)

Articles

Protein-based drug transporters are found in most tissues including liver, kidney, intestine, and brain. These transporters are particularly important in cancer treatment and multi-drug resistance research. Understanding the specific mechanisms of tumor cell transporters is becoming an essential aspect of chemotherapeutic drug design.

Protocoles

Learn how to culture human adipose mesenchymal stem cells (MSCs) in 3D hydrogels like the TrueGel3D® Hydrogel Plate using this step-by-step protocol for high-throughput screening cell culture applications.

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