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Merck

I7378

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:
53-86-1
Poids moléculaire :
357.79
NACRES:
NA.77
PubChem Substance ID:
24278173
UNSPSC Code:
12161501
EC Number:
200-186-5
MDL number:
MFCD00057095
Beilstein/REAXYS Number:
497341

Nom du produit

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

InChI key

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)

SMILES string

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

biological source

synthetic

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

Quality Level

200

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)

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Catégories apparentées

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.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Classe de stockage

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

ppe

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000419112
0000419111
0000419112
0000419111
0000410675

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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)
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)
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)
Modulation of miRNAs by Vitamin C in Human Bone Marrow Stromal Cells
Kolhe R, et al.
Nutrients, 10(2), 186-186 (2018)
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