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I7378

Indomethacin

98.0-102.0% (meets EP testing specifications), powder or crystals, COX inhibitor

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H16ClNO4
CAS Number:
53-86-1
Molecular Weight:
357.79
NACRES:
NA.77
PubChem Substance ID:
24278173
UNSPSC Code:
12161501
EC Number:
200-186-5
MDL number:
MFCD00057095
Beilstein/REAXYS Number:
497341
Assay:
98.0-102.0% (in accordance with EP), 98.0-102.0%
Form:
powder or crystals
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Product Name

Indomethacin, 98.0-102.0%, meets EP testing specifications

biological source

synthetic

Quality Segment

200

agency

meets EP testing specifications

assay

98.0-102.0% (in accordance with EP), 98.0-102.0%

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)

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.

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

I7378-1G: + I7378-10G-PW: + I7378-25G-PW: + I7378-BULK: + I7378-10G: + I7378-VAR: + I7378-100G: + I7378-5G-PW: + I7378-100G-PW: + I7378-5G: + I7378-25G:

jan

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