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Merck

1341001

USP

Indomethacin

United States Pharmacopeia (USP) Reference Standard

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329750165
MDL number:
MFCD00057095
Beilstein/REAXYS Number:
497341

Product Name

Indomethacin, United States Pharmacopeia (USP) Reference Standard

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

InChI key

CGIGDMFJXJATDK-UHFFFAOYSA-N

grade

pharmaceutical primary standard

API family

indomethacin

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... PTGS1(5742), PTGS2(5743)

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Indomethacin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Indomethacin Capsules
  • Indomethacin Extended-Release Capsules
  • Indomethacin for Injection
  • Indomethacin Oral Suspension
  • Indomethacin Sodium
  • Indomethacin Suppositories

Biochem/physiol Actions

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

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

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

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Taco J Blokhuis et al.
Clinical orthopaedics and related research, 467(2), 526-530 (2008-09-30)
Heterotopic ossification is a well-known complication after fixation of an acetabular fracture. Indomethacin and radiation therapy are used as prophylaxis to prevent heterotopic ossification. It is unclear, however, whether either is superior, although this may relate to lack of power
L J Jones et al.
Archives of disease in childhood. Fetal and neonatal edition, 96(1), F45-F52 (2010-09-30)
To evaluate the effects of indomethacin or ibuprofen compared with placebo on closure, morbidity and mortality in preterm infants <37 weeks' gestation with echocardiographically and/or clinically important patent ductus arteriosus (PDA) at >24 h of life. MEDLINE, EMBASE, Cochrane Central
Ramesh Chennupati et al.
PloS one, 9(7), e102264-e102264 (2014-07-18)
Argininosuccinate synthetase (ASS) is essential for recycling L-citrulline, the by-product of NO synthase (NOS), to the NOS substrate L-arginine. Here, we assessed whether disturbed arginine resynthesis modulates endothelium-dependent vasodilatation in normal and diabetic male mice. Endothelium-selective Ass-deficient mice (Assfl/fl/Tie2Cretg/- = Ass-KOTie2) were
Brian J Krieg et al.
Journal of pharmaceutical sciences, 103(11), 3473-3490 (2014-09-13)
Development of an oral in vivo predictive dissolution medium for acid drugs with a pKa in the physiological range (e.g., Biopharmaceutics Classification System Class IIa) requires transport analysis of the complex in vivo CO2 /bicarbonate buffering system. In this report
Roland Neumann et al.
Neonatology, 102(1), 9-15 (2012-03-15)
Pharmacological closure of patent ductus arteriosus (PDA) is commonly achieved by intravenous (IV) administration of ibuprofen or indomethacin. Occasionally, oral ibuprofen is used for PDA treatment although its efficacy and safety are unclear. To systematically review randomized and quasi-randomized trials
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