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Sigma-Aldrich

Indomethacin

≥98% (HPLC), powder, COX inhibitor, Calbiochem

Synonym(s):

Indomethacin, 1-( p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic Acid, 1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic Acid

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About This Item

Empirical Formula (Hill Notation):
C19H16ClNO4
CAS Number:
53-86-1
Molecular Weight:
357.79
MDL number:
MFCD00057095
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Indomethacin, A non-steroidal anti-inflammatory, cell permeable, antipyretic agent.

Quality Level

100

assay

≥98% (by assay)

form

powder

potency

740 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white to off-white

solubility

ethanol: 20 mg/mL

shipped in

ambient

storage temp.

10-30°C

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

General description

A cell-permeable, non-steroidal anti-inflammatory, anti-pyretic agent. Non-selective cyclooxygenase (COX) inhibitor (IC50 = 740 nM for COX-1; IC50 = 970 nM for COX-2). Inhibits phospholipase A2 (IC50 = 145 µM). Reported to reduce Aβ42 levels independently of COX activity.
A non-steroidal anti-inflammatory, cell permeable, antipyretic agent. Non-selective COX inhibitor (IC50 = 740 nM for COX-1; IC50 = 970 nM for COX-2). Inhibits phospholipase A2 (IC50 = 145 µM). Strongly inhibits insoluble transthyretin (TTR) amyloid fibril formation and suppresses production of Aβ-peptide and secreted form of APP by inhibition of APP mRNA levels in NG108-15 cells.

Biochem/physiol Actions

Cell permeable: yes
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Kodoyama, K., et al. 2001. Biochem. Biophys. Res. Commun.281, 483.
Weggen, S., et al. 2001. Nature414, 212.
Kalgutkar, A.S., et al. 2000. Proc. Natl. Acad. Sci. USA97, 925.
Klabunde, T., et al. 2000. Nat. Struct. Biol.7, 312.
Futaki, N., et al. 1994. Prostaglandins47, 55.
Futaki, N., et al. 1994. Prostaglandins47, 55.
Stevenson, K.M., and Lumbers, E.R. 1992. J. Dev. Physiol. 17, 257.
Oliw, E. 1980. Prostaglandins19, 271.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

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Ahlam M Abdallah et al.
Naunyn-Schmiedeberg's archives of pharmacology (2024-07-29)
The type II collagen-induced arthritis (CIA) model and human rheumatoid arthritis exhibit similar characteristics. Both diseases involve the production of inflammatory cytokines and other mediators, triggering an inflammatory cascade linked to bone and cartilage damage. Recently, new pyrazole compounds with
A S Kalgutkar et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(2), 925-930 (2000-01-19)
All nonsteroidal antiinflammatory drugs (NSAIDs) inhibit the cyclooxygenase (COX) isozymes to different extents, which accounts for their anti-inflammatory and analgesic activities and their gastrointestinal side effects. We have exploited biochemical differences between the two COX enzymes to identify a strategy
T Klabunde et al.
Nature structural biology, 7(4), 312-321 (2000-03-31)
The human amyloid disorders, familial amyloid polyneuropathy, familial amyloid cardiomyopathy and senile systemic amyloidosis, are caused by insoluble transthyretin (TTR) fibrils, which deposit in the peripheral nerves and heart tissue. Several nonsteroidal anti-inflammatory drugs and structurally similar compounds have been
K M Stevenson et al.
Journal of developmental physiology, 17(6), 257-264 (1992-06-01)
The effects of indomethacin (10 mg/kg i.v. to the ewe and 12 mg/kg i.v. to the fetus) were examined in 8 chronically catheterized fetal sheep (117-138 days gestation). These doses suppressed fetal 6-keto-prostaglandin F1 alpha and thromboxane B2 levels. Fetal
K Kadoyama et al.
Biochemical and biophysical research communications, 281(2), 483-490 (2001-02-22)
Cyclooxygenase (COX) synthesizes bioactive prostaglandins from arachidonic acid, and there are COX-1 and COX-2 isoforms with distinct pathophysiological functions. Recent studies demonstrated that COX-2 expression was up-regulated in the brain of patients with Alzheimer's disease. We established mouse neuroblastoma x
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