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I8280

Sigma-Aldrich

Indomethacin

meets USP testing specifications

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:
Molecular Weight:
357.79
Beilstein/REAXYS Number:
497341
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.21

agency

USP/NF
meets USP testing specifications

assay

98.0-102.0%

form

powder

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

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Biochem/physiol Actions

Cyclooxygenase (COX) inhibitor that is relatively selective for COX-1.
Used as a non-selective inhibitor of cyclooxygenases, COX1 and COX2, leading to reduced prostaglandin biosynthesis from arachidonic acid.

pictograms

Skull and crossbones

signalword

Danger

hcodes

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Amal M Youssef et al.
Bioorganic & medicinal chemistry, 18(5), 2019-2028 (2010-02-09)
Novel pyrazolyl-2,4-thiazolidinediones were prepared via the reaction of appropriate pyrazolecarboxaldehydes with 2,4-thiazolidinediones and substituted benzyl-2,4-thiazolidinediones. The resultant compounds were first evaluated for their anti-inflammatory and neuroprotective properties in vitro. The active compounds were further studied in vivo by using the
Dongfei Liu et al.
Journal of controlled release : official journal of the Controlled Release Society, 170(2), 268-278 (2013-06-13)
Nanoparticulate drug delivery systems offer remarkable opportunities for clinical treatment. However, there are several challenges when they are employed to deliver multiple cargos/payloads, particularly concerning the synchronous delivery of small molecular weight drugs and relatively larger peptides. Since porous silicon
Marsel Lino et al.
Molecular metabolism, 39, 101006-101006 (2020-05-04)
Discoidin domain receptor 1 (DDR1) is a collagen binding receptor tyrosine kinase implicated in atherosclerosis, fibrosis, and cancer. Our previous research showed that DDR1 could regulate smooth muscle cell trans-differentiation, fibrosis and calcification in the vascular system in cardiometabolic disease.
Zhangjian Huang et al.
Journal of medicinal chemistry, 54(5), 1356-1364 (2011-02-02)
The carboxylic acid group of the anti-inflammatory (AI) drugs indo-methacin, (S)-naproxen and ibuprofen was covalently linked via a two-carbon ethyl spacer to a sulfohydroxamic acid moiety (CH(2)CH(2)SO(2)NHOH) to furnish a group of hybrid ester prodrugs that release nitric oxide (NO)
Christel A S Bergström et al.
Journal of medicinal chemistry, 50(23), 5858-5862 (2007-10-13)
We determined the intrinsic aqueous solubility of 15 poorly soluble drugs with solubilities ranging from 2.9 nM to 1.1 microM. We then analyzed the data from a physicochemical perspective, using experimentally determined solid-state properties and easily interpretable two-dimensional molecular descriptors

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