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I8280

Sigma-Aldrich

Indomethacin

meets USP testing specifications

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Synonym(s):
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetic acid
Empirical Formula (Hill Notation):
C19H16ClNO4
CAS Number:
53-86-1
Molecular Weight:
357.79
Beilstein:
497341
EC Number:
200-186-5
MDL number:
MFCD00057095
UNSPSC Code:
12352101
PubChem Substance ID:
24896136
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

200

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

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) , Ptgs2(19225)
rat ... Alox5(25290) , Ptgs1(24693) , Ptgs2(29527)

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Related Categories

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
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P264 - P301 + P310

Hazard Classifications

Acute Tox. 1 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
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
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.
Marjan Van Cleemput et al.
Journal of natural products, 72(6), 1220-1230 (2009-05-30)
Hop acids, a family of bitter compounds derived from the hop plant (Humulus lupulus), have been reported to exert a wide range of effects, both in vitro and in vivo. They exhibit potential anticancer activity by inhibiting cell proliferation and
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