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A1674

Supelco

Acemetacin

analytical standard

Synonym(s):

1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid carboxymethyl ester

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About This Item

Empirical Formula (Hill Notation):
C21H18ClNO6
CAS Number:
53164-05-9
Molecular Weight:
415.82
EC Number:
258-403-4
MDL number:
MFCD00151473
UNSPSC Code:
41116107
PubChem Substance ID:
329770716
NACRES:
NA.24

grade

analytical standard

Quality Level

200

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

COc1ccc2n(c(C)c(CC(=O)OCC(O)=O)c2c1)C(=O)c3ccc(Cl)cc3

InChI

1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)

InChI key

FSQKKOOTNAMONP-UHFFFAOYSA-N

Gene Information

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

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

An NSAID that specifically potentiates the cytoxicity of anthracyclines (doxorubicin, daunorubicin and epirubium). Circumvents MRP-mediated multidrug resistance.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

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A E Chávez-Piña et al.
British journal of pharmacology, 152(6), 930-938 (2007-09-19)
Acemetacin is regarded as a pro-drug of indomethacin and induces significantly less gastric damage but the reasons for this greater gastric safety of acemetacin are unclear. The anti-inflammatory effects of acemetacin have been attributed, at least in part, to its
Late drug eluting stent thrombosis due to acemetacine: type III Kounis syndrome: Kounis syndrome due to acemetacine.
Ahmet Akyel et al.
International journal of cardiology, 155(3), 461-462 (2012-01-10)
G Gallacchi et al.
Praxis, 98(12), 635-642 (2009-06-11)
137 patients with active osteoarthritis of the knee joint were randomized in the ratio 2:1 to be treated with either one of the non-steroidal anti-inflammatory drugs acemetacin (180 mg/day) or indomethacin (150 mg/day). After 4 weeks of treatment, the complaints
H Uncu
Phlebology, 24(2), 56-60 (2009-03-21)
The optimal treatment of superficial vein thrombosis (SVT) of the leg has not been determined yet. The aim of this study is to evaluate the efficacy of low-molecular-weight heparin (LMWH) as compared with combined therapy of LMWH with an anti-inflammatory
Aracely E Chávez-Piña et al.
Annals of hepatology, 8(2), 141-147 (2009-06-09)
The pharmacokinetics of acemetacin, a non-steroidal anti-inflammatory drug which is biotransformed to indomethacin by hepatic first-pass effect, was examined during the necrotic and regeneration phases resulting from acute hepatitis induced by carbon tetrachloride (CCl4). Acute hepatitis was induced by oral
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