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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)

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Y Q Hu et al.
Se pu = Chinese journal of chromatography, 17(6), 586-587 (2003-01-30)
A method of HPLC for the quantitative determination of acemetacin and indometacin in human serum is described. After being extracted with diethyl ether, acemetacin and indometacin were analyzed by reversed-phase HPLC(Spherisorb-C8) and UV-detector(254 nm), with tolbutamide as internal standard. The
M Gil-Flores et al.
Methods and findings in experimental and clinical pharmacology, 32(2), 101-105 (2010-04-20)
Indomethacin is a nonsteroidal anti-inflammatory drug (NSAID) used for the treatment of acute gout and inflammation. However, its use is limited due to side effects. Acemetacin is a prodrug of indomethacin that exhibits better gastric tolerability in preclinical and clinical
Thomas Gelbrich et al.
Acta crystallographica. Section C, Crystal structure communications, 63(Pt 8), o451-o453 (2007-08-07)
The structure of the title compound (systematic name: 2-{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetoxy}acetic acid monohydrate, C(21)H(18)ClNO(6).H(2)O) contains one-dimensional infinite hydrogen-bonded chains. Molecules of acemetacin, a nonsteroidal anti-inflammatory drug, and water are linked by three independent O-H...O bonds. The central unit in each chain consists
Christian Dejaco et al.
Rheumatology international, 27(4), 351-355 (2006-09-08)
Dose adjustments of NSAIDs according to body weight may be reasonable for an optimal efficacy/tolerance profile in the therapy of musculoskeletal disorders, but are unusual in adults. In this post hoc analysis of a prospective, one-arm clinical study of a
B F Leeb et al.
Der Orthopade, 33(9), 1032-1041 (2004-05-25)
The aim of this trial was to compare acemetacin (ACE) with celecoxib (CEL) in terms of tolerability and efficacy in the treatment of osteoarthritis of the knee joint. A total of 105 patients (26-64 years old) suffering from primary osteoarthritis
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