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Z2625

Sigma-Aldrich

Zomepirac sodium salt

Synonym(s):

5-(p-Chlorobenzoyl)-1,4-dimethylpyrrole-2-acetic acid sodium-potassium salt

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About This Item

Linear Formula:
C15H13ClNO3Na
CAS Number:
64092-48-4
Molecular Weight:
313.71
EC Number:
264-669-2
MDL number:
MFCD00057223
UNSPSC Code:
12161501
PubChem Substance ID:
24902176
NACRES:
NA.77

Quality Level

200

SMILES string

Cc1cc(CC(=O)O[Na])n(C)c1C(=O)c2ccc(Cl)cc2

InChI

1S/C15H14ClNO3.Na/c1-9-7-12(8-13(18)19)17(2)14(9)15(20)10-3-5-11(16)6-4-10;/h3-7H,8H2,1-2H3,(H,18,19);/q;+1/p-1

InChI key

SEEXPXUCHVGZGU-UHFFFAOYSA-M

Application

An NSAID. Circumvents MRP-mediated multidrug resistance. Significantly increases the cytotoxicity of the anthracyclines (doxorubicin, daunorubicin and epirubicin), as well as teniposide, VP-16 and vincristine.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation

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)

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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Karolina Pietrowska et al.
Electrophoresis, 39(9-10), 1233-1240 (2018-01-03)
Cataract is the leading cause of blindness worldwide. Epidemiological studies revealed up to a fivefold increased prevalence of cataracts in diabetic subjects. Metabolomics is nowadays frequently implemented to understand pathophysiological processes responsible for disease occurrence and progression. It has also
A R King et al.
Journal of pharmacological and toxicological methods, 36(3), 131-136 (1996-11-01)
Acyl glucuronide conjugates of acidic drugs are chemically unstable metabolites, able to undergo a number of reactions including covalent binding interactions with proteins. The question of whether any toxicological or immunological responses result from such covalent modification of native proteins
M J Bailey et al.
Chemical research in toxicology, 9(3), 659-666 (1996-04-01)
Carboxylate drugs usually form acyl glucuronide conjugates as major metabolites. These electrophilic metabolites are reactive, capable of undergoing hydrolysis, rearrangement, and covalent binding reactions to proteins. The last-mentioned property has the potential to initiate immune and other toxic responses in
G R Cannell et al.
Life sciences, 70(1), 37-48 (2002-01-05)
Many nonsteroidal anti-inflammatory drugs (NSAIDs) which have antiproliferative activity in colon cancer cells are carboxylate compounds forming acyl glucuronide metabolites. Acyl glucuronides are potentially reactive, able to hydrolyse, rearrange into isomers, and covalently modify proteins under physiological conditions. This study
P Zia-Amirhosseini et al.
The Biochemical journal, 311 ( Pt 2), 431-435 (1995-10-15)
Human serum albumins modified by covalently bound tolmetin or zomepirac were synthesized as models for similar products formed in vivo from acyl glucuronides. Activated esters of both drugs were prepared with 1-ethyl-3-(3-dimethylaminopropyl)-carbodi-imide, and then allowed to react with human serum
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