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SML1238

Sigma-Aldrich

Ertapenem sodium

≥90% (HPLC)

Synonym(s):

(4R,5S,6S)-3-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid sodium, ZD-443 sodium

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About This Item

Empirical Formula (Hill Notation):
C22H24N3O7S · Na
CAS Number:
153773-82-1
Molecular Weight:
497.50
UNSPSC Code:
12352200

Quality Level

100

Assay

≥90% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to beige

solubility

H2O: 20 mg/mL, clear

shipped in

wet ice

storage temp.

−70°C

InChI

1S/C22H25N3O7S.Na/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30;/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32);/q;+1/p-1/t9-,10-,13+,14+,15-,16-;/m1./s1

InChI key

ZXNAQFZBWUNWJM-HRXMHBOMSA-M

Application

Ertapenem sodium has been used as a carbapenem in the NitroSpeed-Carba NP test in minimum inhibitory concentration (MIC) testing for differentiation of carbapenemases in Enterobacterales and Pseudomonas aeruginosa. It has also been used as an antibiotic to study its effects on the survival of septic mice.

Biochem/physiol Actions

Ertapenem is a broad spectrum carbopenem antibiotic. Ertapenem is active against both gram-positive and gram-negative bacteria. Ertapenem shows an extended duration of action in vivo due to its reversible binding to serum protein.
Ertapenem sodium exhibits its activity against several aerobic and anaerobic microorganisms and is more resistant to β-lactamase enzymes. It has been studied in the treatment of several infectious diseases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Paula Giselle Czaikoski et al.
PloS one, 11(2), e0148142-e0148142 (2016-02-06)
Organ dysfunction is a major concern in sepsis pathophysiology and contributes to its high mortality rate. Neutrophil extracellular traps (NETs) have been implicated in endothelial damage and take part in the pathogenesis of organ dysfunction in several conditions. NETs also
Daniele C Nascimento et al.
Nature communications, 8, 14919-14919 (2017-04-05)
Patients who survive sepsis can develop long-term immune dysfunction, with expansion of the regulatory T (Treg) cell population. However, how Treg cells proliferate in these patients is not clear. Here we show that IL-33 has a major function in the
Raphael G Ferreira et al.
The Journal of infection, 77(5), 391-397 (2018-09-19)
Sepsis is an overwhelming systemic inflammation resulting from an uncontrolled infection that causes extensive tissue damage, organ dysfunction and eventually death. A growing body of evidence indicates that impaired neutrophil migration to the site of infection is associated with poor
Tahisa Marcela Pedroso et al.
Critical reviews in analytical chemistry, 46(1), 15-21 (2016-02-10)
Antimicrobials have unquestionable importance in the control of many diseases; however the constant concern with evolution of resistant microorganisms is increasing. Ertapenem sodium is a β-lactam antibiotic of the carbapenem class that has a broader activity spectrum than most other
Thomas J MacVittie et al.
Health physics, 109(5), 427-439 (2015-10-02)
A nonhuman primate (NHP) model of acute high-dose, partial-body irradiation with 5% bone marrow (PBI/BM5) sparing was used to assess the effect of Neupogen® [granulocyte colony stimulating factor (G-CSF)] to mitigate the associated myelosuppression when administered at an increasing interval
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