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SML1238

Sigma-Aldrich

Ertapenem sodium

≥90% (HPLC), powder, carbopenem antibiotic

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:
Molecular Weight:
497.50
UNSPSC Code:
51111800
NACRES:
NA.77

product name

Ertapenem sodium, ≥90% (HPLC)

Quality Level

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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Patrice Nordmann et al.
Journal of clinical microbiology, 58(9) (2020-06-26)
A biochemical test (NitroSpeed-Carba NP test) was developed to identify carbapenemase production in Enterobacterales and to discriminate between the different types of clinically significant carbapenemases (Ambler classes A, B, and D). It is based on two main features, namely, 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
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
Tahisa M Pedroso et al.
Talanta, 160, 745-753 (2016-09-04)
Ertapenem sodium is a polar and ionizable compound; therefore, it has little retention on traditional C18 columns in reverse-phase high-performance liquid chromatography, even using a highly-aqueous mobile phase that can result in dewetting in the stationary phase. Thus, the most
Lingbo Wang et al.
International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases, 106, 415-420 (2021-04-18)
This study aimed to evaluate the performance of the NitroSpeed-Carba NP test for detecting carbapenemases in the clinical strains of Enterobacterales and Pseudomonas aeruginosa (P. aeruginosa), and analyze its advantages and limitations. The antimicrobial susceptibility tests were performed according to

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