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Merck

SML1238

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:
153773-82-1
Molecular Weight:
497.50
UNSPSC Code:
51111800
NACRES:
NA.77
Assay:
≥90% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated, protect from light

Key Documents

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Product Name

Ertapenem sodium, ≥90% (HPLC)

Quality Level

100

assay

≥90% (HPLC)

form

powder

storage condition

desiccated, protect from light

color

white to yellow

storage temp.

−70°C

SMILES string

[Na+].S([C@@H]3CN[C@@H](C3)C(=O)Nc4cc(ccc4)C(=O)[O-])C1=C(N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)C(=O)O

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

Related Categories

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

Broad spectrum carbopenem antibiotic
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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000505687
0000505687
0000417310
0000417310
0000431613

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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
Fernanda V E Silva Castanheira et al.
Shock (Augusta, Ga.), 49(6), 682-689 (2018-03-29)
Sepsis is a systemic inflammatory response as a result of uncontrolled infections. Neutrophils are the first cells to reach the primary sites of infection, and chemokines play a key role in recruiting neutrophils. However, in sepsis chemokines could also contribute
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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