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Merck

SML1238

Ertapenem sodium

≥90% (HPLC), powder, carbopenem antibiotic

Sinónimos:

(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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Fórmula empírica (notación de Hill):
C22H24N3O7S · Na
Número CAS:
Peso molecular:
497.50
UNSPSC Code:
51111800
NACRES:
NA.77
Assay:
≥90% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
protect from light
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Nombre del producto

Ertapenem sodium, ≥90% (HPLC)

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

assay

≥90% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to yellow

Quality Level

storage temp.

−70°C

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.

Clase de almacenamiento

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
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
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

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