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Merck
CN

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

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.

room temp

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000505687
0000505687
0000417310
0000417310
0000431613

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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
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
Christopher Staley et al.
Microbiome, 5(1), 87-87 (2017-08-02)
Human microbiota-associated (HMA) animal models relying on germ-free recipient mice are being used to study the relationship between intestinal microbiota and human disease. However, transfer of microbiota into germ-free animals also triggers global developmental changes in the recipient intestine, which
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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