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
• Empirical Formula (Hill Notation): C₂₂H₂₄N₃O₇S · Na
• CAS Number: 153773-82-1
• Molecular Weight: 497.50
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• Product Name: 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: 100
• storage temp.: −70°C

Description

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.[1][2] It has also been used as an antibiotic to study its effects on the survival of septic mice.[3]

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[4] and is more resistant to β-lactamase enzymes.[5] It has been studied in the treatment of several infectious diseases.[4]

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable