disodium (4R,5R,6S)-3-[(3S,5S)-5-[(3-carboxylatophenyl)carbamoyl]pyrro lidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2 .0]hept-2-ene-2-carboxylate

Base Information

• Chemical Name: disodium (4R,5R,6S)-3-[(3S,5S)-5-[(3-carboxylatophenyl)carbamoyl]pyrro lidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2 .0]hept-2-ene-2-carboxylate
• CAS No.: 153832-38-3
• Molecular Formula: C22H23N3Na2O7S
• Molecular Weight: 519.48
• Mol file: 153832-38-3.mol

Synonyms:1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid,3-[[(3S,5S)-5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-,disodium salt, (4R,5S,6S)- (9CI);1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid,3-[[5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-,disodium salt, [4R-[3(3S*,5S*),4a,5b,6b(R*)]]-;L 749;

Chemical Property of disodium (4R,5R,6S)-3-[(3S,5S)-5-[(3-carboxylatophenyl)carbamoyl]pyrro lidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2 .0]hept-2-ene-2-carboxylate

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 5.26E-28mmHg at 25°C
• Melting Point: 230-234°C (dec.)
• Boiling Point: 813.9 °C at 760 mmHg
• Flash Point: 446 °C
• PSA: 190.72000
• LogP: 0.39470
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

ErtapenemDisodium90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Ertapenem sodium was introduced in the US as a once daily intravenous or intramuscular injection for the treatment of adult patients with moderate to severe bacterial infections. This new I-β-methyl carbapenem can be assembled from commercially available 4-nitrobenzyl protected β-methyl carbapenem enolphosphate and the appropriate thiol derivative. The last intermediate can be synthesized from a suitably N-protected 4- hydroxy proline derivative in a one pot operation involving bis activation of the carboxy and hydroxy groups, reaction with sodium sulfide yielding the corresponding thiolactone, aminolysis with 2-aminobenzoic acid and Kdeprotection. This bacterial cell wall synthesis inhibitor has broad spectrum antimicrobial activity including common Gram-positive and Gram-negative aerobic pathogens and restricted activity against nosocomial pathogens such as Pseudomonas aeruginosa, Acinetobacfer species, methicillin-resistant staphylococci and enterococci. Ertapenem is resistant to a broad and extended spectrum of β-lactamases (excluding metallo-beta-lactamase) and is also more resistant than imipenem to human renal dehydroxypeptidase-I-inactivation (DHP-I). In drug-resistant strains of P. aeruginosa, resistance to ertapenem and imipenem was common but almost all strains remain susceptible to at least one antipseudomal agent. In phase III studies, ertapenem showed efficacy in the treatment of obstetric and gyneacological infections, skin and soft tissues infections, community-acquired pneumonia, urinary tract infections and in intra abdominal infections. Ertapenem has improved pharmacokinetics over currently available carbapenems and cephalosporins with an extended serum half-life of 4h. The overall safety and tolerability profile of ertapenem was comparable to that seen with comparator antibacterials.
• Uses: Group 1 carbapenem antibiotic. An antibacterial.