Chemical Property of Ertapenem
Chemical Property:
- Refractive Index:1.7
- Boiling Point:813.9 °C at 760 mmHg
- PKA:4.03±0.10(Predicted)
- Flash Point:446 °C
- PSA：181.57000
- Density:1.55 g/cm3
- LogP:1.28040
- Storage Temp.:2-8°C
- XLogP3:-1.5
- Hydrogen Bond Donor Count:5
- Hydrogen Bond Acceptor Count:9
- Rotatable Bond Count:7
- Exact Mass:475.14132132
- Heavy Atom Count:33
- Complexity:893
- Purity/Quality:
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99%, *data from raw suppliers
Ertapenem hydrochloride 95+% *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Drug Classes:Antiinfective Agents
- Canonical SMILES:CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)NC4=CC=CC(=C4)C(=O)O)C(=O)O)C(C)O
- Isomeric SMILES:C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)NC4=CC=CC(=C4)C(=O)O)C(=O)O)[C@@H](C)O
- Recent ClinicalTrials:Safety Study of Intravenous Ertapenem in Combination With Zidebactam (WCK 6777)
- Recent EU Clinical Trials:Short course antibiotic treatment of Gram-negative bacteremia: A multicenter, randomized, non-blinded, non-inferiority interventional study
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Description
Ertapenem is another synthetic carbapenem with a rather complex side chain at C-3. It is used once daily
parenterally, with special application against anaerobes. As with meropenem, the 4-β-methyl group confers
stability toward dehydropeptidase-1 It is not active against pseudomonads or acinetobacteria and, therefore,
should not be substituted for imipenem or meropenem. It is relatively strongly bound to serum proteins, so it
has a prolonged half-life, making it more convenient to use than the other carbapenems when its spectrum
warrants this. Its reported indications include complicated intra-abdominal and complicated skin/skin
structure infections caused by sensitive organisms (for intra-abdominal: Escheri chia coli, Clostri di um
clostri doforme, Bacteroi des fragilis, and Peptostreptococcus sp; for skin/skin structures: Staphylococcus
aureus (methicillin-susceptible strains), Streptococcus pyogenes, E.coli, or Peptostreptococcus sp.). It can
be administered once daily.
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Uses
Ertapenem is a long-acting parenteral cabapenem. Ertapenem has bactericidal activity against a variety of gram-negative pathogens, some gram positive strains, and Haemopilus influenzae. Ertapenem has shown to inactivate L,D-transpeptidase, an enzyme responsible for in vitro cross-linking of Mycobacterium tuberculosis peptidoglycan. Antibacterial. Invanz (Merck).
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Clinical Use
Complicated intra-abdominal infections
Complicated skin and skin structure infections, including diabetic foot
infections without osteomyelitis
Community acquired pneumonia
Complicated urinary tract infections including pyelonephritis
Acute pelvic infections including postpartum endomyometritis, septic
abortion and postsurgical gynecologic infections
Prophylaxis of surgical site infection following elective colorectal surgery
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Drug interactions
Potentially hazardous interactions with other drugs
Antiepileptics: concentration of valproate reduced -
avoid concomitant use
