Ertapenem

Base Information Edit

Chemical Name:Ertapenem
CAS No.:153832-46-3
Molecular Formula:C₂₂H₂₅N₃O₇S
Molecular Weight:475.522
Hs Code.:
European Community (EC) Number:836-232-1
UNII:G32F6EID2H
DSSTox Substance ID:DTXSID50165456
Nikkaji Number:J2.766.498I
Wikipedia:Ertapenem
Wikidata:Q553220
NCI Thesaurus Code:C61752
RXCUI:325642
Metabolomics Workbench ID:42691
ChEMBL ID:CHEMBL1359
Mol file:153832-46-3.mol

Synonyms:ertapenem;ertapenem sodium;Invanoz;Invanz

Suppliers and Price of Ertapenem

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Matrix Scientific
Ertapenem hydrochloride 95+%
250mg
$ 793.00

Matrix Scientific
Ertapenem hydrochloride 95+%
1g
$ 2379.00

DC Chemicals
Ertapenem >99%
100 mg
$ 200.00

Crysdot
Ertapenem 95+%
1g
$ 1995.00

Biorbyt Ltd
Ertapenem >99%
100 mg
$ 414.80

Biorbyt Ltd
Ertapenem >99%
1 g
$ 1208.70

Biorbyt Ltd
Ertapenem >99%
250 mg
$ 615.40

AvaChem
Ertapenem
1g
$ 469.00

AvaChem
Ertapenem
25mg
$ 89.00

AvaChem
Ertapenem
10mg
$ 59.00

Total 139 raw suppliers

Chemical Property of Ertapenem Edit

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:: Ertapenem hydrochloride 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: 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
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.
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).
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
Drug interactions Potentially hazardous interactions with other drugs Antiepileptics: concentration of valproate reduced - avoid concomitant use

Technology Process of Ertapenem

There total 7 articles about Ertapenem which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: C₄₄H₄₀N₆O₁₄S

: 153832-46-3
ertapenem

Guidance literature:: With 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen; sodium acetate; In tetrahydrofuran; water; at 38 - 42 ℃; for 1h; under 15001.5 Torr; Reagent/catalyst;

Reference yield:

: 202467-70-7
(4-nitrophenyl)methyl (4R,5S,6S)-3-[[(3S,5S)-5-[[(-carboxyphenyl)amino]carbonyl]-1-[[(4-nitrophenyl)methyoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

: 153832-46-3
ertapenem

Guidance literature:: (4-nitrophenyl)methyl (4R,5S,6S)-3-[[(3S,5S)-5-[[(-carboxyphenyl)amino]carbonyl]-1-[[(4-nitrophenyl)methyoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; With hydrogen; sodium hydrogencarbonate; palladium 10% on activated carbon; In water; acetonitrile; at 0 - 10 ℃; under 4137.29 - 6205.94 Torr;

With hydrogenchloride; In water; acetonitrile; at 5 ℃; pH=5 - 5.4; Product distribution / selectivity;