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Ertapenem

CAS No.
153832-46-3
Chemical Name:
Ertapenem
Synonyms
MK-0826;EOS-61119;ERTAPENEM;Ertapenem D4;Ertapenem Powder;Ertapenem Monomer;Ertapenem USP/EP/BP;ERTAPENEM(FORR&DONLY);Ertapenem hydrochloride;ErtapenemDiscontinued See E635000
CBNumber:
CB0722982
Molecular Formula:
C22H25N3O7S
Molecular Weight:
475.51
MDL Number:
MFCD05662246
MOL File:
153832-46-3.mol
Last updated:2024-04-26 17:21:34

Ertapenem Properties

Boiling point 813.9±65.0 °C(Predicted)
Density 1.55±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility soluble in DMSO, Methanol
pka 4.03±0.10(Predicted)
form Foam
color Brown
CAS DataBase Reference 153832-46-3
FDA UNII G32F6EID2H
ATC code J01DH03

Pharmacokinetic data

Protein binding 85-95%
Excreted unchanged in urine 38%
Volume of distribution 0.1
Biological half-life 4 / 14

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Ertapenem price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AK Scientific E132 Ertapenem 153832-46-3 5mg $150 2021-12-16 Buy
Biorbyt Ltd orb134782 Ertapenem >99% 153832-46-3 250mg $615.4 2021-12-16 Buy
Matrix Scientific 098876 Ertapenem hydrochloride 95+% 153832-46-3 250mg $793 2021-12-16 Buy
Biorbyt Ltd orb134782 Ertapenem >99% 153832-46-3 1g $1208.7 2021-12-16 Buy
Biorbyt Ltd orb134782 Ertapenem >99% 153832-46-3 100mg $414.8 2021-12-16 Buy
Product number Packaging Price Buy
E132 5mg $150 Buy
orb134782 250mg $615.4 Buy
098876 250mg $793 Buy
orb134782 1g $1208.7 Buy
orb134782 100mg $414.8 Buy

Ertapenem Chemical Properties,Uses,Production

Brand Name(s) in US

Invanz

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

Antibacterial. Invanz (Merck).

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.

Definition

ChEBI: Meropenem in which the one of the two methyl groups attached to the amide nitrogen is replaced by hydrogen while the other is replaced by a 3-carboxyphenyl group. The sodium salt is used for the treatment of moderate to severe susceptible infections includ ng intra-abdominal and acute gynaecological infections, pneumonia, and infections of the skin and of the urinary tract.

Antimicrobial activity

Activity against aerobic and anaerobic pathogens is comparable to that of imipenem: MIC values for Gramnegative bacilli (with the exception of Ps. aeruginosa) are generally lower and those for Gram-positive cocci higher.
Ertapenem is stable to most serine β-lactamases, but is hydrolyzed by serine carbapenemases and metallo- β-lactamases.

General Description

Ertapenem (Invanz, for injection) is a synthetic 1-β-methylcarbapenem that is structurally related to β-lactam antibiotics,particularly the thienamycin group. Its mechanism ofaction is the same as that of other β-lactam antibiotics. Thestructure resists β-lactamases and dehydropeptidases.
Ertapenem is indicated for the treatment of moderate tosevere infections caused by susceptible strains causing complicatedintra-abdominal infections such as Escherichia,Clostridium, Peptostreptococcus, and Bacteroides. Theantibiotic is also indicated for complicated skin and skinstructure infections including diabetic foot infections (withoutosteomyelitis). Treatable strains include Staphylococcus(MSSA), Streptococcus, Escherichia, Klebsiella, Proteus,and Bacteroides. Ertapenem is also indicated for community-acquired pneumonia caused by S. pneumoniae,Haemophilus infljuenzae, and M. catarrhalis. Complicatedurinary tract infections and acute pelvic infections round outthe indications for ertapenem.

Pharmacokinetics

Cmax 1 g intramuscular: c. 67 mg/L after 2 h
1 g intravenous infusion (30 min): c. 155 mg/L end infusion
Plasma half-life: c. 4 h
Volume of distribution: c. 0.12 L/kg (steady state)
Plasma protein binding: 85–95%
Absorption after intramuscular injection is essentially complete with 90% bioavailability. The modestly extended plasma half-life allows once-daily dosing.
Excretion is predominantly by the renal route, about 80% being recovered in the urine within 24 h. About 40% is eliminated unchanged, the rest as a biologically inactive ringopened metabolite. Dosage should be reduced in severe renal impairment.

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

Side effects

Ertapenem appears to be generally well tolerated. The most common drug-related adverse experiences are diarrhea (5.5%), infused vein complication (3.7%), nausea (3.1%), headache (2.2%), vaginitis (2.1%), phlebitis/thrombophlebitis (1.3%) and vomiting (1.1%). Seizures have occasionally been reported (0.5%) in patients with a history of disorders of the CNS.

Drug interactions

Potentially hazardous interactions with other drugs Antiepileptics: concentration of valproate reduced - avoid concomitant use

Metabolism

After intravenous infusion of radiolabelled 1 g ertapenem, the plasma radioactivity consists predominantly (94%) of ertapenem. The major metabolite of ertapenem is the ring-opened derivative formed by dehydropeptidaseI-mediated hydrolysis of the beta-lactam ring.
Approximately 80% of a dose is recovered in urine and 10% in faeces. Of the 80% recovered in urine, approximately 38% is excreted as unchanged ertapenem and approximately 37% as the ring-opened metabolite.

Ertapenem Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 179)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569265 +86-18612256290 1056@dideu.com China 3581 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8349 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

Related articles

View Lastest Price from Ertapenem manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ertapenem pictures 2024-04-26 Ertapenem
153832-46-3
US $0.00-0.00 / mg 10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD
Ertapenem pictures 2023-06-26 Ertapenem
153832-46-3
US $200.00 / kg 1kg 99% 1000kg/Month Hebei Mingeng Biotechnology Co., Ltd
Ertapenem pictures 2023-04-08 Ertapenem
153832-46-3
US $200.00 / g 10g 99% 1000t/month Hebei Best Biological Technology Co., Ltd
  • Ertapenem pictures
  • Ertapenem
    153832-46-3
  • US $0.00-0.00 / mg
  • 0.98
  • ShenZhen H&D Pharmaceutical Technology Co., LTD
  • Ertapenem pictures
  • Ertapenem
    153832-46-3
  • US $200.00 / kg
  • 99%
  • Hebei Mingeng Biotechnology Co., Ltd
  • Ertapenem pictures
  • Ertapenem
    153832-46-3
  • US $200.00 / g
  • 99%
  • Hebei Best Biological Technology Co., Ltd
ERTAPENEM (4r,5r,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 ERTAPENEM(FORR&DONLY) (4R,5S,6S)-3-{[(3S,5S)-5-[(3-carboxyphenyl)carbaMoyl]pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-Methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid Ertapenem hydrochloride 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-,(4R,5S,6S)- sodium(4R,5S,6S)-3-(((3S,5S)-5-((3-carboxylatophenyl)carbamoyl)pyrrolidin-1-ium-3-yl)thio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate EOS-61119 ErtapenemDiscontinued See E635000 MK-0826 Ertapenem USP/EP/BP Ertapenem D4 Ertapenem Powder Benzaldehyde,5-chloro-3-(1,1-dimethylethyl)-7-hydroxy- Ertapenem Monomer 153832-46-3 3832-46-3 C22H25N3O7S C22H26ClN3O7S pharmaceutical intermediates