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Meropenem information


Meropenem
Clinical data
Trade namesMerrem, others
AHFS/Drugs.comMonograph
License data
  • US DailyMed: Meropenem
Pregnancy
category
  • AU: B2
Routes of
administration
Intravenous
ATC code
  • J01DH02 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only[1]
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability100%
Protein bindingApproximately 2%
Elimination half-life1 hour
ExcretionKidney
Identifiers
IUPAC name
  • (4R,5S,6S)-3-(((3S,5S)-5-(Dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
CAS Number
  • 119478-56-7 checkY
PubChem CID
  • 441130
DrugBank
  • DB00760 checkY
ChemSpider
  • 389924 checkY
UNII
  • FV9J3JU8B1
KEGG
  • D02222 checkY
ChEBI
  • CHEBI:43968 checkY
ChEMBL
  • ChEMBL127 checkY
PDB ligand
  • MEM (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID7045526 Edit this at Wikidata
ECHA InfoCard100.169.299 Edit this at Wikidata
Chemical and physical data
FormulaC17H25N3O5S
Molar mass383.46 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C3N2\C(=C(\S[C@H]1C[C@@H](C(=O)N(C)C)NC1)[C@H](C)[C@@H]2[C@H]3[C@H](O)C)C(=O)O
InChI
  • InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1 checkY
  • Key:DMJNNHOOLUXYBV-PQTSNVLCSA-N checkY
  (verify)

Meropenem, sold under the brand name Merrem among others, is an intravenous carbapenem antibiotic used to treat a variety of bacterial infections.[2] Some of these include meningitis, intra-abdominal infection, pneumonia, sepsis, and anthrax.[2]

Common side effects include nausea, diarrhea, constipation, headache, rash, and pain at the site of injection.[2] Serious side effects include Clostridioides difficile infection, seizures, and allergic reactions including anaphylaxis.[2] Those who are allergic to other β-lactam antibiotics are more likely to be allergic to meropenem as well.[2] Use in pregnancy appears to be safe.[2] It is in the carbapenem family of medications.[2] Meropenem usually results in bacterial death through blocking their ability to make a cell wall.[2] It is more resistant to breakdown by β-lactamase producing bacteria.[2]

Meropenem was patented in 1983.[3] It was approved for medical use in the United States in 1996.[2] It is on the World Health Organization's List of Essential Medicines.[4][5] The World Health Organization classifies meropenem as critically important for human medicine.[6]

  1. ^ "Regulatory Decision Summary for Meropenem for Injection USP and Sodium Chloride Injection USP". Drug and Health Products Portal. January 4, 2024. Retrieved April 2, 2024.
  2. ^ a b c d e f g h i j "Meropenem". The American Society of Health-System Pharmacists. Archived from the original on January 20, 2011. Retrieved December 8, 2017.
  3. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 497. ISBN 978-3-527-60749-5. Archived from the original on February 27, 2024. Retrieved September 20, 2020.
  4. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  5. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  6. ^ World Health Organization (2019). Critically important antimicrobials for human medicine (6th revision ed.). Geneva: World Health Organization. hdl:10665/312266. ISBN 978-92-4-151552-8.

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Meropenem

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Meropenem, sold under the brand name Merrem among others, is an intravenous carbapenem antibiotic used to treat a variety of bacterial infections. Some...

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Carbapenem

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including doripenem, imipenem, and meropenem, are not recommended in this population. Doripenem, imipenem, and meropenem are recommended for high-risk community-acquired...

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List of antibiotics

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combinations: Carbapenems: (meropenem, imipenem/cilastatin, doripenem - NOT ertapenem) Meropenem/vaborbactam Imipenem/cilastatin/relebactam...

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Ertapenem

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antibiotics as well, but seems to be most pronounced for ertapenem and meropenem. This is likely caused by several mechanisms: carbapenems inhibit transport...

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Production of antibiotics

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size dosage of antibiotics. Meropenem is an antibiotic that is delivered into the body via injection. When produced meropenem is a crystalline antibiotic...

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WHO Model List of Essential Medicines

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(ceftolozane + tazobactam)α Colistinα Fosfomycinα Linezolidα Meropenem/vaborbactam (meropenem + vaborbactam)α Plazomicinα Polymyxin Bα Clofazimine Dapsone...

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Aspiration pneumonia

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difficult. Treatment is typically with antibiotics such as clindamycin, meropenem, ampicillin/sulbactam, or moxifloxacin. For those with only chemical pneumonitis...

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ESCAPPM

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highly resistant to beta-lactamases. Examples of carbapenems include meropenem and imipenem. "Feedback for Practical 10: Antimicrobial Agents". Archived...

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Burkholderia cepacia complex

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multiple antibiotics and may include ceftazidime, minocycline, piperacillin, meropenem, chloramphenicol, and trimethoprim/sulfamethoxazole(co-trimoxazole). Although...

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Melioidosis

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the dosage of ceftazidime, meropenem, and co-trimoxazole should be lowered. Once the clinical condition improved, meropenem can be switched back to ceftazidime...

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Timeline of antibiotics

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1993 – panipenem/betamipron 1993 – sparfloxacin 1994 – cefepime 1996 – meropenem 1999 – quinupristin/dalfopristin 2000 – linezolid, the first oxazolidinone...

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Proteus vulgaris

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sensitive: Ciprofloxacin Ceftazidime Netilmicin Sulbactam or cefoperazone Meropenem Piperacillin/tazobactam Ampicillin/sulbactam Proteus OX19 Swarming motility...

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Citrobacter koseri

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matter, nor cicatricial leukomalacia. A broad spectrum cephalosporin and meropenem are often used because of the good penetration into the central nervous...

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Pseudomonas aeruginosa

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 aeruginosa is intrinsically resistant to all other penicillins. carbapenems (meropenem, imipenem, doripenem, but not ertapenem) polymyxins (polymyxin B and colistin)...

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Eravacycline

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intravenous eravacycline(1.0 mg/kg every 12 hours) compared to those receiving meropenem (1g every 8 hours). The study enrolled 500 adult patients with the primary...

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Antibiotic

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combination (cell wall synthesis inhibitor). FDA approved on 16 July 2019. Meropenem/vaborbactam: carbapenem/ β-lactamase inhibitor combination (cell wall...

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Merrem

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Merrem may refer to: Meropenem, an antibiotic initially marketed under the trade name Merrem Blasius Merrem (1761–1824), German naturalist, zoologist...

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Granulicatella adiacens

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Antibiotic Susceptible (%) Penicillin 38.9 Cefotaxime 18.9 Ceftriaxone 43.3 Erythromycin 52.2 Levofloxacin 84.5 Clindamycin 91.9 Meropenem 100 Vancomycin 100...

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Anaerobic infection

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intracranial penetration are metronidazole, chloramphenicol, penicillins, and meropenem. Optimally, the selection of antimicrobial is done according to the recovered...

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List of infectious diseases

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multiple abscesses Growing the bacteria in culture mediums Ceftazidime, meropenem, co-trimoxazole No multiple Meningitis Fever, headache, neck stiffness...

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Pyuria

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number of false positive results (use of antibiotics, such as imipenem, meropenem, clavulanic acid, which is sometimes combined with penicillin derivatives)...

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Klebsiella pneumoniae

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multidrug-resistant Klebsiella species, a combination therapy with amikacin and meropenem has been suggested. Multiple drug-resistant K. pneumoniae strains have...

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Febrile neutropenia

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against Pseudomonas aeruginosa (e.g. cefepime), or carbapenems (imipenem or meropenem). A subsequent meta-analysis published in 2006 found cefepime to be associated...

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