Structure via PubChem · Public domain (PubChem)
مروپنم
Sign in to saveAlso known as ICI-194660, SM-7338, Merrem iv, Merrem, Antibiotic sm 7338, Meropenem trihydrate, (1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid, Meropenem anhydrous
Meropenem, sold under the brand name Merrem among others, is an intravenous carbapenem antibiotic used to treat a variety of bacterial infections. Some of these include meningitis, intra-abdominal infection, pneumonia, sepsis, and anthrax.
Chemical data
- Formula
- C17H25N3O5S
- Molecular weight
- 383.5 g/mol
- IUPAC name
- (4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-1-ium-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
- SMILES
- C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H]([NH2+]C3)C(=O)N(C)C)C(=O)[O-])[C@@H](C)O
- InChIKey
- DMJNNHOOLUXYBV-PQTSNVLCSA-N
- XLogP
- -1.7
- Polar surface area
- 143 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- parenteral
- Indications
- infection, pneumonia, urinary tract infection, septic shock
via ChEMBL · EBI
Research
13,589 papers- Meropenem use and therapeutic drug monitoring in clinical practice: a literature review.Journal of clinical pharmacy and therapeutics · 2021
- Meropenem clinical pharmacokinetics.Clinical pharmacokinetics · 1995
- Meropenem/Vaborbactam, the First Carbapenem/β-Lactamase Inhibitor Combination.The Annals of pharmacotherapy · 2018
- Ertapenem Versus Meropenem for the Treatment of Extended Spectrum Beta-Lactamase-Producing Enterobacterales Bacteremia in Critically Ill Patients.The Annals of pharmacotherapy · 2024
- Meropenem/Vaborbactam: A Review in Complicated Urinary Tract Infections.Drugs · 2018
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 383.151
- Manufacturer
- Pfizer
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₇H₂₅N₃O₅S
- subject has role
- essential medicine
- Commons category
- Meropenem
- isomeric SMILES
- C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)O
- canonical SMILES
- CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)O
- World Health Organisation international non-proprietary name
- meropenem
- defined daily dose
- 2
Sources (7)
via Wikidata · CC0