Structure via PubChem · Public domain (PubChem)
biapenem
Sign in to saveAlso known as (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylthio)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate, 6-[[(4R,5S,6S)-2-Carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium inner salt
Biapenem (INN) is a carbapenem antibiotic. It has in vitro activity against anaerobes. 1-β-methyl-carbapenem antibiotic. Approved in Japan in 2001.
Chemical data
- Formula
- C15H18N4O4S
- Molecular weight
- 350.4 g/mol
- IUPAC name
- (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-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(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])[C@@H](C)O
- InChIKey
- MRMBZHPJVKCOMA-YJFSRANCSA-N
- XLogP
- 1.4
- Polar surface area
- 128 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- bacterial disease
via ChEMBL · EBI
Research
347 papers- Biapenem.Drugs · 2002
- Biapenem.The Journal of the Association of Physicians of India · 2022
- Recommendation of Antimicrobial Dosing Optimization During Continuous Renal Replacement Therapy.Frontiers in pharmacology · 2020
- Carbapenems: past, present, and future.Antimicrobial agents and chemotherapy · 2011
- Efficacy and safety of biapenem in treatment of infectious disease: a meta-analysis of randomized controlled trials.Journal of chemotherapy (Florence, Italy) · 2016
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 350.105
Show 5 more facts
- chemical formula
- C₁₅H₁₈N₄O₄S
- canonical SMILES
- CC1C2C(C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])C(C)O
- isomeric SMILES
- C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])[C@@H](C)O
- subject has role
- bactericide
- Commons category
- Biapenem
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Biapenem (INN) is a carbapenem antibiotic. It has in vitro activity against anaerobes. 1-β-methyl-carbapenem antibiotic. Approved in Japan in 2001.
== References ==
Excerpted from Wikipedia’s “biapenem” article, available under the CC BY-SA 4.0 licence.
Available in 9 languages
via Wikidata sitelinks · CC0