Structure via PubChem · Public domain (PubChem)
faropenem
Sign in to saveAlso known as (+)-(5R,6S)-6-((1R)-1-hydroxyethyl)-7-oxo-3-((2R)-tetrahydro-2-furyl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6alpha-[(R)-1-hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylic acid
Faropenem is an orally active beta-lactam antibiotic belonging to the penem group. It is resistant to some forms of extended-spectrum beta-lactamase. It is available for oral use.
In the Vinony graph
Within Vinony's link graph, faropenem is referenced by 187 other articles, and connects out to β-lactam antibiotic, ceftolozane/tazobactam and antibiotic.
It is catalogued under topics including Carbapenem antibiotics, Chemical pages without DrugBank identifier and Drugboxes which contain changes to verified fields.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C12H15NO5S
- Molecular weight
- 285.32 g/mol
- IUPAC name
- (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
- SMILES
- C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)[C@H]3CCCO3)C(=O)O)O
- InChIKey
- HGGAKXAHAYOLDJ-FHZUQPTBSA-N
- XLogP
- 0.3
- Polar surface area
- 112 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- pneumonia, pulmonary tuberculosis, bacterial disease, tuberculosis
via ChEMBL · EBI
Wikidata facts
- Mass
- 285.067
Show 5 more facts
- Commons category
- Faropenem
- chemical formula
- C₁₂H₁₅NO₅S
- canonical SMILES
- CC(C1C2N(C1=O)C(=C(S2)C3CCCO3)C(=O)O)O
- World Health Organisation international non-proprietary name
- fropenem
- isomeric SMILES
- C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)[C@H]3CCCO3)C(=O)O)O
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Forms
- Clinical use
- History
- References
- External links
Faropenem is an orally active beta-lactam antibiotic belonging to the penem group. It is resistant to some forms of extended-spectrum beta-lactamase. It is available for oral use.
==Forms== Faropenem was developed by Daiichi Asubio Pharma, which markets it in two forms. The sodium salt faropenem sodium, available under the trade name Farom, has been marketed in Japan since 1997. () The sodium salt faropenem sodium, available under the trade name Orfanem, has been marketed in Bangladesh by Incepta Pharmaceuticals Ltd. The prodrug form faropenem medoxomil (also known as faropenem daloxate) has been licensed from Daiichi Asubio Pharma by Replidyne, which plans to market it in conjunction with Forest Pharmaceuticals. The trade name proposed for the product was Orapem, but company officials recently announced this name was rejected by the FDA.
Excerpted from Wikipedia’s “faropenem” article, available under the CC BY-SA 4.0 licence.