Structure via PubChem · Public domain (PubChem)
temocillin
Sign in to saveAlso known as N-((2S,5R,6S)-2-carboxy-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-3-thiophenemalonamic acid, (2S,5R,6S)-6-{[carboxy(3-thienyl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, (2S,5R,6S)-6-{[carboxy(thiophen-3-yl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Temocillin is a β-lactamase-resistant penicillin introduced by Beecham, marketed by Eumedica Pharmaceuticals as Negaban. It is used primarily for the treatment of multiple drug-resistant, Gram-negative bacteria. It is actually a 6-methoxy Ticarcillin; it is also a carboxypenicillin.
Chemical data
- Formula
- C16H18N2O7S2
- Molecular weight
- 414.5 g/mol
- IUPAC name
- (2S,5R,6S)-6-[(2-carboxy-2-thiophen-3-ylacetyl)amino]-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- urinary tract infection, bacterial disease, bacteriemia
via ChEMBL · EBI
Research
415 papers- Temocillin: Applications in Antimicrobial Stewardship as a Potential Carbapenem-Sparing Antibiotic.Antibiotics (Basel, Switzerland) · 2022
- Temocillin: A Narrative Review of Its Clinical Reappraisal.Antibiotics (Basel, Switzerland) · 2025
- Temocillin.The Journal of antimicrobial chemotherapy · 1990
- Temocillin revived.The Journal of antimicrobial chemotherapy · 2009
- [Temocillin and urinary tract infections].Progres en urologie : journal de l'Association francaise d'urologie et de la Societe francaise d'urologie · 2017
via PubMed
~4 min read
Encyclopedic overview
6 sectionsContents
- Pharmacology
- Dosage
- Adverse effects
- Synthesis
- References
- Further reading
Temocillin is a β-lactamase-resistant penicillin introduced by Beecham, marketed by Eumedica Pharmaceuticals as Negaban. It is used primarily for the treatment of multiple drug-resistant, Gram-negative bacteria. It is actually a 6-methoxy Ticarcillin; it is also a carboxypenicillin.
==Pharmacology== Temocillin is a β-lactamase-resistant penicillin. It is not active against Gram-positive bacteria or bacteria with altered penicillin-binding proteins.
Excerpted from Wikipedia’s “temocillin” article, available under the CC BY-SA 4.0 licence.