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Carbenicillin



Carbenicillin
Systematic (IUPAC) name
(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-
3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]
heptane-2-carboxylic acid
Identifiers
CAS number 4697-36-3
ATC code J01CA03
PubChem 20824
DrugBank APRD00846
Chemical data
Formula C17H18N2O6S 
Mol. mass 378.401 g/mol
Pharmacokinetic data
Bioavailability 30 to 40%
Protein binding 30 to 60%
Metabolism Minimal
Half life 1 hour
Excretion Renal (30 to 40%)
Therapeutic considerations
Pregnancy cat.

B(US) Passes into breast milk

Legal status

℞-only(US)

Routes Oral

Carbenicillin is an antibiotic belonging to the carboxypenicillin subgroup of the penicillins. It has gram-negative coverage which includes Pseudomonas aeruginosa but limited gram-positive coverage. The carboxypenicillins are susceptible to degradation by beta-lactamase enzymes.

The antibiotic is very soluble in water and is acid-labile. Aqueous solutions are short-lived. Working concentration in the lab: up to 100 µg per ml.

It is a semi-synthetic analogue of the naturally occurring penicillin. Although much more expensive than ampicillin, it is much more stable.


v • d • e
Antibacterials for systemic use: beta-lactam antibiotics - penicillins (J01C)
AntibioticsAmoxicillin • Ampicillin • Azlocillin • Carbenicillin • Cloxacillin • Dicloxacillin • Flucloxacillin • Mezlocillin • Nafcillin • Piperacillin • Pivampicillin • Ticarcillin
Beta-lactamase inhibitorsSulbactam • Tazobactam • Clavulanic acid
CombinationsAmpicillin/sulbactam (Sultamicillin) • Co-amoxiclav
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Carbenicillin". A list of authors is available in Wikipedia.
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