Carbenicillin
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Carbenicillin
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| 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 |
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| Identifiers | |
| CAS number | |
| ATC code | J01 |
| PubChem | |
| DrugBank | |
| 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 | |
| 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.
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Amoxicillin, Ampicillin, Azlocillin, Carbenicillin, Cloxacillin, Dicloxacillin, Flucloxacillin, Mezlocillin, Nafcillin, Piperacillin, Pivampicillin, Ticarcillin
