Carbenicillin

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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. weight	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.

Penicillins (J01C) edit
Amoxicillin, Ampicillin, Azlocillin, Carbenicillin, Cloxacillin, Dicloxacillin, Flucloxacillin, Mezlocillin, Nafcillin, Piperacillin, Pivampicillin, Ticarcillin