A carboxypenicillin antibiotic
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Carbenicillin (sodium salt)

Item No. 20871

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, disodium salt
CAS Number
4800-94-6
Synonyms
  • BRL 2064
  • α-Carboxybenzylpenicillin
  • CP 15,639-2
  • NSC 111071
Molecular Formula
C17H16N2O6S • 2Na
Formula Weight
422.4
Purity
≥80%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 15 mg/mlEthanol: 2.5 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O=C(N[C@@H]1C(N2[C@]1([H])SC(C)(C)[C@@H]2C([O-])=O)=O)C(C([O-])=O)C3=CC=CC=C3.[Na+].[Na+]
InChi Code
InChI=1S/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1
InChi Key
RTYJTGSCYUUYAL-YCAHSCEMSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Carbenicillin is a broad-spectrum carboxypenicillin antibiotic.1 It is active against Gram-negative and certain Gram-positive bacteria, including S. pyogenes, S. epidermidis, P. mirabilis, P. vulgaris, E. coli, and P. aeruginosa (MICs = 0.19, 1.56, 1.56, 3.12, 3.12, and 50 μg/ml, respectively). It is also active against penicillinase-producing and non-producing strains of S. aureus (MICs = 1.56 and 12.5 μg/ml, respectively). Carbenicillin is protective against systemic S. pyogenes, P. vulgaris, E. coli, and S. aureus infection in a mouse model of systemic lethal infection with 50% protective dose (PD50) values of 7.8, 224, 19.3, and 34 mg/kg, respectively. It also decreases viable colony counts in the kidney in a rat model of P. vulgaris or E. coli urinary tract infection when administered at a dose of 100 mg/kg. Formulations containing carbenicillin have previously been used in the treatment of upper and lower urinary tract infections and prostatitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. English, A.R., Retsema, J.A., Ray, V.A., et al. Carbenicillin indanyl sodium, an orally active derivative of carbenicillin. Antimicrob. Agents Chemother. 1(3), 185-191 (1972).