Name: | Carbenicillin |
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PubChem Compound ID: | 1548945 |
Description: | Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. |
Molecular formula: | C17H18N2O6S |
Molecular weight: | 378.401 g/mol |
Name: | Carbenicillin |
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Name (isomeric): | DB00578 |
Drug Type: | small molecule |
Description: | Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. |
Synonyms: |
Carbenicillinum [INN-Latin]; Carboxybenzylpenicillin; Carbenicilline [INN-French]; Carboxybenzylpenicillin acid; Carbenicilina [INN-Spanish]; alpha-Carboxybenzylpencillin; Carbenicillina [DCIT]
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Brand: | Pyopen, Geopen |
Category: | Anti-Bacterial Agents, Penicillins |
CAS number: | 4697-36-3 |
Indication: | For the treatment of acute and chronic infections of the upper and lower urinary tract and in asymptomatic bacteriuria due to susceptible strains of bacteria. |
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Pharmacology: |
Carbenicillin is a semisynthetic penicillin. Though carbenicillin provides substantial in vitro activity against a variety of both gram-positive and gram-negative microorganisms, the most important aspect of its profile is in its antipseudomonal and antiproteal activity. Because of the high urine levels obtained following administration, car...
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Mechanism of Action: |
Free carbenicillin is the predominant pharmacologically active fraction of the salt. Carbenicillin exerts its antibacterial activity by interference with final cell wall synthesis of susceptible bacteria. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevent...
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Absorption: | Rapidly absorbed from the small intestine following oral administration. Oral bioavailability is 30 to 40%. |
Protein binding: | 30 to 60% |
Biotransformation: | Minimal. |
Half Life: | 1 hour |
Toxicity: | Carbenicillin blood levels achievable are very low, and toxic reactions as a function of overdosage should not occur systematically. The oral LD50 in mice is 3,600 mg/kg, in rats 2,000 mg/kg, and in dogs is in excess of 500 mg/kg. The lethal human dose is not known. Symptoms of overdose include diarrhea, nausea, stomach upset, and vomiting. |
Affected organisms: | Enteric bacteria and other eubacteria |
Food interaction: |
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Drug interaction: |
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