Bacampicillin 

Bacampicillin is an orally active semi-synthetic aminopenicillin derivative, prodrug and bactericide that is readily inactivated by β-lactamases. Bacampicillin is hydrolyzed by carboxylester hydrolases and non-specific esterases in the gastrointestinal wall and plasma to form Ampicillin (HY-B0522), and produces higher levels of Ampicillin in rodents in vivo. Bacampicillin exhibits bactericidal activity against Gram-positive and Gram-negative bacteria. Bacampicillin can be used in studies related to bacterial infections^[1][2].

Bacampicillin (10-20 μg/mL; 30 min) is stable in synthetic gastric juice (pH 1.2) and phosphate buffer (pH 7.4), but undergoes extensive hydrolysis to Ampicillin (HY-B0522) in the presence of 10% human or rat serum after 30 min incubation at 37°C, with rat serum driving more complete hydrolysis than human serum^[1].
Bacampicillin (100 μg/mL; up to 30 min) undergoes rapid first-order hydrolysis to Ampicillin in heparinized human blood, human plasma, and canine plasma at 37°C, with the fastest hydrolysis observed in human blood^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Bacampicillin (20 mg/kg; p.o.; single dose) has a 3.7-fold higher bioavailability than equimolar Ampicillin in male SPF-grade Sprague-Dawley rats^[1].
Bacampicillin (135 mg/kg; p.o.; single dose) produces significantly higher and longer-lasting interstitial fluid Ampicillin levels in female SPF-grade Sprague-Dawley rats with subcutaneous tissue cages compared to equimolar doses of Ampicillin^[1].
Bacampicillin (135 mg/kg; p.o.; single dose) produces ampicillin concentrations in the kidney and liver tissues of female SPF-grade Sprague-Dawley rats that are 3 to 4 times those of equimolar ampicillin^[1].
Bacampicillin (20 mg/kg; p.o.; single dose) exhibits 3-fold higher bioavailability than equimolar ampicillin in female beagle dogs^[1].
Bacampicillin (p.o.; single dose) exhibits potent activity against a variety of bacterial infections in female NMRI mice, with better efficacy than Ampicillin^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

465.52

C₂₁H₂₇N₃O₇S

50972-17-3

O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](N)C3=CC=CC=C3)=O)N1C2=O)OC(OC(OCC)=O)C

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Bodin NO, et al. Bacampicillin: a new orally well-absorbed derivative of ampicillin. Antimicrob Agents Chemother. 1975 Nov;8(5):518-25.

  [2]. Rozencweig M, et al. Antibacterial activity and pharmacokinetics of bacampicillin and ampicillin. Clin Pharmacol Ther. 1976;19(5 Pt 1):592-597.