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Sulbactam

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Sulbactam Basic information
Sulbactam Chemical Properties
  • Melting point:154-157℃
  • alpha D20 +251° (c = 0.01 in pH 5.0 buffer)
  • Boiling point:567.7±50.0 °C(Predicted)
  • Density 1.62±0.1 g/cm3(Predicted)
  • storage temp. 2-8°C
  • solubility H2O: ≥18mg/mL
  • form lyophilized powder
  • pka2.62±0.40(Predicted)
  • color white to tan
  • optical activity[α]/D ≥+225°, c = 1 in H2O
  • Water Solubility Soluble in water at 18mg/ml
  • Merck 14,8889
  • InChIKeyFKENQMMABCRJMK-RITPCOANSA-N
  • CAS DataBase Reference68373-14-8
Safety Information
  • Hazard Codes Xn
  • Risk Statements 22
  • Safety Statements 24/25
  • WGK Germany 3
  • HS Code 29349990
MSDS
Sulbactam Usage And Synthesis
  • DescriptionSulbactam is prepared by partial chemical synthesis from penicillins. The oxidation of the sulfur atom to a sulfone greatly enhances the potency of sulbactam. The combination of sulbactam and ampicillin (Unasyn) is now clinically popular.
  • OriginatorSulbactam-Sodium,Antibiotic Co.,Bulgaria
  • Usesantidepressant, dopamine uptake inhibitor
  • UsesSulbactam sodium is a semi-synthetic penem antibiotic formed by the oxidation of penicillanic acid to its sulfone and was invented by Barth at Pfizer in 1978. Sulbactam sodium is a weak antibiotic but its action as an irreversible inhibitor of β-lactamase is exploited to block the degradation of other penicillin derivatives. Sulbactam acts as a synergist with cephalosporins and penicillins against Gram positive bacteria and is used commercially in combination with ampicillin.
  • UsesA β-lactamase inhibitor.
  • Manufacturing ProcessSulbactam sodium is semi-synthetic antibiotic of penicillinic group. Start material for it's synthesis is 6-aminopenicillanic acid. First 6-aminopenicillanic acid was isolated in 1957 year from benzylpenicilline as resalt of treating of it by penicillinaze. Benzylpenicilline is produced by microorganism of genus Streptomyces.
    Further, 6-aminopenicillanic acid reacted with bromine, hydrochloric acid and NaNO2. As a result the 6,6-dibromopenicillanic acid was obtained.
    6,6-Dibromopenicillanic acid was oxidized by KMnO4, to give 6,6-dibromo-1,1-The 6,6-dibromo-1,1-dioxopenicillanic acid in presence of Fe was converted to the 1,1-dioxopenicillanic acid (sulbactam acid). The sulbactam acid was treated by sodium 2-ethylhexanoate and crude sulbactam sodium was obtained.
  • Therapeutic FunctionBeta-lactamase inhibitor
  • Antimicrobial activitySulbactam has very weak antimicrobial activity against most bacteria. Its only notable activity is against N. gonorrhoeae, N. meningitidis and Acinetobacter baumannii.
  • Clinical UseSulbactam is penicillanic acid sulfone or 1,1-dioxopenicillanicacid. This synthetic penicillin derivative is a potent inhibitorof S. aureus β-lactamase as well as many β-lactamaseselaborated by Gram-negative bacilli. Sulbactam has weak intrinsicantibacterial activity but potentiates the activity ofampicillin and carbenicillin against β-lactamase–producingS. aureus and members of the Enterobacteriaceae family. Itdoes not, however, synergize with either carbenicillin or ticarcillinagainst P. aeruginosa strains resistant to these agents.Failure of sulbactam to penetrate the cell envelope is a possibleexplanation for the lack of synergy.
    Fixed-dose combinations of ampicillin sodium and sulbactamsodium, marketed under the trade name Unasyn assterile powders for injection, have been approved for use inthe United States. These combinations are recommended forthe treatment of skin, tissue, intra-abdominal, and gynecologicalinfections caused by β-lactamase–producing strainsof S. aureus, E. coli, Klebsiella spp., P. mirabilis, B. fragilis,and Enterobacter and Acinetobacter spp.
Sulbactam Preparation Products And Raw materials
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