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Sulbenicillin disodium

Alias: Disodium sulbenicillin; alpha-Sulfobenzylpenicillin disodium; Sulbenicillin disodium
Cat No.:V15440 Purity: ≥98%
Sulbenicillin disodium is the disodium salt of Sulbenicillin.
Sulbenicillin disodium
Sulbenicillin disodium Chemical Structure CAS No.: 28002-18-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Sulbenicillin disodium is the disodium salt of Sulbenicillin. Sulbenicillin is a penicillin antibiotic with anti-bacterial effect against many mucoid and non-mucoid strains of Pseudomonas aeruginosa.
Sulbenicillin disodium (CAS#: 28002-18-8) is the disodium salt of sulbenicillin, a penicillin antibiotic with antibacterial activity against a number of mucoid and non-mucoid strains of Pseudomonas aeruginosa. It is a broad-spectrum, beta-lactam antibiotic in the penicillin family, effective against both Gram-positive and Gram-negative bacteria. Sulbenicillin is often used in serious infections.
Biological Activity I Assay Protocols (From Reference)
Targets
Sulbenicillin targets penicillin-binding proteins (PBPs) in the bacterial cell wall. As a beta-lactam antibiotic, it inhibits the transpeptidase activity of PBPs, which are enzymes involved in the final stages of bacterial cell wall synthesis. By inhibiting PBPs, sulbenicillin disrupts cell wall cross-linking, leading to cell lysis and death.
ln Vitro
In vitro, sulbenicillin demonstrates antibacterial activity against a number of mucoid and non-mucoid strains of Pseudomonas aeruginosa. It is effective against both Gram-positive and Gram-negative bacteria. It has slightly stronger activity against Pseudomonas aeruginosa and drug-resistant Staphylococcus aureus compared to carbenicillin. It is more stable against beta-lactamases than ampicillin and carbenicillin.
ln Vivo
In vivo, sulbenicillin is used for the treatment of serious infections caused by susceptible bacteria. It is administered parenterally as it is not absorbed orally. It is effective against respiratory and urinary tract infections, septicemia, and other serious infections.
Enzyme Assay
In vitro enzyme/receptor binding assays for sulbenicillin typically involve evaluating its inhibitory activity against purified penicillin-binding proteins (PBPs). The compound is incubated with the PBPs, and the inhibition of transpeptidase activity is measured. The Minimum Inhibitory Concentration (MIC) is determined using standard broth dilution methods against various bacterial strains.
Cell Assay
For in vitro cell-based assays, sulbenicillin disodium is dissolved in aqueous buffers and applied to cultured bacterial cells at concentrations ranging from 0.1-100 µg/mL. The MIC is determined using standard methods. The effect on bacterial cell wall synthesis and cell viability is assessed.
Animal Protocol
In vivo animal studies for sulbenicillin are typically conducted in rodent models of bacterial infection. Sulbenicillin is administered intravenously or intramuscularly at doses ranging from 10-100 mg/kg. Efficacy is evaluated by measuring bacterial load in tissues, survival rates, and clinical signs of infection.
ADME/Pharmacokinetics
Sulbenicillin disodium has a molecular formula of C₁₆H₁₆N₂Na₂O₇S₂ and a molecular weight of 458.42 g/mol. It is a white to off-white powder that is soluble in water. It is typically stored as a powder at -20°C.
Toxicity/Toxicokinetics
Sulbenicillin disodium is considered to have a manageable toxicity profile consistent with other penicillins. Common side effects include hypersensitivity reactions, such as skin rashes and anaphylaxis. Gastrointestinal disturbances, including nausea and diarrhea, can occur. No significant hepatotoxicity or nephrotoxicity has been reported.
References

[1]. Antibacterial activity in vitro of sulbenicillin against mucoid and non-mucoid strains of Pseudomonas aeruginosa. Drugs Exp Clin Res. 1985;11(4):241-5.

Additional Infomation
Sulbenicillin disodium is an organosodium salt. It contains Sulbenicillin (2-). It is a Semisynthetic penicillin antibiotic.
Sulbenicillin disodium is a penicillin antibiotic used for the treatment of serious infections, particularly those caused by Pseudomonas aeruginosa. It is also known as alpha-sulfobenzylpenicillin disodium. Sulbenicillin disodium is approved for clinical use in some countries. It is supplied by various pharmaceutical and research chemical suppliers for human and research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H16N2NA2O7S2
Molecular Weight
458.41
Exact Mass
458.019
CAS #
28002-18-8
PubChem CID
443984
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
3
Heavy Atom Count
29
Complexity
736
Defined Atom Stereocenter Count
3
SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)S(=O)(=O)[O-])C(=O)[O-])C.[Na+].[Na+]
InChi Key
FWRNIJIOFYDBES-HCIBPFAFSA-L
InChi Code
InChI=1S/C16H18N2O7S2.2Na/c1-16(2)11(15(21)22)18-13(20)9(14(18)26-16)17-12(19)10(27(23,24)25)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,17,19)(H,21,22)(H,23,24,25);;/q;2*+1/p-2/t9-,10?,11+,14-;;/m1../s1
Chemical Name
disodium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenyl-2-sulfonatoacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Synonyms
Disodium sulbenicillin; alpha-Sulfobenzylpenicillin disodium; Sulbenicillin disodium
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~250 mg/mL (~545.35 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (218.14 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1815 mL 10.9073 mL 21.8145 mL
5 mM 0.4363 mL 2.1815 mL 4.3629 mL
10 mM 0.2181 mL 1.0907 mL 2.1815 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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