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Cefazolin Sodium (cefazoline; cephazolin)

Alias: monosodium cephazolin Cefazolin sodium salt Sodium cefazolin Sodium cephazolin Kefzol Sodium Cephazolin Sodium, Cefazolin Sodium, Cephazolin Totacef
Cat No.:V11838 Purity: ≥98%
Cefazolin sodium (cefazoline and cephazolin) is a 1st generationbeta-lactam class of antibiotic used for the treatment of a number of bacterial infections.
Cefazolin Sodium (cefazoline; cephazolin)
Cefazolin Sodium (cefazoline; cephazolin) Chemical Structure CAS No.: 27164-46-1
Product category: Antibiotics
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
2g
5g
10g
25g
Other Sizes

Other Forms of Cefazolin Sodium (cefazoline; cephazolin):

  • Cefazolin (Cephazolin)
  • Cefazolin sodium pentahydrate
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Cefazolin sodium (cefazoline and cephazolin) is a 1st generation beta-lactam class of antibiotic used for the treatment of a number of bacterial infections. Specifically it is used to treat cellulitis, urinary tract infections, pneumonia, endocarditis, joint infection, and biliary tract infections. Cefazolin inhibits synthesis of bacterial cell wall by binding to and inactivating penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity, which results in the weakening of the bacterial cell wall and cell lysis.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
For lipopolysaccharide-stimulated C8-B4 cells, cefazolin sodium (0-300 μg/ml; 6 or 24 hours) exhibits a direct anti-inflammatory action [2]. Cell growth brought on by IL-2, IL-4, and IL-15 is inhibited when cefazolin sodium (0-400 μM) is applied for 72 hours [3]. The phosphorylation of JAK3 induced by IL-2, IL-4, IL-15, and IL-21 is inhibited by cefazolin sodium (0-400 μM; 30 minutes) treatment [3].
ln Vivo
Cefazolin sodium (subcutaneous injection; 300-500 mg/kg; once daily; 5 d) treatment can improve the postoperative learning and memory abilities of mice [2].
Cell Assay
Cell Viability Assay[2]
Cell Types: C8-B4 Cell
Tested Concentrations: 0, 50, 100, 150, 200, 250 or 300 μg/ml
Incubation Duration: 6 or 24 hrs (hours)
Experimental Results: Complete inhibition of IL-1β with increasing doses, but The increase in IL-6 was inhibited only at 200 μg/ml.

Cell proliferation assay[3]
Cell Types: PBMC and TF-1 Cell
Tested Concentrations: 0, 100, 200 and 400 μM
Incubation Duration: 72 hrs (hours)
Experimental Results: diminished cell proliferation induced by IL-2, IL-4 and IL-15, indicating Cefazolin not only interferes with IL-15Rα but also with IL-2/IL-15Rβ and/or γc.

Cell viability assay [3]
Cell Types: PBMC, NK-92 and TF-1 Cell
Tested Concentrations: 0, 100, 200 and 400 μM
Incubation Duration: 30 minutes
Experimental Results: The phosphorylation of JAK3 was diminished after cytokine treatment, which was concluded to inhibit γc Receptor signal transduction.
Animal Protocol
Animal/Disease Models: 6 to 8 weeks old male CD-1 mice underwent clinical exploratory laparotomy [2]
Doses: 300-500 mg/kg
Route of Administration: subcutaneous injection; 300-500 mg/kg; one time/day; 5-day
Experimental Results: Surgery-induced learning and memory dysfunction is attenuated.
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Summary of Use during Lactation
Limited information indicates cefazolin produces low levels in milk that are not expected to cause adverse effects in breastfed infants. Occasionally disruption of the infant's gastrointestinal flora, resulting in diarrhea or thrush have been reported with cephalosporins, but these effects have not been adequately evaluated. Cefazolin is acceptable in nursing mothers.
◉ Effects in Breastfed Infants
Relevant published information was not found as of the revision date.
◉ Effects on Lactation and Breastmilk
Relevant published information was not found as of the revision date.
References

[1]. Cefazolin. Ann Intern Med. 1978 Nov;89(5 Pt 1):650-6.

[2]. Perioperative use of cefazolin ameliorates postoperative cognitive dysfunction but induces gut inflammation in mice. J Neuroinflammation. 2018 Aug 22;15(1):235.

[3]. The anti-inflammatory potential of cefazolin as common gamma chain cytokine inhibitor. Sci Rep. 2020 Feb 19;10(1):2886.

Additional Infomation
Cefazolin sodium is a cephalosporin organic sodium salt having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups. It contains a cefazolin(1-).
Cefazolin Sodium is the sodium salt of cefazolin, a beta-lactam antibiotic and first-generation cephalosporin with bactericidal activity. Cefazolin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity, which results in the weakening of the bacterial cell wall and cell lysis.
A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
See also: Cefazolin (has active moiety).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H13N8NAO4S3
Molecular Weight
476.4890
Exact Mass
476.011
CAS #
27164-46-1
Related CAS #
Cefazolin;25953-19-9;Cefazolin sodium pentahydrate;115850-11-8
PubChem CID
23675322
Appearance
White to off-white solid powder
Melting Point
190 °C
Index of Refraction
20 ° (C=10, H2O)
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
7
Heavy Atom Count
30
Complexity
746
Defined Atom Stereocenter Count
2
SMILES
CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)[O-].[Na+]
InChi Key
FLKYBGKDCCEQQM-WYUVZMMLSA-M
InChi Code
InChI=1S/C14H14N8O4S3.Na/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/q+1/p-1/t9-,12-/m1./s1
Chemical Name
sodium(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Synonyms
monosodium cephazolin Cefazolin sodium salt Sodium cefazolin Sodium cephazolin Kefzol Sodium Cephazolin Sodium, Cefazolin Sodium, Cephazolin Totacef
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 (e.g. under nitrogen), avoid exposure to moisture and light.
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 : ≥ 100 mg/mL (~209.87 mM)
DMSO : ~100 mg/mL (~209.87 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.25 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.25 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: 100 mg/mL (209.87 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0987 mL 10.4934 mL 20.9868 mL
5 mM 0.4197 mL 2.0987 mL 4.1974 mL
10 mM 0.2099 mL 1.0493 mL 2.0987 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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