CEFAZOLINE

Cefazolin is a firstgeneration cephalosporin used for surgical prophylaxis and infections. Side effects include rash, GI upset, and rare hypersensitivity. Only GMP materials will be supplied, logistics all according to GDP.

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Product Description


Mechanism of action

Cefazoline is a first-generation cephalosporin administered parenterally. It binds PBPs in gram-positive bacteria (notably staphylococci and streptococci) and some gram-negative organisms, blocking peptidoglycan crosslinking and inducing cell lysis. Its favourable half-life and tissue penetration make it a standard perioperative prophylactic agent.

Benefits and advantages

Used in surgical-infection prevention research, PBP-binding studies, gram-positive susceptibility profiling, biofilm-formation experiments, and cephalosporin PK/PD modelling. A benchmark compound for first-generation cephalosporin comparisons.

Side effects and risks

Risks include allergic reactions, nephrotoxicity at high doses (especially with other nephrotoxins), GI symptoms and rare haematological disturbances. Handle as a parenteral -lactam with appropriate PPE.

Only GMP materials will be supplied, logistics all according to GDP.

Datasheet


Molecular Formula

C14H14N8O4S3

Molecular Weight

454.5 g/mol

CAS Number

25953-19-9

Storage Condition

Cefazolin sodium and soln of the drug should be protected from light. Cefazolin sodium sterile powder should be stored @ a temp less than 40 °C, preferable between 15-30 °C. Cefazolin sodium powder tends to darken, depending on storage condition; however, such discoloration does not indicate loss of potency. /Cefazolin sodium/

Solubility

Mol wt 476.50. White to yellowish-white, odorless crystalline powder with a bitter, salty taste. Crystallizes in alpha, beta, and gamma forms (Kariyone). Easily sol in water, slightly sol in methanol, ethanol. Practically insol in benzene, acetone, chloroform /Sodium salt/

Purity

Purity information is available upon request (COA).

Synonym

cefazolin; 25953-19-9; Cephazolin; Cefazoline; Cephamezine

IUPAC/Chemical Name

(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-carboxylic acid

InChl Key

MLYYVTUWGNIJIB-BXKDBHETSA-N

InChl Code

InChI=1S/C14H14N8O4S3/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)/t9-,12-/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/33255;

3D Conformer.

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