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Product Description
Mechanism of action
Cefoxitin is a cephamycin antibiotic structurally related to cefmetazole and cephalosporins but with enhanced β‑lactamase stability. Its 7‑α‑methoxy group provides resistance to hydrolysis by many ESBLs and AmpC enzymes. It binds PBPs and inhibits peptidoglycan crosslinking, exerting bactericidal activity. Strong anaerobic coverage makes it a reference drug in intra-abdominal infection models.
Benefits and advantages
Used in anaerobic-bacteriology research, β‑lactamase-resistance mechanism studies, cephamycin SAR work, polymicrobial infection modelling, gut-microbiota impact studies, and AmpC induction evaluations.
Side effects and risks
Risks include hypersensitivity, GI upset, hepatic enzyme elevation, rare neutropenia and alteration of gut flora. Handle with cephamycin antibiotic precautions.
Datasheet
| Molecular Formula | C16H16N3O7S2 |
|---|---|
| Molecular Weight | 427.5 g/mol |
| CAS Number | 35607-66-0 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | 1.95e-01 g/L |
| Purity | Purity information is available upon request (COA). |
| Synonym | cefoxitin; 35607-66-0; Cefoxitina; Cefoxitine; CEPHOXITIN |
| IUPAC/Chemical Name | (6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
| InChl Key | WZOZEZRFJCJXNZ-ZBFHGGJFSA-N |
| InChl Code | InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1 |
| References |
3D Conformer.
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