Date published: 2025-11-2

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7-Amino-3-vinyl-3-cephem-4-carboxylic Acid (CAS 79349-82-9)

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Alternate Names:
(6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; (6R-trans)-7-Amino-3-ethenyl-8-oxo-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
Application:
7-Amino-3-vinyl-3-cephem-4-carboxylic Acid is 7-Amino-3-vinyl-3-cephem-4-carboxylic Acid is a key intermediate in the synthesis of Cephalosporin compounds.
CAS Number:
79349-82-9
Molecular Weight:
226.25
Molecular Formula:
C9H10N2O3S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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7-Amino-3-vinyl-3-cephem-4-carboxylic acid is a key intermediate in the synthesis of various cephalosporin antibiotics. Its mechanism of action involves the beta-lactam ring, which mimics the D-Ala-D-Ala moiety of peptidoglycan precursors, allowing it to bind to and inhibit penicillin-binding proteins (PBPs). This inhibition prevents the cross-linking of peptidoglycan strands, which is essential for bacterial cell wall integrity, leading to cell lysis and death. In research, 7-amino-3-vinyl-3-cephem-4-carboxylic acid is used to study the biochemical pathways involved in beta-lactam antibiotic resistance, particularly the role of PBPs and beta-lactamases. Researchers employ this compound to investigate the structure-activity relationships of cephalosporins, optimizing the antibiotic properties by modifying the 3-vinyl and 7-amino positions. This work helps in developing novel cephalosporin derivatives with enhanced efficacy and resistance to beta-lactamases. Additionally, it serves as a model compound in studying the synthesis and functionalization of beta-lactam antibiotics, contributing to the broader understanding of antibiotic action and resistance mechanisms.


7-Amino-3-vinyl-3-cephem-4-carboxylic Acid (CAS 79349-82-9) References

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  4. Application and synthesis of thiazole ring in clinically approved drugs.  |  Niu, ZX., et al. 2023. Eur J Med Chem. 250: 115172. PMID: 36758304
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

7-Amino-3-vinyl-3-cephem-4-carboxylic Acid, 100 mg

sc-394174
100 mg
$360.00