Cefaloglycin

Cefaloglycin (Cephaloglycin) is an orally active nephrotoxic β-lactam cephalosporin antibiotic with antibacterial activity. Cefaloglycin is activity against Gram-Positive cocci other than enterococci. Cefaloglycin is toxic to mitochondrial substrate uptake and respiration.

Product information

CAS Number: 3577-01-3

Molecular Weight: 405.42

Formula: C18H19N3O6S

Synonym:

Cephaloglycin

Chemical Name: (6R,7R)-3-[(acetyloxy)methyl]-7-[(2R)-2-amino-2-phenylacetamido]-6-hydrogenio-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Smiles: CC(=O)OCC1CS[C@@H]2[C@H](NC(=O)[C@H](N)C3C=CC=CC=3)C(=O)N2C=1C(O)=O

InChiKey: FUBBGQLTSCSAON-PBFPGSCMSA-N

InChi: InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Cefaclor to be comparable to Cephaloglycin in terms of in vitro activity against S. pyogenes and somewhat superior to Cephalexin.

In Vivo:

Respiration with and the uptake of succinate and ADP are measured in rabbit renal cortical mitochondria exposed for 2 to 6 h to 300 to 3,000 µg of Cefaloglycin (Cephaloglycin) per mL and then washed to remove the antibiotic. Cefaloglycin (Cephaloglycin) irreversibly reduces both respiration and succinate uptake. The pattern of in vitro injury of Cefaloglycin to mitochondrial substrate uptake and respiration evolves in a time-dependent and concentration-dependent manner.

References:

1. B M Tune, et al. The Renal Mitochondrial Toxicity of Beta-Lactam Antibiotics: In Vitro Effects of Cephaloglycin and Imipenem. J Am Soc Nephrol. 1990 Nov;1(5):815-21.
2. S Shadomy, et al. In Vitro Activities of Five Oral Cephalosporins Against Aerobic Pathogenic Bacteria. Antimicrob Agents Chemother. 1977 Nov;12(5):609-13.
3. E Bergogne-Bérézin. Continuous Activity of Significant Antibiotics. Clin Ther. Jan-Feb 1991;13(1):181-8.

Products are for research use only. Not for human use.