structure of CEFTAZIDIME IMPURITY A

CEFTAZIDIME IMPURITY A

CAS No.: 1000980-60-8
M. Wt: 546.576
M. Fa: C22H22N6O7S2
InChI Key: -

Names and Identifiers of CEFTAZIDIME IMPURITY A

CAS Number

1000980-60-8

IUPAC Name

(6R,7R)-7-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-(2-methyl-1-oxidanyl-1-oxidanylidene-propan-2-yl)oxyimino-ethanoyl]amino]-8-oxidanylidene-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylate

Canonical SMILES

CC(C)(C(=O)O)O/N=C(/C1=CSC(=N1)N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(C(=CS3)C[N+]4=CC=CC=C4)C(=O)[O-]

Physical and chemical properties of CEFTAZIDIME IMPURITY A

Exact Mass

546.099121

LogP

-1.74

Melting Point

>136°C (dec.)

Molecular Formula

C22H22N6O7S2

Molecular Weight

546.576

PSA

244.76000

Solubility

DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)

Stability

Hygroscopic, Light Sensitive

Storage condition

Amber Vial, Hygroscopic, -20°C Freezer, Under inert atmosphere

Safety Information of CEFTAZIDIME IMPURITY A

Pictograms

Signal Word

Danger

Safety Data Sheet

Supports customized editing of SDS information and downloading in PDF documents.

Applications of CEFTAZIDIME IMPURITY A

Delta-2-Ceftazidime is primarily used in clinical settings as an antibiotic for treating various bacterial infections, particularly those caused by resistant strains of Gram-negative bacteria. Its effectiveness against extended-spectrum beta-lactamase-producing organisms makes it a valuable option in antibiotic therapy. Additionally, its potential antiviral activity opens avenues for research into its use against viral pathogens.

Interaction Studies of CEFTAZIDIME IMPURITY A

Research has focused on understanding how delta-2-Ceftazidime interacts with bacterial enzymes such as beta-lactamases. These enzymes can hydrolyze beta-lactam antibiotics, rendering them ineffective. Delta-2-Ceftazidime's structure allows it to evade some forms of hydrolysis by certain beta-lactamases, enhancing its therapeutic potential. Studies have also explored its effects on biofilm formation in bacteria like Escherichia coli, revealing differential impacts compared to other cephalosporins.

Biological Activity of CEFTAZIDIME IMPURITY A

Delta-2-Ceftazidime exhibits potent bactericidal activity primarily against Gram-negative bacteria. Its mechanism of action involves the inhibition of penicillin-binding proteins, crucial enzymes in the peptidoglycan biosynthetic pathway responsible for bacterial cell wall integrity. Studies have indicated that this compound is effective against extended-spectrum beta-lactamase-producing Enterobacteriaceae, demonstrating efficacy comparable to that of carbapenems in clinical settings. Furthermore, delta-2-Ceftazidime has shown in vitro activity against viral infections, such as those caused by SARS-CoV-2 variants, by blocking key interactions necessary for viral entry into host cells.