API reference

Ceftazidime

CAS number
72558-82-8
Molecular formula
C22H22N6O7S2
Molecular weight
546.6 g/mol
Ceftazidime — 2D structure
2D structure (PubChem)

About this molecule

Ceftazidime is a beta-lactam, third-generation cephalosporin antibiotic with bactericidal activity. Ceftazidime binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. PBPs participate in the terminal stages of assembling the bacterial cell wall, and in reshaping the cell wall during cell division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis. Compared to the second and first generation cephalosporins, ceftazidime is more active against gram-negative bacteria and less active against gram-positive bacteria. Ceftazidine also crosses the blood-brain barrier and reaches therapeutic concentrations in the central nervous system (CNS).

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChIKey
ORFOPKXBNMVMKC-DWVKKRMSSA-N
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-]
PubChem CID
5481173

Also known as

ceftazidime · Fortaz · ceftazidima · Tazidime · Ceftazidime anhydrous · ceftazidimum · Pentacef · Tazicef

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