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  1. World Encyclopedia
  2. Ceftezole - Wikipedia
Ceftezole - Wikipedia
From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Ceftezole
Clinical data
ATC code
  • J01DB12 (WHO)
Identifiers
IUPAC name
  • (6R,7R)-8-oxo-7-{[2-(tetrazol-1-yl)acetyl]amino}-
    3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-
    1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number
  • 26973-24-0
PubChem CID
  • 65755
ChemSpider
  • 59178 checkY
UNII
  • 2Z86SYP11W
KEGG
  • D07656 checkY
ChEMBL
  • ChEMBL1697829
CompTox Dashboard (EPA)
  • DTXSID0022771 Edit this at Wikidata
ECHA InfoCard100.113.941 Edit this at Wikidata
Chemical and physical data
FormulaC13H12N8O4S3
Molar mass440.47 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)Cn3nnnc3)CSc4nncs4)C(=O)O
InChI
  • InChI=1S/C13H12N8O4S3/c22-7(1-20-4-14-18-19-20)16-8-10(23)21-9(12(24)25)6(2-26-11(8)21)3-27-13-17-15-5-28-13/h4-5,8,11H,1-3H2,(H,16,22)(H,24,25)/t8-,11-/m1/s1 checkY
  • Key:DZMVCVMFETWNIU-LDYMZIIASA-N checkY

Ceftezole (or ceftezol) is a semisynthetic first-generation cephalosporin antibiotic.[1]

Ceftezole binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and 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.[citation needed]

Ceftezole is having (1,3,4-thiadiazol-2-ylsulfanyl)methyl and [2-(1H-tetrazol-1-yl)acetamido side groups located at positions 3 and 7 respectively. It is a cephalosporin and a member of thiadiazoles.[citation needed]

References

[edit]
  1. ^ Berger SA (2021). "Ceftezole". GIDEON Guide to Antimicrobial Agents. Los Angeles: Gideon Informatics, Incorporated. p. 301. ISBN 978-1-4988-2958-8.

Note

[edit]
  • Public Domain This article incorporates public domain material from Ceftezole (compound). National Center for Biotechnology Information - the National Library of Medicine - PubChem®.

External links

[edit]
  • Media related to Ceftezole at Wikimedia Commons
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Antibacterials active on the cell wall and envelope (J01C-J01D)
β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases
)
Penicillins (Penams)
Narrow
spectrum
β-lactamase sensitive
(1st generation)
  • Benzylpenicillin (G)#
  • Benzathine benzylpenicillin#
  • Procaine benzylpenicillin#
  • Phenoxymethylpenicillin (V)#
  • Propicillin‡
  • Pheneticillin‡
  • Azidocillin‡
  • Clometocillin‡
  • Penamecillin‡
β-lactamase resistant
(2nd generation)
  • Cloxacillin# (Dicloxacillin
  • Flucloxacillin)
  • Oxacillin
  • Nafcillin
  • Methicillin‡
Extended
spectrum
Aminopenicillins (3rd generation)
  • Amoxicillin#
  • Ampicillin# (Pivampicillin
  • Hetacillin‡
  • Bacampicillin‡
  • Lenampicillin
  • Metampicillin‡
  • Talampicillin‡)
  • Epicillin‡
Carboxypenicillins (4th generation)
  • Ticarcillin
  • Carbenicillin‡ / Carindacillin‡
  • Temocillin‡
Ureidopenicillins (4th generation)
  • Piperacillin
  • Azlocillin‡
  • Mezlocillin‡
Other
  • Mecillinam (Pivmecillinam)
  • Sulbenicillin‡
Carbapenems / Penems
  • Carbapenems (Ertapenem
  • Antipseudomonal (Doripenem
  • Imipenem
  • Meropenem)
  • Biapenem‡
  • Panipenem)
  • Penems (Faropenem
  • Ritipenem§
  • Sulopenem)
Cephems
Cephalosporins
Cephamycins
Carbacephems
1st generation
  • Cefazolin#
  • Cefalexin #
  • Cefadroxil
  • Cefapirin
  • Cefazedone‡
  • Cefazaflur‡
  • Cefradine‡
  • Cefroxadine‡
  • Ceftezole‡
  • Cefaloglycin‡
  • Cefacetrile‡
  • Cefalonium‡
  • Cefaloridine‡
  • Cefalotin
  • Cefatrizine‡
2nd generation
  • Cefaclor
  • Cefprozil
  • Cefuroxime
  • Cefuroxime axetil
  • Cefamandole‡
  • Cefonicid‡
  • Ceforanide‡
  • Cefuzonam‡
  • Cephamycin (Cefoxitin
  • Cefotetan
  • Cefminox‡
  • Cefbuperazone‡
  • Cefmetazole‡)
  • Carbacephem (Loracarbef‡)
3rd generation
  • Cefixime#
  • Ceftriaxone#
  • Cefotaxime#
  • Antipseudomonal (Ceftazidime#
  • Cefoperazone)
  • Cefdinir
  • Cefcapene
  • Cefdaloxime
  • Ceftizoxime
  • Cefmenoxime
  • Cefpiramide
  • Cefpodoxime
  • Ceftibuten
  • Cefditoren
  • Cefotiam‡
  • Cefetamet‡
  • Cefodizime‡
  • Cefpimizole‡
  • Cefsulodin‡
  • Cefteram‡
  • Ceftiolene‡
  • Oxacephem (Flomoxef
  • Latamoxef‡)
4th generation
  • Cefepime
  • Cefozopran‡
  • Cefpirome
  • Cefquinome‡
5th generation
  • Ceftaroline fosamil
  • Ceftolozane
  • Ceftobiprole
Siderophore
  • Cefiderocol#
Veterinary
  • Ceftiofur
  • Cefquinome
  • Cefovecin
Monobactams
  • Aztreonam
  • Tigemonam‡
  • Carumonam‡
  • Nocardicin A‡
β-lactamase inhibitors
  • Penam (Sulbactam
  • Tazobactam
  • Enmetazobactam)
  • Clavam (Clavulanic acid)
  • non-β-lactam (Avibactam
  • Durlobactam
  • Relebactam
  • Taniborbactam
  • Vaborbactam)
Combinations
  • Amoxicillin/clavulanic acid#
  • Ampicillin/flucloxacillin
  • Ampicillin/sulbactam (Sultamicillin)
  • Aztreonam/avibactam
  • Benzathine benzylpenicillin/procaine benzylpenicillin
  • Cefepime/enmetazobactam
  • Cefepime/sulbactam
  • Cefoperazone/sulbactam
  • Ceftazidime/avibactam
  • Ceftolozane/tazobactam
  • Imipenem/cilastatin#
  • Imipenem/cilastatin/relebactam
  • Meropenem/vaborbactam
  • Panipenem/betamipron
  • Piperacillin/tazobactam
  • Sulbactam/durlobactam
  • Sulopenem/probenecid
  • Ticarcillin/clavulanic acid
Polypeptides
Lipopeptides
  • Insert into bacterial cell wall causing perforation and depolarization: Daptomycin
  • Surfactin
Other
  • Inhibits PG elongation and crosslinking: Ramoplanin§
Intracellular
  • Inhibit PG subunit synthesis and transport: NAM synthesis inhibition
    • Fosfomycin
  • DADAL/AR inhibitors
    • Cycloserine
    • Terizidone
  • bactoprenol inhibitors
    • Bacitracin
Other
  • Hydrolyze NAM-NAG
    • Lysozyme
  • Tyrothricin
    • Gramicidin
    • Tyrocidine
  • Isoniazid#
  • Teixobactin
  • #WHO-EM
  • ‡Withdrawn from market
  • Clinical trials:
    • †Phase III
    • §Never to phase III


Stub icon

This systemic antibiotic-related article is a stub. You can help Wikipedia by adding missing information.

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