Cefozopran - Misplaced Pages

Chemical compound Pharmaceutical compound

Cefozopran
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	J01DE03 (WHO)
Identifiers
IUPAC name (6R,7R)-7-amino]-3-(imidazopyridazin- 4-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo oct-2-ene-2-carboxylate
CAS Number	113359-04-9
PubChem CID	9571080
ChemSpider	7845546
UNII	1LG87K28LW
KEGG	D01052
ChEMBL	ChEMBL1276663
CompTox Dashboard (EPA)	DTXSID701025943
ECHA InfoCard	100.107.680
Chemical and physical data
Formula	C₁₉H₁₇N₉O₅S₂
Molar mass	515.52 g·mol
3D model (JSmol)	Interactive image
SMILES O=C2N1/C(=C(\CS12NC(=O)C(=N\OC)/c3nc(sn3)N)Cn5c4cccn4cc5)C()=O
InChI InChI=1S/C19H17N9O5S2/c1-33-24-11(14-23-19(20)35-25-14)15(29)22-12-16(30)28-13(18(31)32)9(8-34-17(12)28)7-26-5-6-27-10(26)3-2-4-21-27/h2-6,12,17H,7-8H2,1H3,(H3-,20,22,23,25,29,31,32)/b24-11-/t12-,17-/m1/s1 Key:QDUIJCOKQCCXQY-WHJQOFBOSA-N
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Cefozopran (INN) is a fourth-generation cephalosporin.

Spectrum of bacterial susceptibility and resistance

Most of the strains of Stenotrophomonas maltophilia have developed resistance toward cefozopran.

Chang XM (December 1996). "Chapter 34: Market to Market". In Bristol JA (ed.). Annual Reports in Medicinal Chemistry. Vol. 31. San Diego, Calif.: Academic Press. p. 339. ISBN 978-0-08-058375-4.
"Cefozopran Susceptibility and Resistance Data" (PDF). Retrieved 23 July 2013.

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)

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

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

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

Combinations

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)
bactoprenol inhibitors (Bacitracin)

Other

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