Cefuzonam

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Cefuzonam

Systematic (IUPAC) name
(6R,7R)-7-([(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino)-8-oxo-3-(thiadiazol-5-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Legal status	℞ Prescription only
Identifiers
CAS number	82219-78-1^Y
ATC code	None
PubChem	CID 6336505
ChemSpider	4891670^N
UNII	860MT00T7T^Y
KEGG	D03432^Y
Chemical data
Formula	C₁₆H₁₅N₇O₅S₄
Mol. mass	513.59 g/mol
SMILES CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)CSC4=CN=NS4)C(=O)O
InChI InChI=1S/C16H15N7O5S4/c1-28-21-9(7-5-31-16(17)19-7)12(24)20-10-13(25)23-11(15(26)27)6(4-30-14(10)23)3-29-8-2-18-22-32-8/h2,5,10,14H,3-4H2,1H3,(H2,17,19)(H,20,24)(H,26,27)/b21-9-/t10-,14-/m1/s1^N Key:CXHKZHZLDMQGFF-ZSDSSEDPSA-N^N
N (what is this?) (verify)

Cefuzonam (INN) is a second-generation cephalosporin antibiotic.

References

Hara K, Matsumoto F (December 1987). "[New antimicrobial agent series XXVIII: cefuzonam]". Jpn J Antibiot (in Japanese) 40 (12): 1953–63. PMID 3329242.

Antibacterials: cell envelope antibiotics (J01C-J01D)

Intracellular

inhibit peptidoglycan subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
DADAL/AR inhibitors (Cycloserine)
bactoprenol inhibitors (Bacitracin)

β-lactams/
(inhibit PBP
cross-links)

Narrow sp.

β-lactamase sensitive	Benzylpenicillin (G)^#: Clometocillin Benzathine benzylpenicillin^# Procaine benzylpenicillin^# Azidocillin Penamecillin Phenoxymethylpenicillin (V)^#: Propicillin Benzathine phenoxymethylpenicillin Pheneticillin

β-lactamase resistant	Cloxacillin^# (Dicloxacillin Flucloxacillin) Oxacillin Meticillin Nafcillin

1st (P Ec K)	Cefazolin^# Cefacetrile Cefadroxil Cefalexin Cefaloglycin Cefalonium Cefaloridine Cefalotin Cefapirin Cefatrizine Cefazedone Cefazaflur Cefradine Cefroxadine Ceftezole

2nd (H E N)	Cefaclor Cefamandole Cefminox Cefonicid Ceforanide Cefotiam Cefprozil Cefbuperazone Cefuroxime Cefuzonam cephamycin (Cefoxitin Cefotetan Cefmetazole) carbacephem (Loracarbef)

3rd	Cefixime^# Ceftriaxone^# antipseudomonal (Ceftazidime^# Cefoperazone) Cefcapene Cefdaloxime Cefdinir Cefditoren Cefetamet Cefmenoxime Cefodizime Cefotaxime Cefpimizole Cefpiramide Cefpodoxime Cefsulodin Cefteram Ceftibuten Ceftiolene Ceftizoxime oxacephem (Flomoxef Latamoxef ^‡)

4th (antips-)	Cefepime Cefozopran Cefpirome Cefquinome

5th	Ceftobiprole Ceftaroline fosamil

Veterinary	Ceftiofur Cefquinome Cefovecin

Monobactams

β-lactamase inh.

Combinations

Other

bact (clas)

gr+f/gr+a (t)/gr-p (c)/gr-o

drug (J1p, w, n, m, vacc)

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