Cefmenoxime

Cefmenoxime
Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Intramuscular, intravenous
ATC code	J01DD05 (WHO)
Pharmacokinetic data
Bioavailability	100% (given IM)
Protein binding	50% to 70%
Metabolism	Negligible
Biological half-life	1 hour
Excretion	Renal, unchanged
Identifiers
IUPAC name (6R,7R)-7-{[(2E)-2-(2-amino-1,3-thiazol-4-yl)- 2-methoxyimino-acetyl]amino}-3-[(1-methyltetrazol- 5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0] oct-2-ene-2-carboxylic acid
CAS Number	65085-01-0^Y
PubChem (CID)	9570757
DrugBank	DB00267^Y
ChemSpider	7845223^Y
UNII	KBZ4844CXN^Y
KEGG	D07641^Y
ChEBI	CHEBI:55490^Y
ChEMBL	CHEMBL1201224^N
Chemical and physical data
Formula	C₁₆H₁₇N₉O₅S₃
Molar mass	511.562 g/mol
3D model (Jmol)	Interactive image
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3nc(sc3)N)CSc4nnnn4C)C(=O)O
InChI InChI=1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8-/t9-,13-/m1/s1^Y Key:HJJDBAOLQAWBMH-YCRCPZNHSA-N^Y
^NY (what is this?) (verify)

Cefmenoxime is a third-generation cephalosporin antibiotic.

External links

Yokota N, Koguchi M, Suzuki Y, Fukayama S, Ishihara R, Deguchi K, Oda S, Tanaka S, Nakane Y, Fukumoto T (1995). "Antibacterial activities of cefmenoxime against recent fresh clinical isolates from patients in sinusitis". Jpn J Antibiot. 48 (5): 602–9. PMID 7637194.
Paladino J, Fell R (1994). "Pharmacoeconomic analysis of cefmenoxime dual individualization in the treatment of nosocomial pneumonia.". Ann Pharmacother. 28 (3): 384–9. doi:10.1177/106002809402800316. PMID 8193431.
Duncker G, Reich U, Krausse R (1994). "Cefmenoxime in corneal organ culture.". Ophthalmologica. 208 (5): 262–6. doi:10.1159/000310505. PMID 7816419.

Intracellular

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

β-lactams/
(inhibit PBP
cross-links)

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^‡ Metampicillin^‡ Talampicillin^‡) Epicillin^‡

Carboxypenicillins (4th generation)	Ticarcillin Carbenicillin^‡ / Carindacillin^‡ Temocillin^‡

Ureidopenicillins (4th generation)	Piperacillin Azlocillin^‡ Mezlocillin^‡

Other	Mecillinam^‡ (Pivmecillinam^‡) Sulbenicillin^‡

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

2nd generation (H E N)	Cefaclor Cefotetan Cephamycin (Cefoxitin Cefprozil Cefuroxime Cefuroxime axetil Cefamandole^‡ Cefminox^‡ Cefonicid^‡ Ceforanide^‡ Cefotiam^‡ Cefbuperazone^‡ Cefuzonam^‡ Cefmetazole)^‡ Carbacephem^‡ (Loracarbef^‡)

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

4th generation (Pseudomonas)	Cefepime Cefozopran^‡ Cefpirome^‡ Cefquinome^‡

5th generation	Ceftaroline fosamil Ceftolozane Ceftobiprole

Veterinary	Ceftiofur Cefquinome Cefovecin

Combinations

Other

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