Ceforanide

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Ceforanide

Systematic (IUPAC) name
(6R,7R)-7-{[2-[2-(aminomethyl)phenyl]acetyl]amino}-3- {[1-(carboxymethyl)tetrazol-5-yl]sulfanylmethyl}-8-oxo- 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	?
Routes	Intramuscular
Pharmacokinetic data
Protein binding	80.6%
Metabolism	Nil
Half-life	2.6 to 2.98 hours
Excretion	Renal
Identifiers
CAS number	60925-61-3^Y
ATC code	J01DC11
PubChem	CID 43507
DrugBank	DB00923
ChemSpider	39656^Y
UNII	8M1YF8951V^Y
KEGG	D00259^Y
ChEBI	CHEBI:3495^Y
ChEMBL	CHEMBL1201046^N
NIAID ChemDB	007642
Chemical data
Formula	C₂₀H₂₁N₇O₆S₂
Mol. mass	519.556 g/mol
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)Cc3ccccc3CN)CSc4nnnn4CC(=O)O)C(=O)O
InChI InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1^Y Key:SLAYUXIURFNXPG-CRAIPNDOSA-N^Y
N (what is this?) (verify)

Ceforanide is a second-generation cephalosporin antibiotic.

External links

Crowle A, Sbarbaro J, May M (1988). "Effects of isoniazid and of ceforanide against virulent tubercle bacilli in cultured human macrophages.". Tubercle 69 (1): 15–25. doi:10.1016/0041-3879(88)90036-0. PMID 3140456.
Campoli-Richards D, Lackner T, Monk J (1987). "Ceforanide. A review of its antibacterial activity, pharmacokinetic properties and clinical efficacy.". Drugs 34 (4): 411–37. PMID 3315624.
Cone L, Barton S, Woodard D (1987). "Treatment of scleroma with ceforanide.". Arch Otolaryngol Head Neck Surg 113 (4): 374–6. PMID 3814386.

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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