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Ceforanide

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Ceforanide
Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Intramuscular
ATC code	J01DC11 (WHO)
Pharmacokinetic data
Protein binding	80.6%
Metabolism	Nil
Elimination half-life	2.6 to 2.98 hours
Excretion	Renal
Identifiers
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
CAS Number	60925-61-3^Y
PubChem CID	43507
DrugBank	DB00923^Y
ChemSpider	39656^Y
UNII	8M1YF8951V
KEGG	D00259^Y
ChEBI	CHEBI:3495^Y
ChEMBL	ChEMBL1201046^N
NIAID ChemDB	007642
CompTox Dashboard (EPA)	DTXSID1022760
Chemical and physical data
Formula	C₂₀H₂₁N₇O₆S₂
Molar mass	519.55 g·mol⁻¹
3D model (JSmol)	Interactive image
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
^NY (what is this?) (verify)

Ceforanide is a second-generation cephalosporin antibiotic.^{[citation needed]}

References[edit]

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. doi:10.2165/00003495-198734040-00001. PMID 3315624. S2CID 242440792.
Cone L, Barton S, Woodard D (1987). "Treatment of scleroma with ceforanide". Arch Otolaryngol Head Neck Surg. 113 (4): 374–6. doi:10.1001/archotol.1987.01860040036012. PMID 3814386.

Beta-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases)

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

Insert into bacterial cell wall causing perforation and depolarization: Daptomycin
Surfactin

Other

Intracellular

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

Other

^‡Withdrawn from market

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