Cefradine: Difference between revisions

Revision as of 11:59, 2 June 2011 editCheMoBot (talk \| contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'KEGG_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoBot← Previous edit		Revision as of 14:08, 7 August 2011 edit undoBeetstra (talk \| contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEBI').Next edit →
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	\| ChEMBL = 1604		\| ChEMBL = 1604
	\| ATC_suffix = DB09		\| ATC_suffix = DB09
			\| ChEBI = 3547
	\| PubChem = 38103		\| PubChem = 38103
	\| DrugBank =		\| DrugBank = DB01333
	\| KEGG_Ref = {{keggcite\|correct\|kegg}}		\| KEGG_Ref = {{keggcite\|correct\|kegg}}
	\| KEGG = D00264		\| KEGG = D00264

Revision as of 14:08, 7 August 2011

Pharmaceutical compound

Cefradine
Clinical data

Routes of administration	Oral, IM, IV
ATC code	J01DB09 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	Well absorbed
Protein binding	<10%
Metabolism	Nil
Elimination half-life	0.9 hours
Excretion	Renal, unchanged
Identifiers
IUPAC name (6R,7R)-7-{amino}-3-methyl-8-oxo-5-thia- 1-azabicyclooct-2-ene-2-carboxylic acid
CAS Number	38821-53-3
PubChem CID	38103
DrugBank	DB01333
ChemSpider	34933
UNII	9YA6SX5S4D
KEGG	D00264
ChEBI	CHEBI:3547
ChEMBL	ChEMBL1604
CompTox Dashboard (EPA)	DTXSID4022785
ECHA InfoCard	100.049.199
Chemical and physical data
Formula	C₁₆H₁₉N₃O₄S
Molar mass	349.406 g/mol g·mol
3D model (JSmol)	Interactive image
SMILES O=C2N1/C(=C(\CS12NC(=O)(C/3=C/C\C=C/C\3)N)C)C(=O)O
InChI InChI=1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1 Key:RDLPVSKMFDYCOR-UEKVPHQBSA-N
(verify)

Cefradine (INN) (formerly cephradine BAN) is a first generation cephalosporin antibiotic.

It has similar spectrum of activity to cefalexin.

Capsules containing 250 mg or 500 mg, Syrup containing 250 mg/5 ml, or vials for injection containing 500 mg or 1 g.

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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