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Systematic (IUPAC) name
1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names Intracef, Velocef
AHFS/Drugs.com International Drug Names
MedlinePlus a601206
Legal status
  • (Prescription only)
Routes of
Oral, IM, IV
Pharmacokinetic data
Bioavailability Well absorbed
Protein binding <10%
Metabolism Nil
Biological half-life 0.9 hours
Excretion Renal, unchanged
CAS Number 38821-53-3 YesY
ATC code J01DB09
PubChem CID 38103
DrugBank DB01333 YesY
ChemSpider 34933 YesY
KEGG D00264 YesY
Chemical data
Formula C16H19N3O4S
Molar mass 349.406 g/mol

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


It has similar spectrum of activity to cefalexin. RESPIRATORY TRACT INFECTIONS (e.g., tonsillitis, pharyngitis, and lobar pneumonia) caused by group A beta-hemolytic streptococci and S. pneumoniae (formerly D. pneumonia). (Penicillin is the usual drug of choice in the treatment and prevention of streptococcal infections, including the prophylaxis of rheumatic fever. Velosef is generally effective in the eradication of streptococci from the nasopharynx; substantial data establishing the efficacy of Velosef in the subsequent prevention of rheumatic fever are not available at present.) OTITIS MEDIA caused by group A beta-hemolytic streptococci, S. pneumoniae (formerly D. pneumoniae), H. influenzae, and staphylococci. SKIN AND SKIN STRUCTURE INFECTIONS caused by staphylococci (penicillin-susceptible and penicillin-resistant) and beta-hemolytic streptococci. URINARY TRACT INFECTIONS, including prostatitis, caused by E. coli, P. mirabilis, Klebsiella species, and enterococci (S. faecalis). The high concentrations of cephradine achievable in the urinary tract will be effective against many strains of enterococci for which disc susceptibility studies indicate relative resistance. It is to be noted that among beta-lactam antibiotics, ampicillin is the drug of choice for enterococcal urinary tract (E. faecalis) infection.


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

Brand Names[edit]

International Brands Velocef, Infexin (by Merck Pvt, Ltd) Intracef (by Beximco Pharma) SEFRIL(The ACME laboratories Ltd., Bangladesh), REOCEF(Rephco Pharmaceuticals Ltd., Bangladesh). Lebac (by Square pharmaceuticals Ltd., Bangladesh).[promotional language]. It is not approved by the FDA for use in the United States.


Noting that 1,4-cyclohexadiene rings are nearly as planar as benzene rings but of greatly different reactivity, a cephalosporin was synthesized with such a moiety.

Cefradin synthesis:[1] U.S. Patent 3,485,819 DE 1931722 

Birch reduction of D-α-phenylglycine led to diene (2). This was N-protected using tert-Butoxycarbonylazide and activated for amide formation via the mixed anhydride method using isobutylchloroformate to give 3. Mixed anhydride 3 reacted readily with 7-Aminodesacetoxycephalosporanic acid to give, after deblocking, cephadrine (5).

See also[edit]


  1. ^ Dolfini, Joseph E.; Applegate, Harold E.; Bach, Georges; Basch, Harold; Bernstein, Jack; Schwartz, Joseph; Weisenborn, Frank L. (1971). "New class of semisynthetic penicillins and cephalosporins derived from D-2-(1,4-cyclohexadienyl)glycine". Journal of Medicinal Chemistry 14 (2): 117. doi:10.1021/jm00284a008. PMID 5544394.