Cefradine

Cefradine

Cefradine

Chemical compound

Cefradine (INN) or cephradine (BAN) is a first generation cephalosporin antibiotic.[1]

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Indications

Formulations

Cefradine is distributed in the form of capsules containing 250 mg or 500 mg, as a syrup containing 250 mg/5 ml, or in vials for injection containing 500 mg or 1 g.[citation needed]

It is not approved by the FDA for use in the United States.[citation needed]

Synthesis

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, cephradine (5).

Cefradin synthesis:[2][3][4]

Production names

The antibiotic is produced under many brand names across the world.[5]

  • Bangladesh Bangladesh: Ancef, Ancef forte, Aphrin, Avlosef, Cefadin, Cephadin, Cephran, Cephran-DS, Cusef, Cusef DS, Dicef , Dicef forte, Dolocef, Efrad, Elocef, Extracef, Extracef-DS, Intracef, Kefdrin, Lebac, Lebac Forte, Medicef, Mega-Cef, Megacin, Polycef, Procef, Procef, Procef forte, Rocef, Rocef Forte DS, Sefin, Sefin DS, Sefnin, Sefrad, Sefrad DS, Sefril, Sefril-DS, Sefro, Sefro-HS, Sephar, Sephar-DS, Septa, Sinaceph, SK-Cef, Sk-Cef DS, Supracef and Supracef-F, Torped, Ultrasef, Vecef, Vecef-DS, Velogen, Sinaceph, Velox
  • China China: Cefradine, Cephradine, Kebili, Saifuding, Shen You, Taididing, Velosef, Xianyi, and Xindadelei
  • Colombia Colombia: Cefagram, Cefrakov, Cefranil , Cefrex, and Kliacef
  • Egypt Egypt: Cefadrin, Cefadrine, Cephradine, Cephraforte, Farcosef, Fortecef, Mepadrin, Ultracef, and Velosef
  • France France: Dexef
  • Hong Kong Hong Kong: Cefradine and ChinaQualisef-250
  • Indonesia Indonesia: Dynacef, Velodine, and Velodrom
  • Lebanon Lebanon: Eskacef, Julphacef, and Velosef
  • Lithuania Lithuania: Tafril
  • Myanmar Myanmar: Sinaceph
  • Oman Oman: Ceframed, Eskasef, Omadine, and Velocef
  • Pakistan Pakistan: Abidine, Ada-Cef, Ag-cef, Aksosef, Amspor, Anasef, Antimic, Atcosef, Bactocef, Biocef, Biodine, Velora, Velosef
  • Peru Peru: Abiocef, Cefradinal, Cefradur, Cefrid, Terbodina II, Velocef, Velomicin
  • Philippines Philippines: Altozef, Racep, Senadex, Solphride, Yudinef, Zefadin, Zefradil, and Zolicef
  • Poland Poland: Tafril
  • Portugal Portugal: Cefalmin, Cefradur
  • South Africa South Africa: Cefril A
  • South Korea South Korea: Cefradine and Tricef
  • Taiwan Taiwan: Cefadin, Cefamid, Cefin, Cekodin, Cephradine, Ceponin, Lacef, Licef-A, Lisacef, Lofadine, Recef, S-60, Sefree, Sephros, Topcef, Tydine, Unifradine, and U-Save
  • United Kingdom UK: Cefradune (Kent)
  • Vietnam Vietnam: Eurosefro and Incef

See also

Notes

  1. [N 1]
    Penicillin is the usual drug of choice in the treatment and prevention of streptococcal infections, including the prophylaxis of rheumatic fever. Cefuroxime is generally effective in the eradication of streptococci from the nasopharynx

References

  1. [1]
    British National Formulary (45 ed.). London: British Medical Association. 2003.
  2. [2]
    Dolfini JE, Applegate HE, Bach G, Basch H, Bernstein J, Schwartz J, Weisenborn FL (February 1971). "A new class of semisynthetic penicillins and cephalosporins derived from D-2-(1,4-cyclohexadienyl)glycine". Journal of Medicinal Chemistry. 14 (2): 117–9. doi:10.1021/jm00284a008. PMID 5544394.
  3. [3]
    U.S. patent 3,485,819
  4. [4]
    DE 1931722, Weisenborn, Frank L.; Dolfini, Joseph E. & Bach, Georges G. et al., "α-Amino-cyclohexadienyl-alkylen-penicilline und -cephalosporine, ihre Salze, und Verfahren zu ihrer Herstellung [Alpha-amino-cyclohexadienyl-alkylene-penicillins and cephalosporins, their salts, and processes for their preparation]", published 1970-01-08, assigned to E. R. Squibb & Sons Inc.
  5. [5]
    "Cefradine". Retrieved 5 May 2016.
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