Cefonicid

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Cefonicid
Cefonicid.png
Systematic (IUPAC) name
(6R,7R)-7-[(2R)-2-hydroxy-2-phenylacetyl)amino]-8-oxo-
3-{[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl}-
5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a601206
Identifiers
CAS Number 61270-58-4
ATC code J01DC06 (WHO)
PubChem CID 43594
ChemSpider 39734 YesY
UNII 6532B86WFG YesY
KEGG D07644 YesY
ChEBI CHEBI:3491 YesY
ChEMBL CHEMBL1601 YesY
Chemical data
Formula C18H18N6O8S3
Molar mass 542.569 g/mol
  (verify)

Cefonicide (or cefonicid) is a cephalosporin antibiotic.[1]

It has a density of 1.92g/cm3.

Synthesis[edit]

Injectable semi-synthetic cephalosporin antibiotic related to cefamandole, q.v.

Cefonicid synthesis:[2][3]

Cefonicid is synthesized conveniently by nucleophilic displacement of the 3-acetoxy moiety of 1 with the appropriately substituted tetrazole thiole 2. The mandelic acid amide C-7 side chain is reminiscent of cefamandole.

References[edit]

  1. ^ Saltiel, E; Brogden, R. N. (1986). "Cefonicid. A review of its antibacterial activity, pharmacological properties and therapeutic use". Drugs 32 (3): 222–59. PMID 3530703. 
  2. ^ D. A. Berges, DE 2611270 ; idem, U.S. Patent 4,048,311 (1976, 1977 both to Smith Kline).
  3. ^ U.S. Patent 4,093,723, U.S. Patent 4,159,373 (1978, 1979 both to Smith Kline).

See also[edit]