Cefonicid

Cefonicid

File: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 Y
UNII	6532B86WFG Y
KEGG	D07644 Y
ChEBI	CHEBI:3491 Y
ChEMBL	CHEMBL1601 Y
Chemical data
Formula	C18H18N6O8S3
Molecular mass	542.569 g/mol
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@H](O)c3ccccc3)CSc4nnnn4CS(=O)(=O)O)C(=O)O
InChI InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1 Y Key:DYAIAHUQIPBDIP-AXAPSJFSSA-N Y
(verify)

Cefonicide (or cefonicid) is a cephalosporin antibiotic.

It has a density of 1.92g/cm³.

Synthesis

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

File:Cefonicid synthesis.svg

Cefonicid synthesis:

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.

See also

• Cefazaflur