Cephaloglycin

Title: Cephaloglycin
CAS Registry Number: 3577-01-3
CAS Name: (6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2R)-aminophenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: 7-(2-amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetate (ester); 7-(D-2-amino-2-phenylacetamido)-3-acetoxymethyl-D3-cephem-4-carboxylic acid; 7-(D-a-aminophenylacetamido) cephalosporanic acid
Trademarks: Kefglycin (Lilly)
Molecular Formula: C18H19N3O6S
Molecular Weight: 405.42
Percent Composition: C 53.33%, H 4.72%, N 10.36%, O 23.68%, S 7.91%
Literature References: Semi-synthetic cephalosporin antibiotic. Prepn: BE 635137; F. W. Wall et al., US 3422103 (1964, 1969 both to Glaxo); GB 1017624 (1966 to Merck & Co.); Spencer et al., J. Med. Chem. 9, 746 (1966); of D- and DL-forms: GB 985747 (1965 to Lilly); Kurita et al., J. Antibiot. 19A, 243 (1966). Metabolism and pharmacokinetics in man: J. Haginaka et al., J. Antibiot. 33, 236 (1980).
Derivative Type: Dihydrate
CAS Registry Number: 22202-75-1
Trademarks: Kafocin (Lilly)
Properties: Crystalline powder, mp 223-250° (dec). uv max (2% DMF): 258 nm (E1%1cm 166). Isoelectric point and pH of maximum stability: 4.5.
Melting point: mp 223-250° (dec)
Absorption maximum: uv max (2% DMF): 258 nm (E1%1cm 166)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.
Cephalonic Acid Cephalonium Cephaloridine Cephalosporin C Cephalosporin P1

Cefaloglycin
Cefaloglycin.svg
Systematic (IUPAC) name
(6R,7R)-3-[(acetyloxy)methyl]-7-{[(2R)-2-amino-2-phenylacetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Legal status  ?
Identifiers
CAS number 3577-01-3 YesY
ATC code None
PubChem CID 19150
DrugBank DB00689
ChemSpider 18069 YesY
UNII HD2D469W6U YesY
KEGG D01949 YesY
ChEBI CHEBI:34613 YesY
ChEMBL CHEMBL1200971 N
Chemical data
Formula C18H19N3O6S 
Mol. mass 405.426 g/mol
 N (what is this?)  (verify)

Cefaloglycin INN (also spelled cephaloglycin) is a first-generation cephalosporin antibiotic.