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CHEBI:131731 - cefazedone

ChEBI IDCHEBI:131731
ChEBI Namecefazedone
Stars
DefinitionA first-generation cephalosporin antibiotic having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and [(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido side-groups located at positions 3 and 7 respectively.
Last Modified12 March 2018
SubmitterKevin
DownloadsMolfile
FormulaC18H15Cl2N5O5S3
Net Charge0
Average Mass548.455
Monoisotopic Mass546.96124
SMILES[H][C@]12SCC(CSc3nnc(C)s3)=C(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)Cn1cc(Cl)c(=O)c(Cl)c1
InChIInChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
InChIKeyVTLCNEGVSVJLDN-MLGOLLRUSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefazedone (CHEBI:131731) has role antibacterial drug (CHEBI:36047)
cefazedone (CHEBI:131731) is a 4-pyridones (CHEBI:20485)
cefazedone (CHEBI:131731) is a carboxylic acid (CHEBI:33575)
cefazedone (CHEBI:131731) is a cephalosporin (CHEBI:23066)
cefazedone (CHEBI:131731) is a semisynthetic derivative (CHEBI:72588)
cefazedone (CHEBI:131731) is a thiadiazoles (CHEBI:38099)
IUPAC Name 
7-{[3,5-dichloro-4-oxopyridin-1(4H)-yl]acetamido}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
cefazedoneWHO MedNet
cefazedonumWHO MedNet
cefazedonaWHO MedNet
céfazédoneWHO MedNet
Synonyms  Source
(6R,7R)-7-[2-(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido]-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
EMD-30087ChEBI
Brand Names  Source
RefosporenChEBI
RefosporeneChemIDplus
Manual XrefsDatabases
D07237KEGG DRUG
US4153693Patent
DE2345402Patent
DE2621011Patent
DE2626026Patent
DE2627204Patent
CefazedoneWikipedia
3071DrugCentral
Registry NumbersSources
Reaxys:5399221Reaxys
CAS:56187-47-4KEGG DRUG
CAS:56187-47-4ChemIDplus
Citations