CHEBI:131731 - cefazedone

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ChEBI Name cefazedone
ChEBI ID CHEBI:131731
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kevin
Supplier Information
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Formula C18H15Cl2N5O5S3
Net Charge 0
Average Mass 548.447
Monoisotopic Mass 546.961
InChI InChI=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
InChIKey VTLCNEGVSVJLDN-MLGOLLRUSA-N
SMILES S(CC1=C(N2[C@](SC1)([C@@](C2=O)(NC(CN3C=C(C(C(=C3)Cl)=O)Cl)=O)[H])[H])C(=O)O)C=4SC(=NN4)C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
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ChEBI Ontology
Outgoing 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 Sources
cefazedona WHO MedNet
cefazedone WHO MedNet
céfazédone WHO MedNet
cefazedonum WHO MedNet
Synonyms Sources
(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 acid IUPAC
EMD-30087 ChEBI
Brand Names Sources
Refosporen ChEBI
Refosporene ChemIDplus
Manual Xrefs Databases
3071 DrugCentral
Cefazedone Wikipedia
D07237 KEGG DRUG
DE2345402 Patent
DE2621011 Patent
DE2626026 Patent
DE2627204 Patent
US4153693 Patent
View more database links
Registry Numbers Types Sources
5399221 Reaxys Registry Number Reaxys
56187-47-4 CAS Registry Number KEGG DRUG
56187-47-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
12 March 2018