Preferred Name

cefditoren

Synonyms

cefditoren

7beta-(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-3,4-didehydrocepham-4-carboxylic acid

(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Definitions

A broad spectrum, third-generation cephalosporin antibiotic with (Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. Generally administered as its orally absorbed pivaloyloxymethyl ester prodrug, it is used for the treatment of mild to moderate infections caused by susceptible strains of microorganisms in acute bacterial exacerbation of chronic bronchitis, community-acquired pneumonia, pharyngitis/tonsillitis, and uncomplicated skin and skin-structure infections.

ID

http://purl.obolibrary.org/obo/CHEBI_59343

charge

0

database_cross_reference

CAS:104145-95-1

PMID:29199418

Patent:US4839650

Beilstein:8174297

DrugBank:DB01066

PMID:25871785

PMID:29017833

PMID:22675264

KEGG:D07639

Patent:EP475610

PMID:11687308

Reaxys:8174297

Patent:US2003225265

PMID:23009290

PMID:11856949

PMID:22521692

definition

A broad spectrum, third-generation cephalosporin antibiotic with (Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. Generally administered as its orally absorbed pivaloyloxymethyl ester prodrug, it is used for the treatment of mild to moderate infections caused by susceptible strains of microorganisms in acute bacterial exacerbation of chronic bronchitis, community-acquired pneumonia, pharyngitis/tonsillitis, and uncomplicated skin and skin-structure infections.

formula

C19H18N6O5S3

has role

http://purl.obolibrary.org/obo/CHEBI_36047

has_exact_synonym

7beta-(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-3,4-didehydrocepham-4-carboxylic acid

has_obo_namespace

chebi_ontology

has_related_synonym

cefditoren

(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

id

CHEBI:59343

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1

inchikey

KMIPKYQIOVAHOP-YLGJWRNMSA-N

label

cefditoren

mass

506.57800

monoisotopicmass

506.05008

notation

CHEBI:59343

prefLabel

cefditoren

smiles

[H][C@]12SCC(C=C/c3scnc3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O

treeView

http://purl.obolibrary.org/obo/CHEBI_33575

http://purl.obolibrary.org/obo/CHEBI_23066

subClassOf

http://purl.obolibrary.org/obo/CHEBI_33575

http://purl.obolibrary.org/obo/CHEBI_23066

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http://purl.obolibrary.org/obo/ARO_3000649 ARO LOOM
http://purl.obolibrary.org/obo/ARO_3000649 ARO LOOM
http://purl.bioontology.org/ontology/MESH/C073460 MESH LOOM
http://purl.jp/bio/4/id/200906067639128915 IOBC LOOM
http://purl.jp/bio/4/id/200906067639128915 IOBC LOOM
http://purl.jp/bio/4/id/200906067639128915 IOBC LOOM
http://purl.jp/bio/4/id/200906067639128915 IOBC LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C72625 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C72625 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C72625 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C72625 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C72625 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C72625 NCIT LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_59343 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 BIOMODELS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_59343 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_59343 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 DRON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO LOOM
http://purl.obolibrary.org/obo/CHEBI_59343 GENEPIO SAME_URI
http://purl.bioontology.org/ontology/SNOMEDCT/708598002 SNOMEDCT LOOM
http://purl.bioontology.org/ontology/LNC/MTHU016669 LOINC LOOM
http://purl.bioontology.org/ontology/LNC/LP33348-1 LOINC LOOM
http://purl.bioontology.org/ontology/NDDF/009507 NDDF LOOM
http://purl.bioontology.org/ontology/RXNORM/83682 RXNORM LOOM
http://stirdf.jst.go.jp/id/200907015204427299 IOBC LOOM
http://stirdf.jst.go.jp/id/200907015204427299 IOBC LOOM
http://stirdf.jst.go.jp/id/200907015204427299 IOBC LOOM
http://stirdf.jst.go.jp/id/200907015204427299 IOBC LOOM
http://purl.bioontology.org/ontology/VANDF/4024247 VANDF LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000022252 NDFRT LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#C073460 RH-MESH LOOM
http://purl.bioontology.org/ontology/UATC/J01DD16 ATC LOOM