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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H18N4O5S2
Molecular Weight 458.511
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEFALONIUM

SMILES

NC(=O)C1=CC=[N+](CC2=C(N3[C@H](SC2)[C@H](NC(=O)CC4=CC=CS4)C3=O)C([O-])=O)C=C1

InChI

InChIKey=FMZXNVLFJHCSAF-DNVCBOLYSA-N
InChI=1S/C20H18N4O5S2/c21-17(26)11-3-5-23(6-4-11)9-12-10-31-19-15(18(27)24(19)16(12)20(28)29)22-14(25)8-13-2-1-7-30-13/h1-7,15,19H,8-10H2,(H3-,21,22,25,26,28,29)/t15-,19-/m1/s1

HIDE SMILES / InChI

Description

Cefalonium is a 1st generation cephalosporin with a broad spectrum of actvity against Gram-positive and Gram-negative bacterias. The drug inhibits the bacterial cell wall synthesis by binding to penicillin binding proteins. Cefalonium is approved for routine dry cow therapy to treat existing sub-clinical infections and to prevent new infections which occur during the dry period.

CNS Activity

Originator

Target Info

Target Info

Condition Info

Condition Info

ConditionModalityTargetsHighest PhaseProduct
Primary
CEPRAVIN
PMID

PMID

TitleDatePMID
Effect of an intramammary teat seal and dry cow antibiotic in relation to dry period length on postpartum mastitis.
2007 Feb
[Determination of 9 cephalosporin drug residues in beef by ultra performance liquid chromatography-tandem mass spectrometry].
2009 Jul
Development of a rapid multi-residue assay for detecting β-lactams using penicillin binding protein 2x*.
2013 Feb
Patent

Sample Use Guides

In Vivo Use Guide
1 syringe (250 mg) per quarter immediately after final milking.
Route of Administration: Intramammary
In Vitro Use Guide
The activity of cefalonium against different bacterial strains was measured. The MIC90 values were: 0.125 ug/ml for Staphylococcus aureus, 0.0156 ug/ml for Streptococcus agalactiae, 0.0078 ug/ml for Streptococcus dysgalactiae, 0.06 ug/ml for Streptococcus uberis, 0.125 ug/ml for Arcanobacterium pyogenes, 2 ug/ml for Escherichia coli and Klebsiella spp.
Name Type Language
CEFALONIUM
INN   MART.  
INN  
Official Name English
3-(4-CARBAMOYLPYRIDYLMETHYL)-8-OXO-7-(A-(THIEN-2-YL)ACETAMIDO)-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID
Common Name English
41071
Code English
CEFALONIUM [JAN]
Common Name English
CEFALONIUM [MART.]
Common Name English
CEPHALONIUM [MI]
Common Name English
CEFALONIUM [INN]
Common Name English
CEPHALONIUM
GREEN BOOK   MI  
Common Name English
CEPHALONIUM [GREEN BOOK]
Common Name English
Classification Tree Code System Code
WHO-VATC QJ51DB90
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
Code System Code Type Description
MESH
C012813
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
NCI_THESAURUS
C98214
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
INN
1678
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
ChEMBL
CHEMBL2105567
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
EPA CompTox
5575-21-3
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
EVMPD
SUB06167MIG
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
MERCK INDEX
M3247
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY Merck Index
CAS
5575-21-3
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
ECHA (EC/EINECS)
226-948-7
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY
PUBCHEM
21743
Created by admin on Tue Mar 06 11:57:05 UTC 2018 , Edited by admin on Tue Mar 06 11:57:05 UTC 2018
PRIMARY SWITZERF