U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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

[H][C@]12SCC(C[N+]3=CC=C(C=C3)C(N)=O)=C(N1C(=O)[C@H]2NC(=O)CC4=CC=CS4)C([O-])=O

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

Molecular Formula C20H18N4O5S2
Molecular Weight 458.511
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
CEPRAVIN

Approved Use

In conjunction with, proper management of the cow during drying-off and over the dry period, correct administration of Cepravin Dry Cow at drying off: (1) Reduces new infections at drying off and in the dry period; (2) Treats subclinical mastitis that may be present at drying off; (3) Helps reduce SCC's and mastitis in the subsequent lactation.
PubMed

PubMed

TitleDatePubMed
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
Patents

Patents

Sample Use Guides

1 syringe (250 mg) per quarter immediately after final milking.
Route of Administration: Other
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:57:45 GMT 2023
Edited
by admin
on Sat Dec 16 16:57:45 GMT 2023
Record UNII
K2P920217W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEFALONIUM
INN   MART.  
INN  
Official Name English
NSC-759292
Code 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
NCI_THESAURUS C357
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
WHO-VATC QJ51DB90
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
Code System Code Type Description
FDA UNII
K2P920217W
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
NSC
759292
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
DRUG BANK
DB11385
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
MESH
C012813
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
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NCI_THESAURUS
C98214
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
SMS_ID
100000081555
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
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INN
1678
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
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ChEMBL
CHEMBL2105567
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
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EPA CompTox
DTXSID5045388
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
EVMPD
SUB06167MIG
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
MERCK INDEX
m3247
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY Merck Index
CAS
5575-21-3
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
226-948-7
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
WIKIPEDIA
Cefalonium
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
PUBCHEM
21743
Created by admin on Sat Dec 16 16:57:45 GMT 2023 , Edited by admin on Sat Dec 16 16:57:45 GMT 2023
PRIMARY
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