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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H24N6O5S2.H2O4S
Molecular Weight 626.682
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFQUINOME SULFATE

SMILES

OS(O)(=O)=O.CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(C[N+]3=CC=CC4=C3CCCC4)=C(N2C1=O)C([O-])=O)C5=CSC(N)=N5

InChI

InChIKey=KYOHRXSGUROPGY-OFNLCGNNSA-N
InChI=1S/C23H24N6O5S2.H2O4S/c1-34-27-16(14-11-36-23(24)25-14)19(30)26-17-20(31)29-18(22(32)33)13(10-35-21(17)29)9-28-8-4-6-12-5-2-3-7-15(12)28;1-5(2,3)4/h4,6,8,11,17,21H,2-3,5,7,9-10H2,1H3,(H3-,24,25,26,30,32,33);(H2,1,2,3,4)/b27-16-;/t17-,21-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C23H25N6O5S2
Molecular Weight 529.612
Charge 1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Molecular Formula HO4S
Molecular Weight 97.071
Charge -1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Cefquinome is a 4th generation cephalosporin which is active against a broad spectrum of Gram positive and Gram negative bacteria. As many cephalosporin it acts by binding to bacterial PBP and thus inhibiting the cell wall synthesis. Cefquinome is approved for veterinary use in cattles with respiratory tract infections, skin infections, bacterial mastitis and septicaemia.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
COBACTAN
Curative
COBACTAN
Curative
COBACTAN
Curative
COBACTAN
Curative
COBACTAN
Curative
COBACTAN

PubMed

Sample Use Guides

In Vivo Use Guide
1 mg cefquinome/kg (2ml/50 kg body wt.) or 2 mg cefquinome/kg (4ml/50 kg body wt.) given by intramuscular injection (2,5% Cobactan solution).
Route of Administration: Intramuscular
In Vitro Use Guide
The MICs of cefquinome against single laboratory strains of gram-positive and gram-negative anaerobic bacteria were determined. The values were (MIC50): 0.781 ug/ml for Staphylococcus aureus (Methicillin susceptible); 12.5 ug/ml for Staphylococcus aureus (Methicillin resistant); <0.006 ug/ml for Streptococcus spp.; 4.0 ug/ml for Enterococci; 0.049 ug/ml for E.Coli and Klebsiella spp.; 0.098 ug/ml for Salmonella spp., Enterobacter spp. and Proteus mirabilis; 0.195 ug/ml for Serratia marcescens and Proteus spp.; 0.002 ug/ml for Streptococcus pyogenes; 0.008 ug/ml for Streptococcus pneumoniae and Klebsiella pneumoniae; 0.078 ug/ml for Pasteurella multocida, Proteus mirabilis ATCC 14273; 0.03 ug/ml for Escherichia coli 078 and 0.06 ug/ml for Salmonella typhimurium MZ II.
Substance Class Chemical
Record UNII
3858K104DQ
Record Status Validated (UNII)
Record Version