Cefacetrile

Structural formula
General
Non-proprietary name	Cefacetrile
other names	Celospor; (6 R , 7 R ) -3- (Acetyloxymethyl) -7 - [(2-cyanoacetyl) amino] -8-oxo-5-thia-1-azabicyclo [4.2.0] oct-2-en-2-carboxylic acid ( IUPAC ); Cefacetrilum ( Latin );
Molecular formula	C 13 H 13 N 3 O 6 S
External identifiers / databases
EC number	233-508-8
ECHA InfoCard	100.030.449
PubChem	91562
ChemSpider	82675
DrugBank	DB01414
Wikidata	Q4919176
Drug information
ATC code	J01 DB10
Drug class	β-lactam antibiotic; 1st generation cephalosporins;
Mechanism of action	Disturbance of the cell wall synthesis of the bacteria
properties
Molar mass	339.32 g · mol -1
Physical state	firmly
Melting point	168-170 ° C
solubility	poor in water (2.43 mg l −1 )
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Cefacetril Sodium;	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	3700 mg kg −1 ( LD 50 , mouse , iv )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cefacetril is a semisynthetic antibiotic from the class of the cephalosporins of the first generation, which is used in veterinary medicine as an injection preparation for the treatment of infections . There are currently no veterinary medicinal products available in Germany that contain cefacetril as an active ingredient.

indication

Cefacetril is mainly used in cattle to treat udder infections.

Working principle

Cefacetril inhibits the build-up of the cell wall of bacteria by binding to specific penicillin-binding proteins within the bacterial cell wall and thus preventing the cell wall synthesis of the bacteria.

The antibiotic shows a high activity against gram-positive bacteria such as straphylococci and streptococci and less strong activity against gram-positive pathogens such as E. coli , Klebsiella and Salmonella . Cefacetril shows little or no activity against infections caused by Pseudomonas , Listeria and germs with resistance to penicillins and cephalosporins.

Application

Cefacetrile is parenterally administered, since oral only a small percentage of the active ingredient from the administration of the antibiotic digestive tract is taken.

Individual evidence

↑ ^a ^b ^c Entry on Cefacetrile in the DrugBank of the University of Alberta , accessed January 4, 2019.
↑ ^a ^b Data sheet Cefacetrile sodium from Sigma-Aldrich , accessed on January 4, 2019 ( PDF ).
↑ Entry on Cefacetril. In: Römpp Online . Georg Thieme Verlag, accessed on January 4, 2019.
↑ ^a ^b ^c ^d Cefacetrile Summary Report (2) . European Medicines Agency , Committee for Veterinary Medicinal Products. 2000. Retrieved January 4, 2019.

[DrugBank-1] Entry on Cefacetrile in the DrugBank of the University of Alberta , accessed January 4, 2019.

[Sigma-2] Data sheet Cefacetrile sodium from Sigma-Aldrich , accessed on January 4, 2019 ( PDF ).

[3] Entry on Cefacetril. In: Römpp Online . Georg Thieme Verlag, accessed on January 4, 2019.

[:0-4] Cefacetrile Summary Report (2) . European Medicines Agency , Committee for Veterinary Medicinal Products. 2000. Retrieved January 4, 2019.