Cefaloglycine

Structural formula
General
Non-proprietary name	Cefaloglycine
other names	(6 R , 7 R ) -3 - [(Acetyloxy) methyl] -7 - [(2 R ) -2-amino-2-phenylacetamido] -8-oxo-5-thia-1-azabicyclo [4.2.0] oct-2-en-2-carboxylic acid ( IUPAC ); Cefaloglycinum ( Latin );
Molecular formula	C 18 H 19 N 3 O 6 S
External identifiers / databases
EC number	222-696-7
ECHA InfoCard	100.020.633
PubChem	19150
ChemSpider	18069
DrugBank	DB00689
Wikidata	Q5057214
Drug information
Drug class	β-lactam antibiotic; 1st generation cephalosporins;
Mechanism of action	Disturbance of cell wall synthesis
properties
Molar mass	405.43 g · mol -1
Physical state	firmly
Melting point	237 ° C
solubility	154 mg l −1
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 317-334
	P: 261-272-280-284-302 + 352-333 + 313-321-362 + 364-304 + 340-342 + 311-501
Toxicological data	1300 mg kg −1 ( LD 50 , rat , ip )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cefaloglycine is an antibiotic that was used to treat severe infections caused by susceptible bacteria. It is produced semisynthetically and belongs to the class of cephalosporins of the 1st generation.

Cefaloglycine is no longer commonly used.

indication

Cefalogylcine is effective against gram-positive cocci with the exception of enterococci . Apart from Pseudomonas aeruginosa , Klebsiella and indole-positive Proteus species , it is also effective against gram-negative bacteria.

Working principle

The cefaloglycine molecules bind - like all cephalosporins - to specific penicillin-binding proteins , which are required for the reconstruction of the bacterial cell wall. This prevents further synthesis of the bacterial cell wall.

Application

Cefaloglycine is given orally and is rapidly absorbed into the bloodstream .

Side effects

After an overdose, side effects such as nausea, vomiting, stomach upset, diarrhea and cramps may occur after oral ingestion of cefaloglycine.

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on cephaloglycine in the DrugBank of the University of Alberta , accessed on May 22, 2019.
↑ ^a ^b XiXisys: Cefaloglycine , accessed on May 26, 2019.
↑ Entry on cephaloglycine in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on December 26, 2019.
^ ^A ^b Gunter Schmidt: Cephalosporins . In: Chemistry in Our Time . tape 10 , no. 6 , 1976, p. 189-195 , doi : 10.1002 / ciuz.19760100605 .

[DrugBank-1] Entry on cephaloglycine in the DrugBank of the University of Alberta , accessed on May 22, 2019.

[xixisys.com-2] XiXisys: Cefaloglycine , accessed on May 26, 2019.

[ChemID-3] Entry on cephaloglycine in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on December 26, 2019.

[:1-4] A ^b Gunter Schmidt: Cephalosporins . In: Chemistry in Our Time . tape 10 , no. 6 , 1976, p. 189-195 , doi : 10.1002 / ciuz.19760100605 .