Fusidic acid

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Structural formula
Structural formula of fusidic acid
General
Surname Fusidic acid
other names
  • (17 Z ) -16β-acetoxy-3α, 11α-dihydroxy- (4α, 8α, 9β, 13α, 14β) -29-nordammara-17 (20), 24-diene-21-acid ( IUPAC )
  • ent - (17 Z ) -16α- (acetyloxy) -3β, 11β-dihydroxy-4β, 8,14-trimethyl-18-nor-5β, 10α-cholesta-17 (20), 24-diene-21-acid
Molecular formula C 31 H 48 O 6
Brief description

colorless crystals

External identifiers / databases
CAS number 6990-06-3
EC number 230-256-0
ECHA InfoCard 100.027.506
PubChem 3000226
ChemSpider 2271900
DrugBank DB02703
Wikidata Q259930
Drug information
ATC code
Drug class

Antibiotics

properties
Molar mass 516.71 g · mol -1
Physical state

firmly

Melting point

192-193 ° C

solubility

soluble in ethanol , acetone , chloroform , slightly soluble in water

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: no P-phrases
Toxicological data

1500 mg kg −1 ( LD 50 ,  mouse ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Fusidic acid is a bacteriostatic effective antibiotic . In the bacterial cell , it binds to an elongation factor EF-G and thereby prevents protein synthesis on the bacterial ribosome .

Chemically, it is a tetracyclic triterpenic acid with a 29-Nor dammaran basic structure (Fusidan), which is obtained from the fungus Fusidium coccineum . The sodium salt of fusidic acid, sodium fusidate, is also used medicinally .

application

Fusidic acid is mainly used locally against infections of the eyes and skin by staphylococci , but is also systemically effective when ingested or as an infusion .

Besides staphylococci, fusidic acid also acts on Neisseria , Clostridia and Corynebacteria . Fusidic acid is not effective against most gram-negative bacteria.

Fusidic acid is also good at getting into bones and joints ; it is metabolized in the liver and excreted in the bile .

Trade names

Monopreparations

Fucidin (A, CH), Fucidine (D), Fucithalmic (D, A, CH), Fusicutan (D)

Combination preparations

Fucicort (D, CH), Fucidin H (CH)

Individual evidence

  1. ↑ a b c Entry on fusidic acid. In: Römpp Online . Georg Thieme Verlag, accessed on December 28, 2014.
  2. ↑ a b Fusidic acid data sheet from Sigma-Aldrich , accessed on April 2, 2011 ( PDF ).
  3. ↑ Entry on fusidic acid in the ChemIDplus database of the United States National Library of Medicine (NLM) .
  4. ↑ Entry on fusidic acid in Pharmawiki , accessed on August 25, 2015.
  5. ↑ AJ Chadwick and B. Jackson: Intraocular penetration of the antibiotic fucidin. British Journal of Ophthalmology , Manchester 1969, page 1. PDF .