Valnemulin

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Structural formula
Structural formula of valnemulin
General
Non-proprietary name Valnemulin
other names

({2 - [(R) -2-Amino-3-methylbutyramido] -1,1-dimethylethyl} thio) acetic acid- (3a S , 4 R , 5 S , 6 S , 8 R , 9 R , 9a R , 10 R ) -5,8-dihydroxy-4,6,9,10-tetramethyl-1-oxo-3a, 9-propano-6-vinyl-octahydro-3a H -cyclopentacycloocten-8-yl ester ( IUPAC )

Molecular formula C 31 H 52 N 2 O 5 S
External identifiers / databases
CAS number 101312-92-9
PubChem 9850878
ChemSpider 8026591
Wikidata Q7912519
Drug information
ATC code

Q J01XQ02

Drug class

antibiotic

Mechanism of action

Elongation phase inhibition

properties
Molar mass 564.82 g · mol -1
Physical state

solid (hydrochloride)

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

Hydrochloride

no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Valnemulin is a is an antibiotically effective drug from the group of pleuromutilins . It is approved in the EU for veterinary medicine as Econor for the treatment of certain infectious diseases in pigs ( pig dysentery , porcine proliferative enteritis and enzootic pneumonia ) and rabbits.

properties

Valnemulin is a semi-synthetically produced substance. Valnemulin hydrochloride is used medicinally and is administered with feed .

Valnemulin is an antibiotic from the pleuromutilin group. This group of natural substances originating from mushrooms ( Clitopilus passeckerianus , "cat ear rasp ") was discovered in the 1950s. In addition to valnemulin, tiamulin , which is also used in veterinary medicine, and the drugs lefamulin and retapamulin used in human medicine are derived from the lead substance pleuromutilin .

The effect is based on the inhibition of bacterial protein synthesis by binding valnemulin to the bacterial ribosome .

Spectrum of activity

Valnemulin is effective against a variety of bacteria, including those causing intestinal and respiratory diseases in pigs. It is particularly effective against mycoplasmas and spirochetes such as Brachyspira hyodysenteriae and Brachyspira pilosicoli . Valnemulin is weakly effective against enterobacteria such as Salmonella and Escherichia coli . It is also effective against Lawsonia intracellularis .

In rabbits, valnemulin is able to reduce mortality in the event of an outbreak of rabbit epizootic enteropathy (ERE).

Trade names

Econor (EU)

Individual evidence

  1. a b c Data sheet Valnemulin hydrochloride, European Pharmacopoeia (EP) Reference Standard from Sigma-Aldrich , accessed on November 5, 2019 ( PDF ).
  2. External identifiers or database links for valnemulin hydrochloride : CAS number: 133868-46-9, EC number: 685-606-9, ECHA InfoCard: 100.211.221 , PubChem : 60195218 , ChemSpider : 29272183 , Wikidata : Q27292189 .
  3. "Valnemulin hydrochloride for animals": white to yellowish, amorphous, hygroscopic powder; Easily soluble in water and anhydrous ethanol , practically insoluble in tert -butyl methyl ether (European Pharmacopoeia, 8th edition, Grundwerk 2014, p. 5189 f.)
  4. Econor (Valnemulin) - overview of Econor and reasons for approval in the EU (PDF), 85 kB. See also: Econor - Public European assessment report of the EMA , accessed on 4 November 2019 (English).