Basic information Safety Supplier Related

VALNEMULIN

Basic information Safety Supplier Related

VALNEMULIN Basic information

Product Name:
VALNEMULIN
Synonyms:
  • VALNEMULIN
  • 2-[[2-[[(2R)-2-Amino-3-methyl-1-oxobutyl]amino]-1,1-dimethylethyl]thio]acetic Acid (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyldecahydro-5-hydroxy-4,6,9,10- tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl Ester
  • supplier valnemulin
  • Acetic acid, 2-[[2-[[(2R)-2-amino-3-methyl-1-oxobutyl]amino]-1,1-dimethylethyl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
  • Acetic acid,[[2-[[(2R)-2-amino-3-methyl-1-oxobutyl]amino]-1,1-dimethylethyl]thio]-,(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-ylester
CAS:
101312-92-9
MF:
C31H52N2O5S
MW:
564.82
EINECS:
1312995-182-4
Product Categories:
  • API
  • Heterocyclic Compounds
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Alphabetic
  • Antibiotics
  • Chemical Structure
  • OthersAnalytical Standards
  • V
  • Diterpenes antibiotic
Mol File:
101312-92-9.mol
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VALNEMULIN Chemical Properties

Melting point:
140-143°C
Boiling point:
672.7±55.0 °C(Predicted)
Density 
1.13±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
form 
A solid
pka
14.65±0.70(Predicted)
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VALNEMULIN Usage And Synthesis

Description

Valnemulin is a broad-spectrum pleuromutilin antibiotic that binds to peptidyl transferase in the 50S ribosomal subunit. It has been used in veterinary medicine to treat swine diseases including, B. hyodysenteriae and M. hyopneumoniae.

Chemical Properties

White to Off-White Solid

Uses

Semisynthetic antibiotic; derivative of pleuromutilin. Antibacterial

Uses

Valnemulin is a semi-synthetic pleuromutilin prepared by sequential reaction of pleuromutilin tosylate with 2-amino-1,1-dimethylethylthiol, coupling the free amine with a protected valine and then deprotection to provide the final product. Valnemulin is a broad spectrum antibiotic used to control gastrointestinal infections in animals and shows no cross resistance to other antibiotic classes. Like all the pleuromutilins, valnemulin inhibits protein synthesis by binding to domain V of 23S RNA.

in vivo

Valnemulin (100 mg/kg, i.g., single dose) exhibits lung protectiv effects in LPS-induced acute lung injury in BALB/c mice[2].
Valnemulin hydrochloride (10 mg/kg, p.o.; 10 days) has a control effect in experimental infection of calves with Mycoplasma bovis, and can effectively eliminate Mycobacterium bovis in the lungs [3].

Animal Model:Lipopolysaccharide induced acute lung injury in BALB/c mice[2].
Dosage:100 mg/kg
Administration:i.g., single dose
Result:Reduced levels of neutrophils, lymphocytes and macrophages, and expressions of TNF-α, IL-6, and IL-1β in bronchoalveolar lavage fluid (BALF).
Increased superoxidase dismutase (SOD) activity in BALF, decreased myeloperoxidase (MAO) activity in lung.
Animal Model:Mycoplasma bovis infection treated male calves aged 10-35 days[3]
Dosage:10 mg/kg
Administration:p.o., 10 days
Result:Resulted in a rapid diminution of clinical signs, restoration of appetite and reversal of weight loss.
Effectively reduced the isolation of Pasteurella multocida from the calves, lungs.

References

[1] SUSAN M. POULSEN. The pleuromutilin drugs tiamulin and valnemulin bind to the RNA at the peptidyl transferase centre on the ribosome[J]. Molecular Microbiology, 2001, 41 1. DOI: 10.1046/j.1365-2958.2001.02595.x

VALNEMULINSupplier

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