Valnemulin

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Valnemulin
Category Antibiotics
Catalog number BBF-03790
CAS 101312-92-9
Molecular Weight 564.82
Molecular Formula C31H52N2O5S
Purity >99% by HPLC

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Description

Valnemulin is a pleuromutilin antibiotic used to treat swine dysentery, ileitis, colitis and pneumonia.

Specification

Synonyms Econor; Biotilina
Storage Store at -20°C
IUPAC Name [(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[1-[[(2R)-2-amino-3-methylbutanoyl]amino]-2-methylpropan-2-yl]sulfanylacetate
Canonical SMILES CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC(C)(C)CNC(=O)C(C(C)C)N)C
InChI InChI=1S/C31H52N2O5S/c1-10-29(8)15-22(38-23(35)16-39-28(6,7)17-33-27(37)24(32)18(2)3)30(9)19(4)11-13-31(20(5)26(29)36)14-12-21(34)25(30)31/h10,18-20,22,24-26,36H,1,11-17,32H2,2-9H3,(H,33,37)/t19-,20+,22-,24-,25+,26+,29-,30+,31+/m1/s1
InChI Key LLYYNOVSVPBRGV-MVNKZKPCSA-N
Source Semi-synthetic

Properties

Appearance White Solid
Boiling Point 672.7°C at 760 mmHg
Melting Point 140-143°C
Density 1.13 g/cm3
Solubility Soluble in ethanol, methanol, DMF, DMSO

Reference Reading

1.Efficacy and tolerability of early administration of valnemulin hydrochloride premix on epizootic rabbit enteropathy.
Dip R1, Nemet Z2, Schiessl B3, Klein U3, Strehlau G3. Vet J. 2015 Jun;204(3):309-14. doi: 10.1016/j.tvjl.2014.12.036. Epub 2015 Jan 6.
A blinded, randomised, placebo-controlled clinical trial was conducted to evaluate the efficacy and safety of valnemulin hydrochloride premix during an outbreak of epizootic rabbit enteropathy (ERE) when administered in feed for 21 consecutive days after confirmation of the first ERE case. Administration of valnemulin at 20 and 35 parts per million (ppm) significantly reduced mortality by 11% and 7.6%, respectively, when compared with the non-medicated control group (23% mortality). Non-ERE related adverse events, including dysbacteriosis, enterotoxaemia and pneumonia, occurred in all groups at similar frequencies (untreated: 1.8%; 20 ppm valnemulin: 2.8%; 35 ppm valnemulin: 1.3%). Administration of valnemulin did not affect feed consumption or body weight gain; treated rabbits had sustained weight gain and feed conversion rates (FCRs). However, from days 7 to 21 of the outbreak, untreated rabbits had significantly lower daily weight gains and higher FCRs than medicated rabbits, suggesting a protective effect of valnemulin during the peak of the disease.
2.Preparation of valnemulin hydrogen fumarate and its enhanced stability compared with valnemulin hydrochloride.
Zhu X1, Xu S1, Xu Q1. Pharm Dev Technol. 2016 May;21(3):338-45. doi: 10.3109/10837450.2014.1003656. Epub 2015 Jan 19.
CONTEXT: It is necessary to develop a new salt of valnemulin to replace the veterinary antibiotic, e.g. valnemulin hydrochloride, in order to overcome its instability during storage and preparation.

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