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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H52N2O5S.ClH
Molecular Weight 601.281
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VALNEMULIN HYDROCHLORIDE

SMILES

Cl.[H][C@@]12C(=O)CC[C@]13CC[C@@H](C)[C@@]2(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)CSC(C)(C)CNC(=O)[C@H](N)C(C)C

InChI

InChIKey=MFBPRQKHDIVLOJ-AFFLPQGKSA-N
InChI=1S/C31H52N2O5S.ClH/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);1H/t19-,20+,22-,24-,25+,26+,29-,30+,31+;/m1./s1

HIDE SMILES / InChI
Valnemulin (marketed under the trade name Econor) is a pleuromutilin antibiotic used to treat swine dysentery, ileitis, colitis and pneumonia. It is approved for veterinary use only. Valnemulin is an antibiotic belonging to the pleuromutilin group, which acts by the inhibition of the initiation of protein synthesis at the level of the bacterial ribosome. Valnemulin has activity against a range of bacteria including those responsible for enteric and respiratory disease in pigs. Valnemulin shows high activity against Mycoplasma spp. and spirochaetes such as Brachyspira hyodysenteriae and Brachyspira pilosicoli. Valnemulin has little activity against Enterobacteriaceae, such as Salmonella spp. and Escherichia coli. There appears to be no resistance development to valnemulin to date by M. hyopneumoniae and L. intracellularis. There have been some increases of MICs of valnemulin against B. hyodysenteriae and to a lesser degree B. pilosicoli, some of which appear to have developed resistance. Valnemulin binds to the ribosome and inhibits bacterial protein synthesis. Resistance development primarily occurs because of changes at the binding site associated with mutations of the ribosomal DNA genes. Econor 10% and 50% is indicated for: The treatment and prevention of swine dysentery. The treatment of clinical signs of porcine proliferative enteropathy (ileitis). The prevention of clinical signs of porcine colonic spirochaetosis (colitis) when the disease has been diagnosed in the herd. Treatment and prevention of swine enzootic pneumonia. At the recommended dosage of 10 - 12 mg/kg bodyweight lung lesions and weight loss are reduced, but infection with Mycoplasma hyopneumoniae is not eliminated. Econor 0.5% and 1% is indicated: For the treatment and prevention of swine dysentery. The treatment of clinical signs of porcine proliferative enteropathy (ileitis). The prevention of clinical signs of porcine colonic spirochaetosis (colitis) when the disease has been diagnosed in the herd.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Econor

Approved Use

Econor 10% and 50%: The treatment and prevention of swine dysentery. The treatment of clinical signs of porcine proliferative enteropathy (ileitis). The prevention of clinical signs of porcine colonic spirochaetosis (colitis) when the disease has been diagnosed in the herd. Treatment and prevention of swine enzootic pneumonia. At the recommended dosage of 10 - 12 mg/kg bodyweight lung lesions and weight loss are reduced, but infection with Mycoplasma hyopneumoniae is not eliminated. Econor 0.5% and 1%: For the treatment and prevention of swine dysentery. The treatment of clinical signs of porcine proliferative enteropathy (ileitis). The prevention of clinical signs of porcine colonic spirochaetosis (colitis) when the disease has been diagnosed in the herd.

Launch Date

1999
PubMed

PubMed

TitleDatePubMed
Determination of the Mutant Selection Window and Evaluation of the Killing of Mycoplasma gallisepticum by Danofloxacin, Doxycycline, Tilmicosin, Tylvalosin and Valnemulin.
2017
Patents

Sample Use Guides

Pigs:Treatment and prevention of swine enzootic pneumonia. At the recommended dosage of 10–12 mg/kg bodyweight lung lesions and weight loss are reduced, but infection with Mycoplasma hyopneumoniae is not eliminated.
Route of Administration: Oral
MIC50/MIC90 values for valnemulin against M. hyopneumoniae were ≤0.001/ ≤0.001mg/L respectively.
Name Type Language
VALNEMULIN HYDROCHLORIDE
MI  
Common Name English
VALNEMULIN HYDROCHLORIDE [MI]
Common Name English
((2-((R)-2-AMINO-3-METHYLBUTYRAMIDO)-1,1-DIMETHYLETHYL)THIO)ACETIC ACID, 8-ESTER WITH (3AS,4R,5S,6S,8R,9R,9AR,10R)-OCTAHYDRO-5,8- DIHYDROXY-4,6,9,10-TETRAMETHYL-6-VINYL-3A,9-PROPANO-3AH- CYCLOPENTACYCLOOCTEN-1(4H)-ONE HYDROCHLORIDE
Common Name English
ECONOR
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C258
Created by admin on Fri Dec 15 16:49:11 GMT 2023 , Edited by admin on Fri Dec 15 16:49:11 GMT 2023
Code System Code Type Description
FDA UNII
W1GDP58BNQ
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PRIMARY
CAS
133868-46-9
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SMS_ID
300000023799
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NCI_THESAURUS
C132065
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RXCUI
2604037
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DAILYMED
W1GDP58BNQ
Created by admin on Fri Dec 15 16:49:11 GMT 2023 , Edited by admin on Fri Dec 15 16:49:11 GMT 2023
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MERCK INDEX
m11367
Created by admin on Fri Dec 15 16:49:11 GMT 2023 , Edited by admin on Fri Dec 15 16:49:11 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID30158407
Created by admin on Fri Dec 15 16:49:11 GMT 2023 , Edited by admin on Fri Dec 15 16:49:11 GMT 2023
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PUBCHEM
60195218
Created by admin on Fri Dec 15 16:49:11 GMT 2023 , Edited by admin on Fri Dec 15 16:49:11 GMT 2023
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