Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C28H47NO4S |
Molecular Weight | 493.742 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[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)CSCCN(CC)CC
InChI
InChIKey=UURAUHCOJAIIRQ-QGLSALSOSA-N
InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1
Molecular Formula | C28H47NO4S |
Molecular Weight | 493.742 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Tiamulin is a diterpene antimicrobial with a pleuromutilin chemical structure similar to that of
valnemulin. The activity of tiamulin is largely confined to gram-positive micro-organisms and
mycoplasma. Tiamulin acts by inhibiting protein synthesis at the ribosomal level. In veterinary
medicine, tiamulin is used for treatment and prophylaxis of dysentery, pneumonia and
mycoplasmal infections in pigs and poultry. Tiamulin is available as a 2, 10 or 20% premix for
pigs and poultry, a 12.5% solution or 45% water soluble powder for addition to drinking water
for pigs and poultry, or a 10% injectable formulation for pigs. Tiamulin inhibits protein synthesis by targeting the 50S bacterial ribosomal subunit and binding to peptidyl transferase, the enzyme responsible for forming peptide bonds between amino acids.
Originator
Sources: https://www.aasv.org/news/story.php?id=1601 | http://www.chemdrug.com/article/8/3285/16420569.html
Curator's Comment: # Novartis
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL5957 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28399915 |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | DENAGARD Approved UseFor the treatment of swine dysentery associated with Treponema hyodysenteriae and swine pneumonia due to Actinobacillus pleuropneumoniae susceptible to tiamulin. Launch Date1993 |
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Curative | DENAGARD Approved UseFor the treatment of swine dysentery associated with Treponema hyodysenteriae and swine pneumonia due to Actinobacillus pleuropneumoniae susceptible to tiamulin. Launch Date1993 |
Sample Use Guides
Pigs and poultry: Dietary doses are 100 to 200 mg/kg
feed for 5 to 10 days, and up to 6 weeks at 50 mg/kg feed for pigs, and 160 to 320 mg/kg feed for
poultry. In drinking water, doses of 4 to 25 mg/kg bw for up to 1 week are used for pigs, and
doses of 30 to 60 mg/kg bw for 3 to 5 days in poultry. Intramuscular doses of 10 to 20 mg/kg bw
may be given daily for up to 5 days.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9303412
Tiamulin was most active against mycoplasma strains of eight species isolated from poultry (MICs at which 90% of the isolates were inhibited [MIC90s], 0.025 to 0.25 ug/ml).
Substance Class |
Chemical
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Record UNII |
E38WZ4U54R
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Record Status |
Validated (UNII)
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 520.2455
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WHO-VATC |
QJ01XQ01
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NCI_THESAURUS |
C258
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CFR |
21 CFR 556.732
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CFR |
21 CFR 558.612
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E38WZ4U54R
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DTXSID2046701
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3932
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C014224
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TIAMULIN
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SUB11005MIG
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1546410
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1667355
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7026
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44137
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55297-95-5
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C84207
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259-580-0
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DB11468
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m10844
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100000082177
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CHEMBL498466
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E38WZ4U54R
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656958
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |