| Stereochemistry | ABSOLUTE |
| Molecular Formula | C41H71N3O8 |
| Molecular Weight | 734.0177 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 12 / 12 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@@H]([C@H]2O)N(C)C)[C@@H](CCN3CCCCC3)C[C@@H](C)C(=O)\C=C\C(C)=C\[C@@H]1CN4CCCCC4
InChI
InChIKey=HNDXPZPJZGTJLJ-UEJFNEDBSA-N
InChI=1S/C41H71N3O8/c1-8-35-32(26-44-20-13-10-14-21-44)23-27(2)15-16-33(45)28(3)24-31(17-22-43-18-11-9-12-19-43)40(29(4)34(46)25-36(47)51-35)52-41-39(49)37(42(6)7)38(48)30(5)50-41/h15-16,23,28-32,34-35,37-41,46,48-49H,8-14,17-22,24-26H2,1-7H3/b16-15+,27-23+/t28-,29+,30-,31+,32-,34-,35-,37+,38-,39-,40-,41+/m1/s1
| Molecular Formula | C41H71N3O8 |
| Molecular Weight | 734.0177 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 12 / 12 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Tildipirosin is a
semisynthetic derivative of the naturally occurring 16-membered macrolide tylosin. Tildipirosin is
intended for parenteral treatment of respiratory disease in cattle and swine. Tildipirosin will be
administered as a single-dose injection: subcutaneously in cattle and intramuscularly in swine. The
anticipated optimal clinical dose is 4 mg/kg bw.
Tildipirosin is not used in human medicine. It is marketed under the brand name Zuprevo. As for other macrolides, the antimicrobial activity of tildipirosin is due to its binding to the ribosomal
50S subunit of bacterial cells thereby inhibiting bacterial protein synthesis. The in vitro antimicrobial
activity against Gram-negative and Gram-positive pathogens indicates that tildipirosin is effective
against a range of bacterial pathogens frequently associated with bovine and swine respiratory
disease. Comparison of minimum inhibitory versus bactericidal concentrations shows that generally the
antimicrobial action of tildipirosin is bacteriostatic.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
Inject subcutaneously as a single dose in the neck at a dosage of 4 mg/kg (1 mL/100 lb) body weight (BW). Do not inject more than 10 mL per injection site.
Route of Administration:
Other
MICs of tildipirosin were determined according to CLSI standards and VICH GL 36 against 10 isolates
from 10 bacterial groups sourced from the faecal microbiota of healthy unmedicated human
volunteers. The MICs ranged from 0.5 to greater than 128 ug/ml. The MIC50 values were 2 ug/ml for
Clostridium and Fusobacterium, 4 ug/ml for E. coli, 8 ug/ml for Enterococcus, 16 ug/ml for Bifidobacterium, 32 ug/ml for Eubacterium, Bacteroides fragilis, and other Bacteroides species, and
>128 ug/ml for Gram-positive anaerobic cocci (“Peptostreptococcus”) and Lactobacillus.
