Tildipirosin

Tildipirosin, sold under the brand name Zuprevo, is a macrolide antibiotic used in pigs and cattle.^[1][3]

Tildipirosin

Clinical data
Trade names	Zuprevo
License data	US DailyMed: Tildipirosin
Routes of administration	Intramuscular, subcutaneous
ATCvet code	QJ01FA96 (WHO)
Legal status
Legal status	CA: ℞-only US: ℞-only[1][2] EU: Rx-only[3]
Identifiers
IUPAC name (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4S,5S,6R)-4-(Dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-piperidin-1-ylethyl)-15-(piperidin-1-ylmethyl)-1-oxacyclohexadeca-11,13-diene-2,10-dione (4R,5S,6S,7R,9R,11E,13E,15R,16R)-16-Ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-7-[2-(1-piperidinyl)ethyl]-15-(1-piperidinylmethyl)oxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-3-(dimethylamino)-β-D-glucopyranoside
CAS Number	328898-40-4
PubChem CID	24860548
DrugBank	DB11470
ChemSpider	30790722
UNII	S795AT66JB
ChEMBL	ChEMBL3039509
CompTox Dashboard (EPA)	DTXSID70954546
ECHA InfoCard	100.168.011
Chemical and physical data
Formula	C41H71N3O8
Molar mass	734.032 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O)N(C)C)O)CCN3CCCCC3)C)\C)CN4CCCCC4
InChI 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 Key:HNDXPZPJZGTJLJ-UEJFNEDBSA-N

Medical uses

In the United States, tildipirosin is indicated for the treatment or control of bovine respiratory disease associated with Mannheimia haemolytica, Pasteurella multocida, and Histophilus somni in beef and non-lactating dairy cattle.^[1]

In the European Union, tildipirosin is indicated for the treatment and metaphylaxis of swine respiratory disease associated with Actinobacillus pleuropneumoniae, P. multocida, Bordetella bronchiseptica, and Glaesserella parasuis sensitive to tildipirosin;^[3] and for the treatment and prevention of bovine respiratory disease associated with M. haemolytica, P. multocida, and H. somni sensitive to tildipirosin.^[3]