Tylvalosin

Tylvalosin, sold under the brand name Aivlosin, is a macrolide antibiotic used for the treatment of bacterial infections with Mycoplasma hyopneumoniae in swine, that causes enzootic pneumonia.^[3][6] It is used as the tartrate salt.^[3]

Tylvalosin

Clinical data
Trade names	Aivlosin
AHFS/Drugs.com	Veterinary Use
License data	US DailyMed: Tylvalosin
Routes of administration	By mouth
Drug class	Macrolide antibiotic
ATCvet code	QJ01FA92 (WHO)
Legal status
Legal status	US: ℞-only[1][2][3] EU: Rx-only[4][5]
Identifiers
CAS Number	63409-12-1 as tartrate: 63428-13-7
PubChem CID	6441094
DrugBank	DB11554 as tartrate: DBSALT001708
ChemSpider	4945313 as tartrate: 30790860
UNII	9T02S42WQO as tartrate: AL5667FY0W
KEGG	D10032 as tartrate: D10034
ChEMBL	ChEMBL2103834
CompTox Dashboard (EPA)	DTXSID901016510
ECHA InfoCard	100.058.284
Chemical and physical data
Formula	C53H87NO19
Molar mass	1042.267 g·mol−1
3D model (JSmol)	Interactive image as tartrate: Interactive image
SMILES CC[C@H]1OC(=O)C[C@@H](OC(C)=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\C(\C)=C\[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]1OC as tartrate: O[C@H]([C@@H](O)C(O)=O)C(O)=O.CC[C@H]1OC(=O)C[C@@H](OC(C)=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\C(\C)=C\[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]1OC
InChI InChI=1S/C53H87NO19/c1-16-38-36(26-65-52-49(64-15)48(63-14)44(60)31(7)67-52)22-28(4)17-18-37(57)29(5)23-35(19-20-55)46(30(6)39(69-34(10)56)24-41(59)70-38)73-51-45(61)43(54(12)13)47(32(8)68-51)72-42-25-53(11,62)50(33(9)66-42)71-40(58)21-27(2)3/h17-18,20,22,27,29-33,35-36,38-39,42-52,60-62H,16,19,21,23-26H2,1-15H3/b18-17+,28-22+/t29-,30+,31-,32-,33+,35+,36-,38-,39-,42+,43-,44-,45-,46-,47-,48-,49-,50+,51+,52-,53-/m1/s1 Key:KCJJINQANFZSAM-HZDSEHBESA-N as tartrate: InChI=1S/C53H87NO19.C4H6O6/c1-16-38-36(26-65-52-49(64-15)48(63-14)44(60)31(7)67-52)22-28(4)17-18-37(57)29(5)23-35(19-20-55)46(30(6)39(69-34(10)56)24-41(59)70-38)73-51-45(61)43(54(12)13)47(32(8)68-51)72-42-25-53(11,62)50(33(9)66-42)71-40(58)21-27(2)3;5-1(3(7)8)2(6)4(9)10/h17-18,20,22,27,29-33,35-36,38-39,42-52,60-62H,16,19,21,23-26H2,1-15H3;1-2,5-6H,(H,7,8)(H,9,10)/b18-17+,28-22+;/t29-,30+,31-,32-,33+,35+,36-,38-,39-,42+,43-,44-,45-,46-,47-,48-,49-,50+,51+,52-,53-;1-,2-/m11/s1 Key:OLLSDNUHBJHKJS-XKORHJEPSA-N

Mechanism of Action

Macrolides are generally considered to be bacteriostatic agents that exert their antibiotic effect by reversibly binding to the 23S rRNA of the 50S ribosomal subunit, thereby inhibiting bacterial protein synthesis.^[7]

Medical uses

Tylvalosin is indicated for the control of porcine proliferative enteropathy associated with Lawsonia intracellularis infection in groups of swine intended for slaughter and female swine intended for breeding in buildings experiencing an outbreak of PPE.^[3] Not for use in male swine intended for breeding; and for the control of swine respiratory disease associated with Bordetella bronchiseptica, Glaesserella (Haemophilus) parasuis, Pasteurella multocida, Streptococcus suis, and Mycoplasma hyopneumoniae in groups of swine intended for slaughter and female swine intended for breeding in buildings experiencing an outbreak of swine respiratory disease.^[3] Not for use in male swine intended for breeding.^[3]