Gamithromycin

Gamithromycin

Clinical data
Trade names	Zactran
Other names	ML-1709460, ML-460
License data	US DailyMed: Gamithromycin
Routes of administration	Subcutaneous
Drug class	Macrolide antibiotic
ATCvet code	QJ01FA95 (WHO)
Legal status
Legal status	US: ℞-only123 EU: Rx-only45
Identifiers
IUPAC name (2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10-trihydroxy-13-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,8,10,12,14-hexamethyl-7-propyl-1-oxa-7-azacyclopentadecan-15-one
CAS Number	145435-72-9
PubChem CID	59364992
DrugBank	DB11416
ChemSpider	28530824
UNII	ZE856183S0
KEGG	D06598
ChEBI	CHEBI:195437
ChEMBL	ChEMBL2107342
CompTox Dashboard (EPA)	DTXSID90904260
ECHA InfoCard	100.123.704
Chemical and physical data
Formula	C40H76N2O12
Molar mass	777.050 g·mol−1
3D model (JSmol)	Interactive image
SMILES [H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)N(CCC)C[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C
InChI InChI=1S/C40H76N2O12/c1-15-17-42-21-22(3)33(44)40(11,48)29(16-2)52-36(46)26(7)32(53-30-20-39(10,49-14)34(45)27(8)51-30)25(6)35(38(9,47)19-23(42)4)54-37-31(43)28(41(12)13)18-24(5)50-37/h22-35,37,43-45,47-48H,15-21H2,1-14H3/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32-,33+,34-,35+,37-,38+,39+,40+/m0/s1 Key:VWAMTBXLZPEDQO-UZSBJOJWSA-N

Gamithromycin, sold under the brand name Zactran, is a veterinary medication used for the treatment of cattle, pigs, and sheep.⁴⁵⁶ It is a azalide antibacterial related to azithromycin.⁴⁵⁷

It was approved for veterinary use in the European Union in 2008.⁴⁵

In the EU, gamithromycin is indicated for the treatment and prevention of bovine respiratory disease in cattle, swine respiratory disease in pigs, and infectious pododermatitis (foot rot) in sheep.⁴⁵⁷

In the US, gamithromycin is indicated for the treatment of bovine respiratory disease in cattle.¹