Tulathromycin

Title: Tulathromycin
Trademarks: Draxxin (Pfizer)
Molecular Formula: C41H79N3O12
Molecular Weight: 806.08
Percent Composition: C 61.09%, H 9.88%, N 5.21%, O 23.82%
Literature References: Triamilide antibiotic for treatment of bovine and porcine respiratory disease. Exists as an equilibrium mixture of two isomeric forms, tulathromycin A (~90%) and B (~10%). HPLC determn in livestock plasma and lung homogenates: D. Gáler et al., J. Agric. Food Chem. 52, 2179 (2004). Pharmacokinetics in cattle: M. A. Nowakowski et al., Vet. Ther. 5, 60 (2004); in swine: H. A. Benchaoui et al., J. Vet. Pharmacol. Ther. 27, 203 (2004).
Derivative Type: Tulathromycin A
CAS Registry Number: 217500-96-4
CAS Name: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[[2,6-Dideoxy-3-C-methyl-3-O-methyl-4-C-[(propylamino)methyl]-a-L-ribo-hexopyranosyl]oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyanosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one
Manufacturers' Codes: CP-472295
Literature References: Prepn: B. S. Bronk et al., WO 9856802; eidem, US 6420536 (1998, 2002 both to Pfizer); and crystal structure: M. A. Letavic et al., Bioorg. Med. Chem. Lett. 12, 2771 (2002).
Derivative Type: Tulathromycin B
CAS Registry Number: 280755-12-6
CAS Name: (2R,3R,6R,8R,9R,10S,11S,12R)-11-[[2,6-Dideoxy-3-C-methyl-3-O-methyl-4-C-[(propylamino)methyl]-a-L-ribo-hexopyranosyl]oxy]-2-[(1R,2R)-1,2-dihydroxy-1-methylbutyl]-8-hydroxy-3,6,8,10,12-pentamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyanosyl]oxy]-1-oxa-4-azacyclotridecan-13-one
Manufacturers' Codes: CP-547272
Literature References: Prepn: R. J. Rafka et al., WO 0031097; eidem, US 6329345 (2000, 2001 both to Pfizer).
Therap-Cat-Vet: Antibacterial.
Tulobuterol Tumor Necrosis Factor Tung Oil Tungsten Hexafluoride Tungsten Trioxide

Tulathromycin
Tulathromycin.png
Systematic (IUPAC) name
(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[[2,6-dideoxy-3-C-methyl-3-Ο-methyl-4-C-[(propylamino)methyl]-α-L-ribo-hexopyrano-syl]oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]-oxy]-1-oxa-6-azacyclopentadecan-15-one
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 217500-96-4
ATCvet code QJ01FA94
ChemSpider 24583287 YesY
UNII Q839I13422 YesY
KEGG D06258 YesY
Chemical data
Formula C41H79N3O12 
Mol. mass 806.08 g/mol
 YesY (what is this?)  (verify)

Tulathromycin is a macrolide antibiotic used to treat bovine respiratory disease (BRD) in cattle and swine respiratory disease in pigs. It is marketed by Pfizer Inc. under the tradename Draxxin.

It is supplied as a solution for injection containing 100 mg of the drug. [1]