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: (2
R,3
S,4
R,5
R,8
R,10
R,11
R,12
S,13
S,14
R)-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: (2
R,3
R,6
R,8
R,9
R,10
S,11
S,12
R)-11-[[2,6-Dideoxy-3-
C-methyl-3
-O-methyl-4-
C-[(propylamino)methyl]-a-L-
ribo-hexopyranosyl]oxy]-2-[(1
R,2
R)-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.