Title: Tiamulin
CAS Registry Number: 55297-95-5
CAS Name: (3a
S,4
R,5
S,6
S,8
R,9
R,9a
R,10
R)-[[2-(Diethylamino)ethyl]thio]acetic acid 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3a
H-cyclopentacycloocten-8-yl ester
Synonyms: 14-desoxy-14-[(2-diethylaminoethyl)mercaptoacetoxy]mutilin; thiamutilin
Manufacturers' Codes: SQ-14055
Molecular Formula: C28H47NO4S
Molecular Weight: 493.74
Percent Composition: C 68.11%, H 9.59%, N 2.84%, O 12.96%, S 6.49%
Literature References: Derivative of pleuromutilin,
q.v. Prepn: H. Egger,
DE 2248237 corresp to
US 3919290 (1973, 1975 both to Sandoz); H. Egger, H. Reinshagen,
J. Antibiot. 29, 915 (1976). Biosynthesis: F. Knauseder, E. Brandl,
ibid. 125.
In vitro activity: H. Werner
et al., ibid. 31, 756 (1978). Metabolism: J. Dreyfuss
et al., ibid. 32, 496 (1979). Effect vs
Mycoplasma: C. O. Baughn
et al., Avian Dis. 22, 620 (1978); R. F. Goodwin,
Vet. Rec. 104, 194 (1979). Mechanism of action: G. H?genauer in
Antibiotics vol. 5(pt. 1), F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 344-360. Treatment of swine dysentery: M. D. Anderson,
Vet. Med. Small Anim. Clin. 78, 98 (1983).
Derivative Type: Fumarate
CAS Registry Number: 55297-96-6
Manufacturers' Codes: 81723 hfu; SQ-22947
Trademarks: Denagard (Novartis); Dynamutilin (Novartis); Tiamutin (Novartis)
Molecular Formula: C32H51NO8S
Molecular Weight: 609.81
Percent Composition: C 63.03%, H 8.43%, N 2.30%, O 20.99%, S 5.26%
Properties: Crystals from acetone, mp 147-148° (after stirring in ethyl acetate and drying at 60° and 80° overnight).
Melting point: mp 147-148° (after stirring in ethyl acetate and drying at 60° and 80° overnight)
Therap-Cat-Vet: Antibacterial.