Title: Halofuginone
CAS Registry Number: 55837-20-2
CAS Name: rel-7-Bromo-6-chloro-3-[3-[(2
R,3
S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3
H)-quinazolinone
Synonyms: (±)-
trans-7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidyl)acetonyl]-4(3
H)-quinazolinone; 7-bromo-6-chlorofebrifugine; HAL
Molecular Formula: C16H17BrClN3O3
Molecular Weight: 414.68
Percent Composition: C 46.34%, H 4.13%, Br 19.27%, Cl 8.55%, N 10.13%, O 11.57%
Literature References: Halogenated deriv of febrifugine,
q.v. Prepn: E. Waletzky
et al., US 3320124 (1967 to Am. Cyanamid).
In vivo and
in vitro activity: J. G. Ryley
et al., Parasitology 70, 203 (1975). Toxicity to fresh water organisms:
Bull. Environ. Contam. Toxicol. 15, 720 (1976). HPLC determn in chicken feed: A. Anderson
et al., J. Chromatogr. 168, 471 (1979); in chicken serum: R. C. Beier
et al., J. Liq. Chromatogr. 17, 2961 (1994). Evaluation as coccidiostat: P. E. Waibel
et al., Poult. Sci. 66, 1629 (1987). Inhibition of collagen synthesis and effect on skin tearing: I. Granot
et al., ibid. 70, 1559 (1991).
Derivative Type: Hydrobromide
CAS Registry Number: 64924-67-0
Manufacturers' Codes: RU-19110
Trademarks: Stenorol (Intervet)
Molecular Formula: C16H17BrClN3O3.HBr
Molecular Weight: 495.59
Percent Composition: C 38.78%, H 3.66%, Br 32.25%, Cl 7.15%, N 8.48%, O 9.69%
Properties: Crystals, mp 247° (dec).
Melting point: mp 247° (dec)
Therap-Cat-Vet: Antiprotozoal (coccidiostat).