Description

Halofuginone (CAS No. 55837-20-2) is a potent synthetic quinazolinone derivative with the molecular formula C₁₆H₁₇BrClN₃O₃. This compound is widely recognized for its antiprotozoal and antifibrotic properties, making it a critical tool in both veterinary and biomedical research. Halofuginone acts as a selective inhibitor of collagen type I synthesis and exhibits efficacy against Eimeria spp., the causative agents of coccidiosis in livestock. Available as a hydrobromide or hydrochloride salt, it is supplied as a high-purity (>98%) white to off-white crystalline powder, ensuring consistency for experimental and therapeutic applications. Suitable for in vitro and in vivo studies, this compound is packaged under inert conditions to maintain stability and shelf life. Researchers value Halofuginone for its ability to modulate TGF-β signaling pathways, offering insights into fibrosis treatment and parasitic disease control.

Properties

• CAS Number: 55837-20-2
• Complexity: 533
• IUPAC Name: 7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidyl]-2-oxo-propyl]quinazolin-4-one
• InChI: InChI=1S/C16H17BrClN3O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m1/s1
• InChI Key: LVASCWIMLIKXLA-CABCVRRESA-N
• Exact Mass: 413.01418
• Molecular Formula: C16H17BrClN3O3
• Molecular Weight: 414.7
• SMILES: C1C[C@@H]([C@H](NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
• Topological: 82
• Monoisotopic Mass: 413.01418
• Synonyms: Halofuginone, Halocur, 55837-20-2, Halofuginon, Halofuginonum, Halofunginone, Halofuginone [INN:BAN], Halofuginonum [INN-Latin], Halofuginona [INN-Spanish], L31MM1385E, HALOFUGINONE [MI], HALOFUGINONE [INN], Halofuginone (INN), 7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one, HALOFUGINONE [EMA EPAR VETERINARY], Halofuginonum (INN-Latin), Halofuginona (INN-Spanish), (+-)-trans-7-Brom-6-chlor-3-(3-(3-hydroxy-2-piperidyl)acetonyl-4(3H)-chinazolinon, (+-)-trans-7-Bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)acetonyl-4(3H)-quinazolinone, trans-7-Bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone, Halofuginone HCl, 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-, 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-((2R,3S)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-, rel-, 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-(+-)-, 7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}-3,4-dihydroquinazolin-4-one, HALOFUGINONE (EMA EPAR VETERINARY), Halocur [veterinary] (TN), 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, hydrobromide, trans-(+-)-, DTXSID0048260, halofuginone monohydrobromide, 7-bromo-6-chlorofebrifugine, halofuginone monohydrochloride, (-)-halofuginone hydrobromide, 7-bromo-6-chloro-3-(3-((2R,3S)-3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4-one, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone, 7-bromo-6-chloro-3-(3-((2R,3S)-3-hydroxypiperidin-2-yl)-2-oxopropyl)-3,4-dihydroquinazolin-4-one, Halocur (veterinary), RU19110, DTXCID101769056, (+-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone, trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone, 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-(.+-.)-, 4(3H4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-(+-)-, (+-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3h)-quinazolinone monohydrobromide, 7-bromo-6-chloro-3-(3-(3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4-one, 7-bromo-6-chloro-3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]quinazolin-4-one, (+)-Halofuginone, Halofuginone, (+)-, 6-Chloro-7-bromo-(+)-febrifugine, H84E4Y7HC9, (+/-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone, 7-Bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidyl]-2-oxopropyl]-4(3H)-Quinazolinone, rel-7-Bromo-6-chloro-3-(3-((2R,3S)-3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4(3H)-one, 868851-54-1, 7-Bromo-6-chloro-3-(3-((2R,3S)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone, 7-Bromo-6-Chloro-3-{3-[(2r,3s)-3-Hydroxypiperidin-2-Yl]-2-Oxopropyl}quinazolin-4(3h)-One, 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-((2R,3S)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-, UNII-L31MM1385E, HalocurTM, HT-100, 7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidyl]-2-oxo-propyl]quinazolin-4-one, HFG, UNII-H84E4Y7HC9, SCHEMBL9541147, CHEMBL1199540, DTXSID301339439, s8144, AKOS022185424, CCG-268823, DB04866, 4(3H4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-(+/-)-, rel-7-Bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone, NS00017223, Q4132745, BRD-K54247840-004-01-3, (+/-)-trans-7-Bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone hydrobromide, 4(3H)-QUINAZOLINONE, 7-BROMO-6-CHLORO-3-(3-(3-HYDROXY-2-PIPERIDINYL)-2-OXOPROPYL)-, TRANS-(+/-)-

Halofuginone is primarily used in veterinary medicine as an anticoccidial agent, notably in poultry and livestock. In research, it serves as a probe to study collagen synthesis inhibition and fibrotic disease mechanisms. Its role in downregulating Th17 cell differentiation has also sparked interest in autoimmune and inflammatory disease studies. Additionally, Halofuginone derivatives are explored for potential anticancer applications due to their anti-angiogenic effects.

Safety and Hazards

GHS Hazard Statements

• Not Classified

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