Structure via PubChem · Public domain (PubChem)
halofuginone
Sign in to saveHalofuginone, sold under the brand name Halocur, is a coccidiostat used in veterinary medicine. It is a synthetic halogenated derivative of febrifugine, a natural quinazolinone alkaloid which can be found in the Chinese herb Dichroa febrifuga (Chang Shan). Collgard Biopharmaceuticals is developing halofuginone for the treatment of scleroderma and it has received orphan drug designation from the U.S. Food and Drug Administration.
Chemical data
- Formula
- C16H17BrClN3O3
- Molecular weight
- 414.7 g/mol
- IUPAC name
- 7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one
- SMILES
- C1C[C@H]([C@@H](NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
- InChIKey
- LVASCWIMLIKXLA-LSDHHAIUSA-N
- XLogP
- 1.4
- Polar surface area
- 82 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
580 papers- Prospects of halofuginone as an antiprotozoal drug scaffold.Drug discovery today · 2022
- Halofuginone attenuates osteoarthritis by inhibition of TGF-β activity and H-type vessel formation in subchondral bone.Annals of the rheumatic diseases · 2016
- Amino acid response by Halofuginone in Cancer cells triggers autophagy through proteasome degradation of mTOR.Cell communication and signaling : CCS · 2019
- Halofuginone Disrupted Collagen Deposition via mTOR-eIF2α-ATF4 Axis to Enhance Chemosensitivity in Ovarian Cancer.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
- The clinical antiprotozoal drug halofuginone promotes weight loss by elevating GDF15 and FGF21.Science advances · 2025
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- bromine
- Mass
- 413.01418118399994
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₆H₁₇BrClN₃O₃
- canonical SMILES
- C1CC(C(NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
- subject has role
- angiogenesis inhibitor
- isomeric SMILES
- c1c2c(cc(c1Cl)Br)ncn(c2=O)CC(=O)C[C@@H]3[C@H](CCCN3)O
- Commons category
- Halofuginone
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
1 sectionsContents
- References
Halofuginone, sold under the brand name Halocur, is a coccidiostat used in veterinary medicine. It is a synthetic halogenated derivative of febrifugine, a natural quinazolinone alkaloid which can be found in the Chinese herb Dichroa febrifuga (Chang Shan). Collgard Biopharmaceuticals is developing halofuginone for the treatment of scleroderma and it has received orphan drug designation from the U.S. Food and Drug Administration.
EPRS1 acts, in human cells, as a proviral factor in mammarenaviruses infection, including LCMV, JUNV, and LASV, and its inhibition using halofuginon compound, a prolyl domain inhibitor, completely abolishes the viral infection by interrupting viral assembly and budding.
Excerpted from Wikipedia’s “halofuginone” article, available under the CC BY-SA 4.0 licence.