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Halofuginone hydrobromide

CAT: 0931-T3524-02Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0931-T3524-02Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
64924-67-0
Target
TGF-beta/Smad, DNA/RNA Synthesis, Sodium Channel, Calcium Channel, Parasite
Related Pathways
DNA Damage/DNA Repair, Membrane transporter/Ion channel, Microbiology/Virology, Stem Cells, Metabolism, Cell Cycle/Checkpoint
Purity
0.9973
Bioactivity
Halofuginone specifically inhibits collagen type I gene expression and matrix metalloproteinase 2 (MMP-2) gene expression, which may result in the suppression of angiogenesis, tumor stromal cell development, and tumor cell growth. Halofuginone Hydrobromide is the hydrobromide salt of halofuginone, a semisynthetic quinazolinone alkaloid anticoccidial derived from the plant Dichroa febrifuga, with antifibrotic and potential antineoplastic activities. These effects appear to be due to halofuginone-mediated inhibition of the collagen type I and MMP-2 promoters. Collagen type I and MMP-2 play important roles in fibroproliferative diseases.
Smiles
Br.O[C@H]1CCCN[C@@H]1CC(=O)Cn1cnc2cc(Br)c(Cl)cc2c1=O
Molecular Formula
C16H17BrClN3O3.HBr
Molecular Weight
495.59
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Halofuginone Hydrobromide

Halofuginone Hydrobromide is the hydrobromide salt of halofuginone, a semisynthetic quinazolinone alkaloid anticoccidial derived from the plant Dichroa febrifuga, with antifibrotic and potential antineoplastic activities. Halofuginone specifically inhibits collagen type I gene expression and matrix metalloproteinase 2 (MMP-2) gene expression, which may result in the suppression of angiogenesis, tumor stromal cell development, and tumor cell growth. These effects appear to be due to halofuginone-mediated inhibition of the collagen type I and MMP-2 promoters. Collagen type I and MMP-2 play important roles in fibro-proliferative diseases.

CAS Number64924-67-0
PubChem CID11591339
IUPAC Name7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one;hydrobromide
Molecular FormulaC16H18Br2ClN3O3
Molecular Weight495.6
Topological Polar Surface Area82
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count25
Formal Charge0
Complexity533
SMILES
C1C[C@@H]([C@H](NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O.Br
InChI
InChI=1S/C16H17BrClN3O3.BrH/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;1H/t14-,15+;/m1./s1
InChIKey
SJUWEPZBTXEUMU-LIOBNPLQSA-N
Chemical Structure
2D Structure
2D structure of Halofuginone Hydrobromide
CAS: 64924-67-0
CID: 11591339
Formula: C16H18Br2ClN3O3
MW: 495.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight495.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass494.93829
Monoisotopic Mass492.94034
Topological Polar Surface Area82 Ų
Heavy Atom Count25
Formal Charge0
Complexity533
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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