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Halofuginone hydrobromide

Halofuginone hydrobromide Basic information
Product Name:Halofuginone hydrobromide
Synonyms:Ru-19110;Tempostatin;Unii-ptc2969mv1;rel-7-BroMo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone HydrobroMide;trans-(+/-)-7-BroMo-6-chloro-3-[3-(3-hydroxy-2- piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone MonohydrobroMide;7-BroMo-6-chloro-3-(3-((2S,3R)-3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4(3H)-one hydrobroMide;HALOFUGINONEHYDROBROMIDE;STENOROL
CAS:64924-67-0
MF:C16H17BrClN3O3.HBr
MW:495.59
EINECS:
Product Categories:Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:64924-67-0.mol
Halofuginone hydrobromide Structure
Halofuginone hydrobromide Chemical Properties
Melting point 247° (dec)
storage temp. Store at -20°C
solubility Soluble to 100 mM in DMSO.
form neat
Safety Information
Hazard Codes Xn
Risk Statements 22
RIDADR UN2811 - class 6.1 - PG 1 - EHS - Toxic solids, organic, n.o.s., HI: all
WGK Germany 3
RTECS VA2397066
MSDS Information
Halofuginone hydrobromide Usage And Synthesis
DescriptionHalofuginone hydrobromide (Halofuginone) is a specific collagen Type I inhibitor that antagonize or inhibit the development of new blood vessels, hence can prevent intimal hyperplasia at a vascular anastomosis. It is used in the treatment or prevention of coccidiosis in both humans and animals.
Chemical PropertiesWhite to Off-White Solid
UsesHalogenated derivative of Febrifugine. Halofuginone hydrobromide is used as an antiprotozoal (coccidiostat).
DefinitionThe 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.
Biological ActivityHalofuginone hydrobromide is a high affinity competitive prolyl-tRNA synthetase inhibitor (Ki = 18.3 nM). Blocks expression of MMP2. Inhibits ECM invasion in vitro and lung metastasis by bladder cancer cells in mice. Inhibits the development of Th17-driven autoimmunity in a mouse model of multiple sclerosis by activating the amino acid response (AAR) pathway. Also antiparasitic.
storageStore at -20°C
Mode of actionHalofuginone is an an ATP-dependent inhibitor prolyl-tRNA synthetase (Ki of 18.3 nM). Halofuginone attenuates osteoarthritis (OA) by inhibition of TGF-β activity. Blocks expression of MMP2 and inhibits ECM invasion in vitro and lung metastasis by bladder cancer cells in mice. Also inhibits the development of Th17-driven autoimmunity in a mouse model of multiple sclerosis by activating the amino acid response (AAR) pathway.
Halofuginone hydrobromide Preparation Products And Raw materials
4,4'-(1,3-Propanediyldi-4,1-piperazinediyl)bis(7-chloroquinoline) phosphate Halofuginone Hydroxyacetone Pyridine hydrobromide Galantamine Hydrobromide Citalopram hydrobromide DEXTROMETHORPHAN HYDROBROMIDE 1-Bromo-3-chloro-5,5-dimethylhydantoin Trazodone Difluorochloromethane Cloperastine hydrochloride Dextromethorphan hydrobromide monohydrate 1,3-Dihydroxyacetone Hydrogen bromide 3'-Hydroxypropiophenone HYOSCINE N BUTYL BROMIDE BP Bromine Chlorobromoisocyanurate
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