ChemicalBook >> CAS DataBase List >>Halofuginone

Halofuginone

CAS No.
55837-20-2
Chemical Name:
Halofuginone
Synonyms
HAL;aPKC[l];trans-l);empostatin;HALOFUGINONE;HALOQUGINONE;2Halofuginone;Constantinone;Halofuginone, >97%;Halofuginone USP/EP/BP
CBNumber:
CB0361552
Molecular Formula:
C16H17BrClN3O3
Molecular Weight:
414.68
MDL Number:
MFCD09834143
MOL File:
55837-20-2.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Halofuginone Properties

Melting point >150°C dec.
Boiling point 595.8±60.0 °C(Predicted)
Density 1.73±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO : 9 mg/mL (21.70 mM)
form Solid
pka 14.61±0.40(Predicted)
color White to off-white
FDA 21 CFR 556.308; 558.265
CAS DataBase Reference 55837-20-2(CAS DataBase Reference)
FDA UNII L31MM1385E

Halofuginone price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ChemScene CS-5485 Halofuginone 98.32% 55837-20-2 5mg $90 2021-12-16 Buy
ChemScene CS-5485 Halofuginone 98.32% 55837-20-2 10mg $140 2021-12-16 Buy
ChemScene CS-5485 Halofuginone 98.32% 55837-20-2 25mg $280 2021-12-16 Buy
ChemScene CS-5485 Halofuginone 98.32% 55837-20-2 100mg $750 2021-12-16 Buy
American Custom Chemicals Corporation CHM0157459 HALOFUGINONE 95.00% 55837-20-2 0.5MG $837.38 2021-12-16 Buy
Product number Packaging Price Buy
CS-5485 5mg $90 Buy
CS-5485 10mg $140 Buy
CS-5485 25mg $280 Buy
CS-5485 100mg $750 Buy
CHM0157459 0.5MG $837.38 Buy

Halofuginone Chemical Properties,Uses,Production

Description

Halofuginone 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 Properties

Off-White Solid

Uses

Halofuginone is a halogenated derivative of Febrifugine (F228500). Halofuginone is used as an antiprotozoal.

Uses

Halofuginone is a coccidiostat for young chickens and young turkeys. In higher doses, halofuginone is a growth depressant, impairs feed utilization, and reduces feed intake. In rats it causes alopecia. The compound is prohibited from use during the last four days before slaughter (withdrawal period).
Halofuginone is extracted from enzyme-digested chicken liver as a free base into ethyl acetate and partitioned into ammonium acetate buffer solution. The halofuginone is concentrated with Sep-Pak C18 cartridges and eluted with methyl alcohol. The eluant is evaporated to dryness and the residue dissolved in the HPLC mobile phase. Analysis is achieved by HPLC using a BONDAPAK C18 column and a variable wavelength UV detector.

Uses

Halofuginone is a halogenated derivative of febrigugine. It is Used as an antiprotozoal.

brand name

Stenorol(Roussel-UCLAF, France).

Biological Activity

Halofuginone is a halogenated derivative of febrifugine, a natural quinazolinone-containing compound found in the Chinese herb D. febrifuga. It has antimalarial and anticoccidial actions. In mammals, halofuginone at 10 ng/ml down-regulates Smad3, blocking TGF-β signaling and preventing both the differentiation of fibroblasts to myofibroblasts and the transitioning of epithelial cells to mesenchymal cells. Through this action, halofuginone blocks fibrosis and tumor progression in a variety of different models. This compound also competitively inhibits prolyl-tRNA synthetase (Ki = 18.3 nM), activating the amino acid starvation response. This prevents the differentiation of TH17 cells, blunting an autoimmune response.

Synthesis

A scalable total synthesis of halofuginone has been accomplished. This synthetic route features a total of 12 steps of highly efficient reactions, without any chromatographic purification. Halofuginone was obtained in 17% overall yield and over 98.5% HPLC purity. All the reaction conditions are mild and reliable. In addition, no hazardous materials are used or produced. All reagents are commercially available and inexpensive. This route is safe, robust, scalable, cost-effective, and environmentally benign.
synthesis of halofuginone
A Scalable Total Synthesis of Halofuginone

Mode of action

Halofuginone is an analog of febrifugine-an alkaloid originally isolated from the plant Dichroa febrifuga. During recent years, halofuginone has attracted much attention because of its wide range of beneficial biological activities, which encompass malaria, cancer, and fibrosis-related and autoimmune diseases. At present two modes of halofuginone actions have been described:
(1) Inhibition of Smad3 phosphorylation downstream of the TGFβ signaling pathway results in inhibition of fibroblasts-to-myofibroblasts transition and fibrosis.
(2) Inhibition of prolyl-tRNA synthetase (ProRS) activity in the blood stage of malaria and inhibition of Th17 cell differentiation thereby inhibiting inflammation and the autoimmune reaction by activation of the amino acid starvation and integrated stress responses.

Halofuginone Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 263)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12839 58
Hebei Weibang Biotechnology Co., Ltd
+8617732866630 bess@weibangbio.com China 18153 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29882 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 10310 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3772 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58

View Lastest Price from Halofuginone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Halofuginone pictures 2024-11-22 Halofuginone
55837-20-2
US $1.00 / g 100g 99% 10kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Halofuginone pictures 2024-11-19 Halofuginone
55837-20-2
US $31.00-125.00 / mg 97.67% 10g TargetMol Chemicals Inc.
Halofuginone pictures 2024-11-04 Halofuginone
55837-20-2
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
  • Halofuginone pictures
  • Halofuginone
    55837-20-2
  • US $1.00 / g
  • 99%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Halofuginone pictures
  • Halofuginone
    55837-20-2
  • US $31.00-125.00 / mg
  • 97.67%
  • TargetMol Chemicals Inc.
  • Halofuginone pictures
  • Halofuginone
    55837-20-2
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd

Halofuginone Spectrum

7-Bromo-6-chloro-3[3-(3-hydroxy-2-piperidi-nyl)-2-oxopropyl]-4(3H)-quinzolinone trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3h)-qui trans-l) 7-bromo-6-chloro-3-[3-[(2r,3s)-3-hydroxy-2-piperidyl]-2-oxopropyl]-4(3h)-quinazolinone HALOFUGINONE 4(3h)-quinazolinone,7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropy 7-Bromo-6-chloro-3-(3-(3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4(3H)-one 7-Bromo-6-chlorofebrifugine Hydrochloride Halofuginone Hydrochloride rel-7-Bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone Hydrochloride HALOQUGINONE HAL aPKC[l] 7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one Antifeverile Dichros Extract/Halofuginone 3-[2-Oxo-3-[(2S,3R)-3-hydroxy-2-piperidinyl]propyl]-6-chloro-7-bromo-4(3H)-quinazolinone 3-[2-Oxo-3-[(2R,3S)-3-hydroxy-2-piperidinyl]propyl]-6-chloro-7-bromo-4(3H)-quinazolinone empostatin 7-Bromo-6-chloro-3-{3-[(2S,3R)-3-hydroxy-2-piperidinyl]-2-oxopropyl}-4(3H)-quinazolinone 7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4-quinazolinone Halofuginone, >97% 7-bromo-6-chloro-3-[3-[(3R)-3-hydroxy-2-piperidyl]-2-oxo-propyl]quinazolin-4-one 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-, rel- Halofuginone USP/EP/BP rel-7-Bromo-6-chloro-3-(3-((2R,3S)-3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4(3H)-one 2Halofuginone Constantinone 55837-20-2 C16H17BrClN3O3 C16H18BrCl2N3O3 C16H17BrClN3O3HBr Intermediates & Fine Chemicals Pharmaceuticals