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Halofuginone hydrobromide

VETRANAL®, analytical standard

Synonym(s):

trans-(±)-7-Bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone monohydrobromide

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About This Item

Empirical Formula (Hill Notation):
C16H17BrClN3O3 · HBr
CAS Number:
Molecular Weight:
495.59
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

Br.O[C@@H]1CCCN[C@H]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=O

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+;/m0./s1

InChI key

SJUWEPZBTXEUMU-LDXVYITESA-N

General description

Halofuginone hydrobromide is a synthetic alkaloid derivative of febrifugine, used widely against coccidiosis in the poultry sector. It′s a specific collagen Type I inhibitor that antagonizes or inhibits the development of new blood vessels and hence can prevent intimal hyperplasia at a vascular anastomosis.

Application

The analytical standard can be used as follows:
  • Multi-residue analysis of 11 coccidiostats in 60 feed samples by reversed phase-high performance liquid chromatography (RP-HPLC) combined with tandem mass spectrometry (MS/MS)
  • Simultaneous determination of 15 allowed and banned coccidiostats in animal feed samples by liquid chromatography-tandem mass spectrometry method (LC-MS/MS)
  • UHPLC-MS/MS method-based detection and measurement of 26 anticoccidials in surface and groundwater samples following their solid phase extraction (SPE)
  • Analysis of 48 anti-microbial compounds in pig feed samples using LC combined with high-resolution mass spectrometry (HRMS)(4)Development of an LC-MS/MS method to determine 20 coccidiostats in different animal muscle samples

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Gili Wellner et al.
Histology and histopathology, 34(7), 791-801 (2019-01-11)
In Duchenne muscular dystrophy (DMD), the progressive loss of muscle and its ability to function is associated with significant fibrosis, representing the major disease complication in patients. Halofuginone, a halogenated analog of the naturally occurring febrifugine, has been shown to
Sumbul Afroz et al.
Frontiers in immunology, 11, 1831-1831 (2020-09-10)
Nutrient sensor GCN2 plays a crucial role in the maintenance of cellular homeostasis during the condition of amino acid deprivation. Dysfunction in the GCN2 signaling underlies several chronic metabolic diseases. Recent studies highlight the anti-viral potential of GCN2 against RNA
Anticoccidial effect of halofuginone hydrobromide against Eimeria tenella with associated histology
Zhang, De-Fu, et al.
Parasitology Research, 111 (2), 695-701 (2012)
Halofuginone, a specific collagen type I inhibitor, reduces anastomotic intimal hyperplasia.
Choi, Eric T., et al.
Archives of Surgery (Chicago, Ill. : 1960), 130 (3), 257-261 (1995)
Marwa S Zaghloul et al.
Life sciences, 235, 116794-116794 (2019-08-30)
Amongst the various forms of lung injury; pulmonary fibrosis remains the most intricate form with limited therapeutic options to both the patient and the physicians. Bleomycin (BLM) is a chemotherapeutic agent used for the treatment of various carcinomas; however, its

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