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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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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)
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)
Kianna Y Elahi-Gedwillo et al.
Cancer research, 79(2), 372-386 (2018-11-08)
Pancreatic ductal adenocarcinoma (PDA) remains one of the deadliest forms of cancer, in part, because it is largely refractory to current therapies. The failure of most standard therapies in PDA, as well as promising immune therapies, may be largely ascribed

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