Next Article in Journal
Kinetics, Mechanism and Theoretical Studies of Norbornene-Ethylene Alternating Copolymerization Catalyzed by Organopalladium(II) Complexes Bearing Hemilabile α-Amino–pyridine
Previous Article in Journal
In Vitro Effect of 8-Prenylnaringenin and Naringenin on Fibroblasts and Glioblastoma Cells-Cellular Accumulation and Cytotoxicity
Article Menu
Issue 7 (July) cover image

Export Article

Open AccessCommunication
Molecules 2017, 22(7), 1086;

A Novel Synthesis of the Efficient Anti-Coccidial Drug Halofuginone Hydrobromide

School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China
Laboratory of Veterinary Pharmacology and Toxicology, College of Veterinary Medicine, Nanjing Agricultural University, Nanjing 210095, China
School of Pharmacy, China Pharmaceutical University, Nanjing 210009, China
These authors contributed equally to this work.
Author to whom correspondence should be addressed.
Received: 9 June 2017 / Revised: 28 June 2017 / Accepted: 28 June 2017 / Published: 30 June 2017
(This article belongs to the Section Medicinal Chemistry)
Full-Text   |   PDF [1680 KB, uploaded 30 June 2017]   |  


Background: Halofuginone hydrobromide (1) is recognized as an effective drug against several species of Eimeria (E.) in poultry. In this paper, we describe a convenient and low cost preparation method for the compound, as well as primary validation of its activity. Methods: First, 7-bromo-6-chloroquinazolin-4(3H)-one (2) was prepared from m-chlorotoluene by a conventional process, and then chloroacetone was creatively introduced in two steps. Finally, halofuginone hydrobromide (1) was obtained from 7-bromo-6-chloro-3-(3-cholroacetonyl) quinazolin-4(3H)-one (4) by a four-step reaction sequence including condensation, cyclization, deprotection and isomerization. The structures of the relative intermediates and target compound were characterized by melting point, IR, MS and 1H-NMR. Besides, the protective effect of compound 1-supplemented chicken diet at doses of 6, 3 and 1.5 mg per 1 kg were evaluated on chickens infected with E. tenella, by reduction in mortality, weight loss, fecal oocyst excretion and gut pathology, respectively. Results: Halofuginone hydrobromide (1) was prepared successfully by and improved and innovative method based on traditional research. Moreover, the synthesized halofuginone hydrobromide significantly exhibited an anti-coccidial property. Conclusions: The fruitful work described in this Communication has resulted in halofuginone hydrobromide, which has a good pharmaceutical development prospects, becoming more available for large-scale production. View Full-Text
Keywords: febrifugine; halofuginone hydrobromide; asymmetric synthesis; 4(3H)-quinazolinone; piperidine febrifugine; halofuginone hydrobromide; asymmetric synthesis; 4(3H)-quinazolinone; piperidine

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Share & Cite This Article

MDPI and ACS Style

Zhang, J.; Yao, Q.; Liu, Z. A Novel Synthesis of the Efficient Anti-Coccidial Drug Halofuginone Hydrobromide. Molecules 2017, 22, 1086.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top