64544-01-0

Basic information

• Product Name: 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-
• CAS NO: 64544-01-0
• Molecular Formula: C16H17BrClN3O3
• Mol File: 64544-01-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-(64544-01-0)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-(64544-01-0)

Safety Data

• Hazardous Substances Data: 64544-01-0(Hazardous Substances Data)

Upstream product

• 17518-98-8 7-bromo-6-chloro-3,4-dihydroquinazolin-4-one 
• 150812-32-1 2-amino-4-bromo-5-chlorobenzoic acid 
• 108-41-8 1-chloro-3-methylbenzene 

Downstream Products

• 17395-31-2 halofuginone hydrobromide 
• 17395-31-2 halofuginone hydrobromide 
• 17395-31-2 DIV03873 
• 17395-31-2 trans-7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidyl)-2-oxopropyl]-4(3H)-quinazolinone hydrobromide 

Relevant articles and documents

A novel synthesis of the efficient anti-coccidial drug halofuginone hydrobromide

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.

Novel quinazolinone

The novel product, dextrorotary 7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidyl)-acetonyl]-4(3H)-quinazolinone and its non-toxic, pharmaceutically acceptable acid addition salts having anticoccidiosis activity and its preparation and use.