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Diclazuril

Basic information Description References Safety Supplier Related

Diclazuril Basic information

Product Name:
Diclazuril
Synonyms:
  • 2,6-Dichloro-a-(4-chlorophenyl)-4-[4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl]benzeneacetonitrile
  • Nuoqiu
  • Vecoxan
  • 2-[3,5-Dichloro-4-(α-cyano-4-chlorobenzyl)phenyl]-1,2,4-triazine-3,5(2H,4H)-dione
  • 2-[4-(4-Chloro-α-cyanobenzyl)-3,5-dichlorophenyl]-1,2,4-triazine-3,5(2H,4H)-dione
  • CLINACOX
  • DICLAZURIL
  • DICLAZUTIL
CAS:
101831-37-2
MF:
C17H9Cl3N4O2
MW:
407.64
EINECS:
1806241-263-5
Product Categories:
  • Pharmaceuticals
  • Aromatics
  • Bases & Related Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Nucleotides
  • Veterinaries
  • 101831-37-2
Mol File:
101831-37-2.mol
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Diclazuril Chemical Properties

Melting point:
290.5°
Density 
1.56±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMF: 5mg/mL; DMSO: 5mg/mL; DMSO:PBS (pH 7.2) (1:5): 0.16mg/mL
pka
5.89±0.20(Predicted)
form 
Solid
color 
White to Light yellow to Light orange
Merck 
14,3080
InChI
InChI=1S/C17H9Cl3N4O2/c18-10-3-1-9(2-4-10)12(7-21)16-13(19)5-11(6-14(16)20)24-17(26)23-15(25)8-22-24/h1-6,8,12H,(H,23,25,26)
InChIKey
ZSZFUDFOPOMEET-UHFFFAOYSA-N
SMILES
C1(C=C(C(C(C#N)C2=CC=C(Cl)C=C2)=C(Cl)C=1)Cl)N1N=CC(=O)NC1=O
LogP
2.439 (est)
CAS DataBase Reference
101831-37-2(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
2
RTECS 
CY1697600
HS Code 
29336990
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Diclazuril Usage And Synthesis

Description

Diclazuril (molecular formula: C17H9Cl3N4O2, Trade name: Vecoxan) belongs to a kind of coccidiostat and potent antiprotozoal agents. It is mainly used for the treatment, control, prevention and improvements of Coccidal infections. It alleviates the symptoms of the patients by interrupting the life cycle of the parasites. It induces the morphological changes and attenuates the mitochondrial transmembrane potential in meroites. It can prevent congenital toxoplasmosis and have anticoccidial effects in vivo. It is active through oral administration.  

References

http://www.tabletwise.com/medicine/diclazuril
https://en.wikipedia.org/wiki/Diclazuril
http://www.abcam.com/diclazuril-ab143604.html

Chemical Properties

Light yellow or off-white powder, almost insoluble in water, slightly soluble in ethanol, ether, soluble in N,N-2 methylformamide (DMF), dimethylsulfone (DMSO), tetrahydrofuran (THF).

Uses

Diclazuril is a triazinone antiprotozoal that Nucleotide analog with broad-spectrum anticoccidial activity. It has a control effect on a variety of coccidiosis, and is used to prevent coccidiosis in chickens, ducks, quails, turkeys, geese and rabbits.

Definition

ChEBI: 2-(4-chlorophenyl)-2-[2,6-dichloro-4-(3,5-dioxo-1,2,4-triazin-2-yl)phenyl]acetonitrile is a nitrile.

Application

Diclazuril is a less toxic, orally administered triazine antiprotozoal. It is widely used in veterinary medicine as a feed additive and veterinary drug. It is registered for oral use in broilers and lambs. Its use in cats (one dose of 25 mg/kg BW) is off-label only. It may be used clinically for the treatment of bovine protozoa. It is also used for the treatment of equine protozoan spinal cord encephalitis (EPM) caused by neuronal sarcocysts.

Veterinary Drugs and Treatments

Diclazuril is a coccidiostat. It is indicated for the treatment of equine protozoal myeloencephalitis (EPM) caused by Sarcocystis neurona and as a coccidiostat in broiler chickens. Diclazuril could potentially be useful in treating coccidiosis, Neospora caninum and Toxoplasma infections in dogs or cats.

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