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Details

Stereochemistry RACEMIC
Molecular Formula C17H8Cl3N4O2.Na
Molecular Weight 429.62
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DICLAZURIL SODIUM

SMILES

[Na+].ClC1=CC=C(C=C1)C(C#N)C2=C(Cl)C=C(C=C2Cl)N3N=CC(=O)[N-]C3=O

InChI

InChIKey=HMGDHGGCYNUBOJ-UHFFFAOYSA-M
InChI=1S/C17H9Cl3N4O2.Na/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);/q;+1/p-1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including, https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=875c461a-e0db-4478-9006-7bd1d006ed3a

Diclazuril is a main component of veterinary drugs used for the treatment of coccidiosis (chickens, turkeys, rabbits, etc) and equine protozoal myeloencephalitis (horses). When used for the treatment of coccidiosis, it acts by causing the degeneration of schizonts and gamonts. While in the animals affected by protozoal myeloencephalitis the drug is believed to inhibit merozoite production. In vivo experiments on horses have shown that the drug may cross the blood brain barrier.

CNS Activity

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
CLINACOX

Approved Use

For the prevention of coccidiosis in animals.

Launch Date

1999
Curative
PROTAZIL

Approved Use

For the treatment of equine protozoal myeloencephalitis (EPM) caused by Sarcocystis neurona.

Launch Date

2007
PubMed

PubMed

TitleDatePubMed
In vitro cultivation of Cryptosporidium parvum and screening for anticryptosporidial drugs.
1990 Aug
Anti-cryptosporidial drug activity screened with an immunosuppressed rat model.
1991 Nov-Dec
Assessment of candidate anticryptosporidial agents in an immunosuppressed rat model.
1993 Mar
Activity of diclazuril against Toxoplasma gondii in cultured cells and mice.
1994 Apr
Quantitative analysis of diclazuril in animal plasma by liquid chromatography/electrospray ionization mass spectrometry.
2002
Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001.
2003 Aug
Anticoccidial efficacy of drinking water soluble diclazuril on experimental and field coccidiosis in broiler chickens.
2005 Aug
Incidence of residues of nine anticoccidials in eggs.
2005 Nov
The efficacy and economic benefits of Supercox, a live anticoccidial vaccine in a commercial trial in broiler chickens in China.
2006 Nov 30
Higher incidence of Eimeria spp. field isolates sensitive for diclazuril and monensin associated with the use of live coccidiosis vaccination with paracox-5 in broiler farms.
2006 Sep
Increased level of Eimeria sensitivity to diclazuril after using a live coccidial vaccine.
2006 Sep
New therapeutic approaches for equine protozoal myeloencephalitis: pharmacokinetics of diclazuril sodium salts in horses.
2006 Spring
Efficacy of various anticoccidials against experimental porcine neonatal isosporosis.
2007 Jan
Efficacy of some anticoccidial drugs for treating coccidial enteritis of the common carp caused by Goussia carpelli (Apicomplexa: Eimeriidae).
2007 Mar
Use of antigen mimics to produce specific antibodies to anti-coccidial drugs.
2007 May 31
The effect of a metaphylactic treatment with diclazuril (Vecoxan) on the oocyst excretion and growth performance of calves exposed to a natural Eimeria infection.
2007 Nov 10
Effect of subcutaneously administered diclazuril on the output of Eimeria species oocysts by experimentally infected rabbits.
2008 Feb 2
Assessing the effect of diclazuril on the intestinal absorptive capacity of broilers infected with experimental coccidiosis, using d-xylose absorption test.
2008 Jun
Comparison of three adjuvants used to produce polyclonal antibodies to veterinary drugs.
2008 Mar 15
Efficacy of toltrazuril (Baycox 5% suspension) in natural infections with pathogenic Eimeria spp. in housed lambs.
2009 Apr
Study of the comparative efficacy of toltrazuril and diclazuril against ovine coccidiosis in housed lambs.
2009 Aug
Genotype comparison of sorbitol-negative Escherichia coli isolates from healthy broiler chickens from different commercial farms.
2009 Jul
Dietary supplementation of mannan-oligosaccharide enhances neonatal immune responses in chickens during natural exposure to Eimeria spp.
2009 Mar 19
[Comparison of pretreatment methods for the simultaneous determination of diclazuril and toltrazuril residues in chicken tissues].
2009 May
Fast liquid chromatography/multiple-stage mass spectrometry of coccidiostats.
2009 May
Multi-residue confirmatory method for the determination of twelve coccidiostats in chicken liver using liquid chromatography tandem mass spectrometry.
2009 Nov 13
Validation of a multi-residue liquid chromatography-tandem mass spectrometry confirmatory method for 10 anticoccidials in eggs according to Commission Decision 2002/657/EC.
2009 Nov 13
Sensitivity of isolates of Eimeria from turkey flocks to the anticoccidial drugs amprolium, clopidol, diclazuril, and monensin.
2009 Sep
Actin-depolymerizing factor of second-generation merozoite in Eimeria tenella: clone, prokaryotic expression, and diclazuril-induced mRNA expression.
2010 Feb
Eimeria tenella: effects of diclazuril treatment on microneme genes expression in second-generation merozoites and pathological changes of caeca in parasitized chickens.
2010 Jul
Multi-residue method for detecting coccidiostats at carry-over level in feed by HPLC-MS/MS.
2010 Jun
Histomorphometry and macroscopic intestinal lesions in broilers infected with Eimeria acervulina.
2010 Mar 25
Effects of diclazuril on apoptosis and mitochondrial transmembrane potential in second-generation merozoites of Eimeria tenella.
2010 Mar 25
Pharmacokinetic and tissue distribution of doxycycline in broiler chickens pretreated with either: diclazuril or halofuginone.
2010 Nov
Livestock drugs and disease: the fatal combination behind breeding failure in endangered bearded vultures.
2010 Nov 30
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: http://www.accessdata.fda.gov/scripts/animaldrugsatfda/details.cfm?dn=141-268
Coccidiosis: Mix 200 gram of Clinacox 0.5% premix per ton of complete feed. Equine protozoal myeloencephalitis: 1 milligram per kilogram of body weight in the daily grain ration for 28 days
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
DICLAZURIL SODIUM
Common Name English
BENZENEACETONITRILE, 2,6-DICHLORO-.ALPHA.-(4-CHLOROPHENYL)-4-(4,5-DIHYDRO-3,5-DIOXO-1,2,4-TRIAZIN-2(3H)-YL)-, SODIUM SALT
Common Name English
BENZENEACETONITRILE, 2,6-DICHLORO-.ALPHA.-(4-CHLOROPHENYL)-4-(4,5-DIHYDRO-3,5-DIOXO-1,2,4-TRIAZIN-2(3H)-YL)-, SODIUM SALT (1:1)
Systematic Name English
SODIUM DICLAZURIL
Common Name English
Code System Code Type Description
CAS
112209-99-1
Created by admin on Sat Dec 16 11:14:56 GMT 2023 , Edited by admin on Sat Dec 16 11:14:56 GMT 2023
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FDA UNII
5K4327702E
Created by admin on Sat Dec 16 11:14:56 GMT 2023 , Edited by admin on Sat Dec 16 11:14:56 GMT 2023
PRIMARY
PUBCHEM
59915424
Created by admin on Sat Dec 16 11:14:56 GMT 2023 , Edited by admin on Sat Dec 16 11:14:56 GMT 2023
PRIMARY