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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

Molecular Formula C17H9Cl3N4O2
Molecular Weight 407.638
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Livestock drugs and disease: the fatal combination behind breeding failure in endangered bearded vultures.
2010-11-30
Pharmacokinetic and tissue distribution of doxycycline in broiler chickens pretreated with either: diclazuril or halofuginone.
2010-11
Eimeria tenella: effects of diclazuril treatment on microneme genes expression in second-generation merozoites and pathological changes of caeca in parasitized chickens.
2010-07
Multi-residue method for detecting coccidiostats at carry-over level in feed by HPLC-MS/MS.
2010-06
Histomorphometry and macroscopic intestinal lesions in broilers infected with Eimeria acervulina.
2010-03-25
Effects of diclazuril on apoptosis and mitochondrial transmembrane potential in second-generation merozoites of Eimeria tenella.
2010-03-25
Actin-depolymerizing factor of second-generation merozoite in Eimeria tenella: clone, prokaryotic expression, and diclazuril-induced mRNA expression.
2010-02
Multi-residue confirmatory method for the determination of twelve coccidiostats in chicken liver using liquid chromatography tandem mass spectrometry.
2009-11-13
Validation of a multi-residue liquid chromatography-tandem mass spectrometry confirmatory method for 10 anticoccidials in eggs according to Commission Decision 2002/657/EC.
2009-11-13
Sensitivity of isolates of Eimeria from turkey flocks to the anticoccidial drugs amprolium, clopidol, diclazuril, and monensin.
2009-09
Study of the comparative efficacy of toltrazuril and diclazuril against ovine coccidiosis in housed lambs.
2009-08
Genotype comparison of sorbitol-negative Escherichia coli isolates from healthy broiler chickens from different commercial farms.
2009-07
[Comparison of pretreatment methods for the simultaneous determination of diclazuril and toltrazuril residues in chicken tissues].
2009-05
Fast liquid chromatography/multiple-stage mass spectrometry of coccidiostats.
2009-05
Efficacy of toltrazuril (Baycox 5% suspension) in natural infections with pathogenic Eimeria spp. in housed lambs.
2009-04
Dietary supplementation of mannan-oligosaccharide enhances neonatal immune responses in chickens during natural exposure to Eimeria spp.
2009-03-19
Assessing the effect of diclazuril on the intestinal absorptive capacity of broilers infected with experimental coccidiosis, using d-xylose absorption test.
2008-06
Comparison of three adjuvants used to produce polyclonal antibodies to veterinary drugs.
2008-03-15
Effect of subcutaneously administered diclazuril on the output of Eimeria species oocysts by experimentally infected rabbits.
2008-02-02
The effect of a metaphylactic treatment with diclazuril (Vecoxan) on the oocyst excretion and growth performance of calves exposed to a natural Eimeria infection.
2007-11-10
Use of antigen mimics to produce specific antibodies to anti-coccidial drugs.
2007-05-31
Efficacy of some anticoccidial drugs for treating coccidial enteritis of the common carp caused by Goussia carpelli (Apicomplexa: Eimeriidae).
2007-03
Efficacy of various anticoccidials against experimental porcine neonatal isosporosis.
2007-01
The efficacy and economic benefits of Supercox, a live anticoccidial vaccine in a commercial trial in broiler chickens in China.
2006-11-30
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.
2006-09
Increased level of Eimeria sensitivity to diclazuril after using a live coccidial vaccine.
2006-09
New therapeutic approaches for equine protozoal myeloencephalitis: pharmacokinetics of diclazuril sodium salts in horses.
2006
Incidence of residues of nine anticoccidials in eggs.
2005-11
Deposition and depletion of five anticoccidials in eggs.
2005-09-07
Anticoccidial efficacy of drinking water soluble diclazuril on experimental and field coccidiosis in broiler chickens.
2005-08
Liquid chromatographic tandem mass spectrometric determination of five coccidiostats in poultry eggs and feed.
2005-06-25
[Comparison of the proteome of the sporutated oocysts of Eimeria tenella diclazuril sensitive strain with diclazuril resistant strain].
2005-05
Epidemiology of Eimeria infections in an Austrian milking sheep flock and control with diclazuril.
2005-04-20
Detection of residues of the coccidiostat diclazuril in poultry tissues by liquid chromatography-tandem mass spectrometry after withdrawal of medicated feed.
2005-02-23
Efficient and sensitive detection of residues of nine coccidiostats in egg and muscle by liquid chromatography-electrospray tandem mass spectrometry.
2004-12-25
Control of coccidiosis in turkeys with diclazuril and monensin: effects upon performance and development of immunity to Eimeria species.
2004-09
Effects of a herbal complex against Eimeria tenella infection in chickens.
2004-05
Histopathological observations on the activity of diclazuril (Vecoxan) against the endogenous stages of Eimeria crandallis in sheep.
2003-10-30
Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001.
2003-08
Studies on the efficacy of toltrazuril, diclazuril and sulphadimidine against artificial infections with Isospora suis in piglets.
2003-07
[Simple determination of residual anticoccidial drugs (diclazuril and nicarbazin) in chicken tissues by HPLC].
2003-04
The use of diclazuril in extended withdrawal anticoccidial programs: 2. Immunity to Eimeria tenella challenge after drug withdrawal.
2002-03
The use of diclazuril in extended withdrawal anticoccidial programs: 1. Efficacy against Eimeria spp. in broiler chickens in floor pens.
2002-03
Quantitative analysis of diclazuril in animal plasma by liquid chromatography/electrospray ionization mass spectrometry.
2002
Activity of toltrazuril and diclazuril against Isospora species in kittens and puppies.
2001-04-21
Efficacy of diclazuril in comparison with chemical and ionophorous anticoccidials against Eimeria spp. in broiler chickens in floor pens.
2001-04
Activity of diclazuril against Toxoplasma gondii in cultured cells and mice.
1994-04
Assessment of candidate anticryptosporidial agents in an immunosuppressed rat model.
1993-03
Anti-cryptosporidial drug activity screened with an immunosuppressed rat model.
1991-11-01
In vitro cultivation of Cryptosporidium parvum and screening for anticryptosporidial drugs.
1990-08
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
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:42:46 GMT 2025
Edited
by admin
on Mon Mar 31 23:42:46 GMT 2025
Record UNII
5K4327702E
Record Status Validated (UNII)
Record Version
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Name Type Language
BENZENEACETONITRILE, 2,6-DICHLORO-.ALPHA.-(4-CHLOROPHENYL)-4-(4,5-DIHYDRO-3,5-DIOXO-1,2,4-TRIAZIN-2(3H)-YL)-, SODIUM SALT
Preferred Name English
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 (1:1)
Systematic Name English
SODIUM DICLAZURIL
Common Name English
Code System Code Type Description
CAS
112209-99-1
Created by admin on Mon Mar 31 23:42:46 GMT 2025 , Edited by admin on Mon Mar 31 23:42:46 GMT 2025
PRIMARY
FDA UNII
5K4327702E
Created by admin on Mon Mar 31 23:42:46 GMT 2025 , Edited by admin on Mon Mar 31 23:42:46 GMT 2025
PRIMARY
PUBCHEM
59915424
Created by admin on Mon Mar 31 23:42:46 GMT 2025 , Edited by admin on Mon Mar 31 23:42:46 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE