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Details

Stereochemistry RACEMIC
Molecular Formula C17H9Cl3N4O2
Molecular Weight 407.638
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DICLAZURIL

SMILES

ClC1=CC=C(C=C1)C(C#N)C2=C(Cl)C=C(C=C2Cl)N3N=CC(=O)NC3=O

InChI

InChIKey=ZSZFUDFOPOMEET-UHFFFAOYSA-N
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)

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 ( + / - )

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

Originator

Approval Year

2001
187
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
Inhibitor
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8583
CLINACOX

Approved Use

For the prevention of coccidiosis in animals.

Launch Date

1999
Curative
Approved
8583
PROTAZIL

Approved Use

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

Launch Date

2007
PubMed

PubMed

TitleDatePubMed
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
Efficacy of diclazuril in comparison with chemical and ionophorous anticoccidials against Eimeria spp. in broiler chickens in floor pens.
2001 Apr
Activity of toltrazuril and diclazuril against Isospora species in kittens and puppies.
2001 Apr 21
Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001.
2003 Aug
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
Fast liquid chromatography/multiple-stage mass spectrometry of coccidiostats.
2009 May
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
Actin-depolymerizing factor of second-generation merozoite in Eimeria tenella: clone, prokaryotic expression, and diclazuril-induced mRNA expression.
2010 Feb
Histomorphometry and macroscopic intestinal lesions in broilers infected with Eimeria acervulina.
2010 Mar 25
Livestock drugs and disease: the fatal combination behind breeding failure in endangered bearded vultures.
2010 Nov 30
Patents

Patents

04767760
2
04912106
3
05830893
3
05994355
2
20010005910
4
20020077437
3
JP2003527336A
18
JP2006520819A
15
JP4722360B2
18
JP4806121B2
3

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 19:29:59 GMT 2025
Edited
by admin
on Mon Mar 31 19:29:59 GMT 2025
Record UNII
K110K1B1VE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DICLAZURIL FOR VETERINARY USE
EP  
Preferred Name English
DICLAZURIL
GREEN BOOK   INN   MART.   MI   USAN   USP   USP-RS  
INN   USAN  
Official Name English
R-64433
Code English
DICLAZURIL [USP MONOGRAPH]
Common Name English
DICLAZURIL [GREEN BOOK]
Common Name English
DICLAZURIL [USP-RS]
Common Name English
NSC-759642
Code English
DICLAZURIL [MART.]
Common Name English
R64,433
Code English
DICLAZURIL [MI]
Common Name English
BENZENEACETONITRILE, 2,6-DICHLORO-.ALPHA.-(4-CHLOROPHENYL)-4-(4,5-DIHYDRO-3,5-DIOXO-1,2,4-TRIAZIN-2(3H)-YL)-
Systematic Name English
R-64-433
Code English
P-64433
Code English
DICLAZURIL [USAN]
Common Name English
NUOQIU
Brand Name English
DICLAZURIL FOR VETERINARY USE [EP MONOGRAPH]
Common Name English
CLINACOX
Brand Name English
(P-CHLOROPHENYL)(2,6-DICHLORO-4-(4,5-DIHYDRO-3,5-DIOXO-AS-TRIAZIN-2(3H)-YL)PHENYL)ACETONITRILE
Common Name English
VECOXAN
Brand Name English
diclazuril [INN]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 520.606
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
CFR 21 CFR 558.198
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
WHO-VATC QP51AJ03
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
NCI_THESAURUS C277
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
CFR 21 CFR 556.185
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
Code System Code Type Description
FDA UNII
K110K1B1VE
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
DAILYMED
K110K1B1VE
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
RXCUI
1368201
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY RxNorm
RS_ITEM_NUM
1188560
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
PUBCHEM
456389
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
MERCK INDEX
m4360
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL284733
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
INN
5971
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
USAN
Y-61
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
SMS_ID
100000082936
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
CAS
101831-37-2
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
NCI_THESAURUS
C76418
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
DRUG BANK
DB11398
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
WIKIPEDIA
DICLAZURIL
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
MESH
C057884
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
EVMPD
SUB07091MIG
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
NSC
759642
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID4046787
Created by admin on Mon Mar 31 19:29:59 GMT 2025 , Edited by admin on Mon Mar 31 19:29:59 GMT 2025
PRIMARY
Related Record Type Details
Structure of DICLAZURIL SODIUM
SALT/SOLVATE -> PARENT
Structure of DICLAZURIL, (R)-
ENANTIOMER -> RACEMATE
Structure of DICLAZURIL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Structure of DICLAZURIL POTASSIUM
SALT/SOLVATE -> PARENT
Structure of DICLAZURIL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
Structure of DICLAZURIL, (S)-
ENANTIOMER -> RACEMATE
Related Record Type Details
Structure of 2-(3,5-DICHLORO-4-((RS)-(4-CHLOROPHENYL)CYANOMETHYL)PHENYL)-3,5-DIOXO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBOXYLIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 2-(3,5-DICHLORO-4-((4-CHLOROPHENYL)CYANOMETHYL)PHENYL)-3,5-DIOXO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBOXAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of (4-AMINO-2,6-DICHLOROPHENYL)(4-CHLOROPHENYL)ACETONITRILE
IMPURITY -> PARENT
Specific limit is not given. Any other impurity-0.25% peak area.
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 2-(3,5-DICHLORO-4-(4-CHLOROBENZOYL)PHENYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 2-(3,5-DICHLORO-4-(4-CHLOROBENZYL)PHENYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of (4-AMINO-2,6-DICHLOROPHENYL)(4-CHLOROPHENYL)ACETONITRILE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 2-(3,5-DICHLORO-4-((RS)-(4-CHLOROPHENYL)CYANOMETHYL)PHENYL)-3,5-DIOXO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBOXYLIC ACID
IMPURITY -> PARENT
Specific limit is not given. Any other impurity - 0.25% peak area.
EP
Structure of N,2-BIS(3,5-DICHLORO-4-((4-CHLOROPHENYL)CYANOMETHYL)PHENYL)-3,5-DIOXO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBOXAMIDE
IMPURITY -> PARENT
Specific limit is not given. Any other impurity - 0.25% peak area.
EP
Structure of 2-(3,5-DICHLORO-4-(4-CHLOROBENZOYL)PHENYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.9
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (4-CHLOROPHENYL)(2,6-DICHLOROPHENYL)ACETONITRILE
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.4; Specific limit not given. Any other impurity-0.25% peak area.
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (2,6-DICHLORO-4-(3,5-DIOXO-4,5-DIHYDRO-1,2,4-TRIAZIN-2(3H)-YL)PHENYL)(4-HYDROXYPHENYL)ACETONITRILE
IMPURITY -> PARENT
Specific limit is not given. Any other impurity - 0.25% peak area.
EP
Structure of 2-(3,5-DICHLORO-4-(4-CHLOROBENZYL)PHENYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
IMPURITY -> PARENT
Specific limit is not given. Any other impurity - 0.25% peak area.
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BUTYL 2-(3,5-DICHLORO-4-((4-CHLOROPHENYL)CYANOMETHYL)PHENYL)-3,5-DIOXO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBOXYLATE
IMPURITY -> PARENT
Specific limit is not given. Any other impurity - 0.25% peak area.
EP
Structure of 2-(3,5-DICHLORO-4-((4-CHLOROPHENYL)CYANOMETHYL)PHENYL)-3,5-DIOXO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBOXAMIDE
IMPURITY -> PARENT
Specific limit is not given. Any other impurity - 0.25% peak area.
EP
Structure of (4-CHLOROPHENYL)(2,6-DICHLOROPHENYL)ACETONITRILE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of DICLAZURIL
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