U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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
Activity of diclazuril against Toxoplasma gondii in cultured cells and mice.
1994 Apr
The use of diclazuril in extended withdrawal anticoccidial programs: 1. Efficacy against Eimeria spp. in broiler chickens in floor pens.
2002 Mar
Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001.
2003 Aug
Histopathological observations on the activity of diclazuril (Vecoxan) against the endogenous stages of Eimeria crandallis in sheep.
2003 Oct 30
Efficient and sensitive detection of residues of nine coccidiostats in egg and muscle by liquid chromatography-electrospray tandem mass spectrometry.
2004 Dec 25
Epidemiology of Eimeria infections in an Austrian milking sheep flock and control with diclazuril.
2005 Apr 20
Deposition and depletion of five anticoccidials in eggs.
2005 Sep 7
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
Efficacy of various anticoccidials against experimental porcine neonatal isosporosis.
2007 Jan
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
Comparison of three adjuvants used to produce polyclonal antibodies to veterinary drugs.
2008 Mar 15
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
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
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
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:14:55 GMT 2023
Edited
by admin
on Sat Dec 16 11:14:55 GMT 2023
Record UNII
5K4327702E
Record Status Validated (UNII)
Record Version
  • Download
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
PRIMARY
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
Related Record Type Details
PARENT -> SALT/SOLVATE