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

Details

Stereochemistry ACHIRAL
Molecular Formula C18H14F3N3O4S
Molecular Weight 425.382
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOLTRAZURIL

SMILES

CN1C(=O)NC(=O)N(C1=O)C2=CC=C(OC3=CC=C(SC(F)(F)F)C=C3)C(C)=C2

InChI

InChIKey=OCINXEZVIIVXFU-UHFFFAOYSA-N
InChI=1S/C18H14F3N3O4S/c1-10-9-11(24-16(26)22-15(25)23(2)17(24)27)3-8-14(10)28-12-4-6-13(7-5-12)29-18(19,20)21/h3-9H,1-2H3,(H,22,25,26)

HIDE SMILES / InChI

Description

Toltrazuril (Baycox, Procox, Tolcox, Toltrazuril) is a veterinary drug approved in Europe for the treatment of parasitic infections caused by roundworms and coccidia. In dogs it is used in combination with emodepside (Procox).

CNS Activity

Originator

Target Info

Target Info

Primary TargetPharmacologyConditionPotency
Condition Info

Condition Info

ConditionModalityTargetsHighest PhaseProduct
Primary
Procox
Primary
Toltrazuril
PMID

PMID

TitleDatePMID
Susceptibility of Encephalitozoon cuniculi to several drugs in vitro.
1995 Jun
Structural and functional comparison of agents interfering with dihydroorotate, succinate and NADH oxidation of rat liver mitochondria.
1998 Oct 15
[The influence of Baycox and Anticoc on the dynamics of Eimeria sp. course in calves].
2001
Coccidiosis control with toltrazuril in conjunction with anticoccidial medicated or nonmedicated feed.
2003 Apr-Jun
Efficacy of toltrazuril against artificial infections with Eimeria bovis in calves.
2003 Jul
Studies on the efficacy of toltrazuril, diclazuril and sulphadimidine against artificial infections with Isospora suis in piglets.
2003 Jul
The production and characterisation of an antibody to detect the coccidiostat toltrazuril and its metabolite ponazuril.
2003 May
Effects of toltrazuril and ponazuril on the fine structure and multiplication of tachyzoites of the NC-1 strain of Neospora caninum (a synonym of Hammondia heydorni) in cell cultures.
2004 Apr
Effects of toltrazuril and ponazuril on Hammondia heydorni (syn. Neospora caninum) infections in mice.
2004 Apr
Clinical Hepatozoon canis infection in a dog in Turkey.
2004 Dec
Efficacy and toxicity of orally administrated anti-coccidial drugs for innovative treatments of Myxobolus sp. infection in Puntazzo puntazzo.
2004 Dec 13
The role of B- and T-cell immunity in toltrazuril-treated C57BL/6 WT, microMT and nude mice experimentally infected with Neospora caninum.
2004 Jun
[Coccidiosis causes diarrhea in calves in the pasture. Pasture coccidiosis caused by Eimeria alabamensis].
2004 Mar 1
Coccidiosis control by administering toltrazuril in the drinking water for a 2-day period.
2004 May 7
Anticoccidial efficacy of drinking water soluble diclazuril on experimental and field coccidiosis in broiler chickens.
2005 Aug
Treatment of mice with the anticoccidial drug Toltrazuril does not interfere with the development of a specific cellular intestinal immune response to Eimeria falciformis.
2005 Dec
Pathology and treatment of Eimeria zuernii coccidiosis in calves: investigations in an infection model.
2005 Dec
Toltrazuril treatment to control diaplacental Neospora caninum transmission in experimentally infected pregnant mice.
2005 Jan
Field trial of a Caryospora species vaccine for controlling clinical coccidiosis in falcons.
2005 Jan 29
Occurrence of Isospora suis in Germany, Switzerland and Austria.
2005 Mar
Control of clinical coccidiosis of calves due to Eimeria bovis and Eimeria zuernii with toltrazuril under field conditions.
2005 Oct
Efficacy of toltrazuril as a metaphylactic and therapeutic treatment of coccidiosis in first-year grazing calves.
2005 Oct
The efficacy and economic benefits of Supercox, a live anticoccidial vaccine in a commercial trial in broiler chickens in China.
2006 Nov 30
Humoral immune reaction of newborn calves congenitally infected with Neospora caninum and experimentally treated with toltrazuril.
2006 Oct
Efficacy of various anticoccidials against experimental porcine neonatal isosporosis.
2007 Jan
Controlling coccidiosis in piglets: the importance of the subclinical infection.
2007 Jan
Effects of toltrazuril on the growth of piglets in herds without clinical isosporosis.
2007 Jan
Efficacy of some anticoccidial drugs for treating coccidial enteritis of the common carp caused by Goussia carpelli (Apicomplexa: Eimeriidae).
2007 Mar
Comparative therapeutic effect of toltrazuril, sulphadimidine and amprolium on Eimeria bovis and Eimeria zuernii given at different times following infection in buffalo calves (Bubalus bubalis).
2008 Apr 17
NcGRA2 as a molecular target to assess the parasiticidal activity of toltrazuril against Neospora caninum.
2008 Aug
Eimeria stiedae: experimental infection in rabbits and the effect of treatment with toltrazuril and ivermectin.
2008 May
The value of plant extracts with antioxidant activity in attenuating coccidiosis in broiler chickens.
2008 May 31
An outbreak of cryptosporidiosis in a collection of Stone curlews (Burhinus oedicnemus) in Dubai.
2008 Oct
Efficacy of toltrazuril (Baycox 5% suspension) in natural infections with pathogenic Eimeria spp. in housed lambs.
2009 Apr
Synthesis and detection of toltrazuril sulfone and its pharmacokinetics in horses following administration in dimethylsulfoxide.
2009 Aug
Study of the comparative efficacy of toltrazuril and diclazuril against ovine coccidiosis in housed lambs.
2009 Aug
Toltrazuril and sulphonamide treatment against naturally Isospora suis infected suckling piglets: is there an actual profit?
2009 Aug 26
Toltrazuril treatment of congenitally acquired Neospora caninum infection in newborn mice.
2009 Jun
Relevance and treatment of coccidiosis in domestic pigeons (Columba livia forma domestica) with particular emphasis on toltrazuril.
2009 Mar
[Comparison of pretreatment methods for the simultaneous determination of diclazuril and toltrazuril residues in chicken tissues].
2009 May
Effect of treatment with Neem (Azadirachta indica) compared with Baycox drug on the caecum of chicken experimentally infected with Eimeria tenella.
2010 Apr
Plasma disposition of toltrazuril and its metabolites, toltrazuril sulfoxide and toltrazuril sulfone, in rabbits after oral administration.
2010 Apr 19
Drug resistance evaluation of some commonly used anti-coccidial drugs in broiler chickens.
2010 Aug
Fast liquid chromatography/tandem mass spectrometry (highly selective selected reaction monitoring) for the determination of toltrazuril and its metabolites in food.
2010 Aug
Pharmacokinetics of toltrazuril and its metabolites, toltrazuril sulfoxide and toltrazuril sulfone, after a single oral administration to pigs.
2010 Aug
Comparison of toltrazuril and sulphadimethoxine in the treatment of intestinal coccidiosis in pet rabbits.
2010 Aug 21
Effect of toltrazuril treatment in nursing piglets naturally infected with Isospora suis.
2010 Aug 27
Haste makes waste: accelerated molt adversely affects the expression of melanin-based and depigmented plumage ornaments in house sparrows.
2010 Dec 3
Pharmacokinetics and improved bioavailability of toltrazuril after oral administration to rabbits.
2010 Oct
Isosporoid coccidiosis in translocated cirl buntings (Emberiza cirlus).
2010 Oct 23
Patent

Sample Use Guides

In Vivo Use Guide
Administration via drinking water at 25 mg/l over 48 h, or at 75 mg/l given for 8h per day for 2 consecutive days (turkeys and chickens). Treatment corresponds to a dose of approximately 7 mg/kg bw/day. In dogs: the recommended minimum dose is 0.5 ml/kg bodyweight (bw), equivalent to 0.45 mg emodepside/kg bw and 9 mg toltrazuril/kg bw.
Route of Administration: Oral
In Vitro Use Guide
Anticoccidial drugs were evaluated for activity and for the development of resistance in a model of Toxoplasma gondii growing in human fibroblast cultures. 50% inhibitory concentration, in micrograms per milliliter for toltrazuril = 0.4.
Name Type Language
TOLTRAZURIL
INN   MART.   MI   USAN  
USAN   INN  
Official Name English
TOLTRAZURIL [INN]
Common Name English
BAY VI 9142
Code English
TOLTRAZURIL [MART.]
Common Name English
TOLTRAZURIL [USAN]
Common Name English
BAY-VI-9142
Code English
TOLTRAZURIL [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QP51AJ01
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
WHO-VATC QP52AX60
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
Code System Code Type Description
ChEMBL
CHEMBL2104931
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
WIKIPEDIA
TOLTRAZURIL
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
CAS
69004-03-1
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
NCI_THESAURUS
C72601
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
MESH
C036670
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
EVMPD
SUB11181MIG
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
INN
5576
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
PUBCHEM
68591
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY SWITZERF
RXCUI
1535930
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY RxNorm
EPA CompTox
69004-03-1
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY
EMA VETERINARY ASSESSMENT REPORTS
PROCOX [AUTHORIZED]
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY DOGS
MERCK INDEX
M10955
Created by admin on Tue Mar 06 10:58:11 UTC 2018 , Edited by admin on Tue Mar 06 10:58:11 UTC 2018
PRIMARY Merck Index