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 NONE
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
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

Curator's Comment: Toltrazuril and the metabolite were found in brain tissues of new born mice, indicating that passage of the blood-brain barrier occurred.

Originator

Curator's Comment: # Bayer

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Toltrazuril

Approved Use

Prevention and treatment of coccidiosis.

Launch Date

1998
Curative
Procox

Approved Use

Procox is used to treat dogs which are infected, or which the veterinary surgeon suspects of being infected, by two types of parasite at the same time, roundworms and coccidia.

Launch Date

2011
PubMed

PubMed

TitleDatePubMed
Haste makes waste: accelerated molt adversely affects the expression of melanin-based and depigmented plumage ornaments in house sparrows.
2010-12-03
Isosporoid coccidiosis in translocated cirl buntings (Emberiza cirlus).
2010-10-23
Pharmacokinetics and improved bioavailability of toltrazuril after oral administration to rabbits.
2010-10
Effect of toltrazuril treatment in nursing piglets naturally infected with Isospora suis.
2010-08-27
Comparison of toltrazuril and sulphadimethoxine in the treatment of intestinal coccidiosis in pet rabbits.
2010-08-21
Drug resistance evaluation of some commonly used anti-coccidial drugs in broiler chickens.
2010-08
Fast liquid chromatography/tandem mass spectrometry (highly selective selected reaction monitoring) for the determination of toltrazuril and its metabolites in food.
2010-08
Pharmacokinetics of toltrazuril and its metabolites, toltrazuril sulfoxide and toltrazuril sulfone, after a single oral administration to pigs.
2010-08
Plasma disposition of toltrazuril and its metabolites, toltrazuril sulfoxide and toltrazuril sulfone, in rabbits after oral administration.
2010-04-19
Effect of treatment with Neem (Azadirachta indica) compared with Baycox drug on the caecum of chicken experimentally infected with Eimeria tenella.
2010-04
Toltrazuril and sulphonamide treatment against naturally Isospora suis infected suckling piglets: is there an actual profit?
2009-08-26
Synthesis and detection of toltrazuril sulfone and its pharmacokinetics in horses following administration in dimethylsulfoxide.
2009-08
Study of the comparative efficacy of toltrazuril and diclazuril against ovine coccidiosis in housed lambs.
2009-08
Toltrazuril treatment of congenitally acquired Neospora caninum infection in newborn mice.
2009-06
[Comparison of pretreatment methods for the simultaneous determination of diclazuril and toltrazuril residues in chicken tissues].
2009-05
Efficacy of toltrazuril (Baycox 5% suspension) in natural infections with pathogenic Eimeria spp. in housed lambs.
2009-04
Relevance and treatment of coccidiosis in domestic pigeons (Columba livia forma domestica) with particular emphasis on toltrazuril.
2009-03
An outbreak of cryptosporidiosis in a collection of Stone curlews (Burhinus oedicnemus) in Dubai.
2008-10
NcGRA2 as a molecular target to assess the parasiticidal activity of toltrazuril against Neospora caninum.
2008-08
The value of plant extracts with antioxidant activity in attenuating coccidiosis in broiler chickens.
2008-05-31
Eimeria stiedae: experimental infection in rabbits and the effect of treatment with toltrazuril and ivermectin.
2008-05
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).
2008-04-17
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
Controlling coccidiosis in piglets: the importance of the subclinical infection.
2007-01
Effects of toltrazuril on the growth of piglets in herds without clinical 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
Humoral immune reaction of newborn calves congenitally infected with Neospora caninum and experimentally treated with toltrazuril.
2006-10
Treatment of mice with the anticoccidial drug Toltrazuril does not interfere with the development of a specific cellular intestinal immune response to Eimeria falciformis.
2005-12
Pathology and treatment of Eimeria zuernii coccidiosis in calves: investigations in an infection model.
2005-12
Control of clinical coccidiosis of calves due to Eimeria bovis and Eimeria zuernii with toltrazuril under field conditions.
2005-10
Efficacy of toltrazuril as a metaphylactic and therapeutic treatment of coccidiosis in first-year grazing calves.
2005-10
Anticoccidial efficacy of drinking water soluble diclazuril on experimental and field coccidiosis in broiler chickens.
2005-08
Occurrence of Isospora suis in Germany, Switzerland and Austria.
2005-03
Field trial of a Caryospora species vaccine for controlling clinical coccidiosis in falcons.
2005-01-29
Toltrazuril treatment to control diaplacental Neospora caninum transmission in experimentally infected pregnant mice.
2005-01
Efficacy and toxicity of orally administrated anti-coccidial drugs for innovative treatments of Myxobolus sp. infection in Puntazzo puntazzo.
2004-12-13
Clinical Hepatozoon canis infection in a dog in Turkey.
2004-12
The role of B- and T-cell immunity in toltrazuril-treated C57BL/6 WT, microMT and nude mice experimentally infected with Neospora caninum.
2004-06
Coccidiosis control by administering toltrazuril in the drinking water for a 2-day period.
2004-05-07
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.
2004-04
Effects of toltrazuril and ponazuril on Hammondia heydorni (syn. Neospora caninum) infections in mice.
2004-04
[Coccidiosis causes diarrhea in calves in the pasture. Pasture coccidiosis caused by Eimeria alabamensis].
2004-03-01
Coccidiosis control with toltrazuril in conjunction with anticoccidial medicated or nonmedicated feed.
2003-07-31
Efficacy of toltrazuril against artificial infections with Eimeria bovis in calves.
2003-07
Studies on the efficacy of toltrazuril, diclazuril and sulphadimidine against artificial infections with Isospora suis in piglets.
2003-07
The production and characterisation of an antibody to detect the coccidiostat toltrazuril and its metabolite ponazuril.
2003-05
[The influence of Baycox and Anticoc on the dynamics of Eimeria sp. course in calves].
2001
Structural and functional comparison of agents interfering with dihydroorotate, succinate and NADH oxidation of rat liver mitochondria.
1998-10-15
Susceptibility of Encephalitozoon cuniculi to several drugs in vitro.
1995-06
Patents

Sample Use Guides

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
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
BAY VI 9142
Preferred Name English
toltrazuril [INN]
Common Name English
PROCOX COMPONENT TOLTRAZURIL
Brand Name English
TOLTRAZURIL [EMA EPAR VETERINARY]
Common Name English
TOLTRAZURIL [MART.]
Common Name English
TOLTRAZURIL [USAN]
Common Name English
BAY-VI-9142
Code English
NSC-759176
Code English
TOLTRAZURIL [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C277
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WHO-VATC QP51AJ01
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WHO-VATC QP52AX60
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EMA VETERINARY ASSESSMENT REPORTS PROCOX [AUTHORIZED]
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Code System Code Type Description
ChEMBL
CHEMBL2104931
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PRIMARY
USAN
Z-55
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PRIMARY
NSC
759176
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PRIMARY
WIKIPEDIA
TOLTRAZURIL
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PRIMARY
CAS
69004-03-1
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FDA UNII
QVZ3IAR3JS
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PRIMARY
NCI_THESAURUS
C72601
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PRIMARY
MESH
C036670
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SMS_ID
100000077767
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PRIMARY
EVMPD
SUB11181MIG
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PRIMARY
DAILYMED
QVZ3IAR3JS
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PRIMARY
INN
5576
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PRIMARY
PUBCHEM
68591
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PRIMARY
RXCUI
1535930
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PRIMARY RxNorm
EPA CompTox
DTXSID90219063
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MERCK INDEX
m10955
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PRIMARY Merck Index