TOLTRAZURIL

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 Search

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

Molecular Formula	C18H14F3N3O4S
Molecular Weight	425.382
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Product_Information/veterinary/002006/WC500106176.pdf | http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500015623.pdf

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Enzymes of the respiratory cain 1 Target ID: Enzymes of the respiratory cain Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500015623.pdf	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Coccidiosis 45 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500015623.pdf	Curative		Approved 8583	Toltrazuril Approved Use Prevention and treatment of coccidiosis. Launch Date 1998
Round worms 1 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Summary_for_the_public/veterinary/002006/WC500106177.pdf	Curative		Approved 8583	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

Title	Date	PubMed
Haste makes waste: accelerated molt adversely affects the expression of melanin-based and depigmented plumage ornaments in house sparrows.	2010-12-03	21151981
Isosporoid coccidiosis in translocated cirl buntings (Emberiza cirlus).	2010-10-23	21257466
Pharmacokinetics and improved bioavailability of toltrazuril after oral administration to rabbits.	2010-10	20860101
Effect of toltrazuril treatment in nursing piglets naturally infected with Isospora suis.	2010-08-27	20471754
Comparison of toltrazuril and sulphadimethoxine in the treatment of intestinal coccidiosis in pet rabbits.	2010-08-21	20729515
Drug resistance evaluation of some commonly used anti-coccidial drugs in broiler chickens.	2010-08	21246941
Fast liquid chromatography/tandem mass spectrometry (highly selective selected reaction monitoring) for the determination of toltrazuril and its metabolites in food.	2010-08	20658773
Pharmacokinetics of toltrazuril and its metabolites, toltrazuril sulfoxide and toltrazuril sulfone, after a single oral administration to pigs.	2010-08	20332592
Plasma disposition of toltrazuril and its metabolites, toltrazuril sulfoxide and toltrazuril sulfone, in rabbits after oral administration.	2010-04-19	20083354
Effect of treatment with Neem (Azadirachta indica) compared with Baycox drug on the caecum of chicken experimentally infected with Eimeria tenella.	2010-04	20503590
Toltrazuril and sulphonamide treatment against naturally Isospora suis infected suckling piglets: is there an actual profit?	2009-08-26	19457615
Synthesis and detection of toltrazuril sulfone and its pharmacokinetics in horses following administration in dimethylsulfoxide.	2009-08	19614842
Study of the comparative efficacy of toltrazuril and diclazuril against ovine coccidiosis in housed lambs.	2009-08	19575235
Toltrazuril treatment of congenitally acquired Neospora caninum infection in newborn mice.	2009-06	19205743
[Comparison of pretreatment methods for the simultaneous determination of diclazuril and toltrazuril residues in chicken tissues].	2009-05	19803134
Efficacy of toltrazuril (Baycox 5% suspension) in natural infections with pathogenic Eimeria spp. in housed lambs.	2009-04	19085006
Relevance and treatment of coccidiosis in domestic pigeons (Columba livia forma domestica) with particular emphasis on toltrazuril.	2009-03	19530399
An outbreak of cryptosporidiosis in a collection of Stone curlews (Burhinus oedicnemus) in Dubai.	2008-10	18798028
NcGRA2 as a molecular target to assess the parasiticidal activity of toltrazuril against Neospora caninum.	2008-08	18549517
The value of plant extracts with antioxidant activity in attenuating coccidiosis in broiler chickens.	2008-05-31	18417293
Eimeria stiedae: experimental infection in rabbits and the effect of treatment with toltrazuril and ivermectin.	2008-05	18321485
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	18262668
Efficacy of some anticoccidial drugs for treating coccidial enteritis of the common carp caused by Goussia carpelli (Apicomplexa: Eimeriidae).	2007-03	17385557
Efficacy of various anticoccidials against experimental porcine neonatal isosporosis.	2007-01	17048000
Controlling coccidiosis in piglets: the importance of the subclinical infection.	2007-01	16901734
Effects of toltrazuril on the growth of piglets in herds without clinical isosporosis.	2007-01	16122955
The efficacy and economic benefits of Supercox, a live anticoccidial vaccine in a commercial trial in broiler chickens in China.	2006-11-30	16876953
Humoral immune reaction of newborn calves congenitally infected with Neospora caninum and experimentally treated with toltrazuril.	2006-10	16628455
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	16163562
Pathology and treatment of Eimeria zuernii coccidiosis in calves: investigations in an infection model.	2005-12	16023406
Control of clinical coccidiosis of calves due to Eimeria bovis and Eimeria zuernii with toltrazuril under field conditions.	2005-10	16228270
Efficacy of toltrazuril as a metaphylactic and therapeutic treatment of coccidiosis in first-year grazing calves.	2005-10	16228269
Anticoccidial efficacy of drinking water soluble diclazuril on experimental and field coccidiosis in broiler chickens.	2005-08	16050910
Occurrence of Isospora suis in Germany, Switzerland and Austria.	2005-03	15752269
Field trial of a Caryospora species vaccine for controlling clinical coccidiosis in falcons.	2005-01-29	15715004
Toltrazuril treatment to control diaplacental Neospora caninum transmission in experimentally infected pregnant mice.	2005-01	15700756
Efficacy and toxicity of orally administrated anti-coccidial drugs for innovative treatments of Myxobolus sp. infection in Puntazzo puntazzo.	2004-12-13	15672877
Clinical Hepatozoon canis infection in a dog in Turkey.	2004-12	15600273
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	15290254
Coccidiosis control by administering toltrazuril in the drinking water for a 2-day period.	2004-05-07	15110398
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	14963772
Effects of toltrazuril and ponazuril on Hammondia heydorni (syn. Neospora caninum) infections in mice.	2004-04	14963771
[Coccidiosis causes diarrhea in calves in the pasture. Pasture coccidiosis caused by Eimeria alabamensis].	2004-03-01	15032038
Coccidiosis control with toltrazuril in conjunction with anticoccidial medicated or nonmedicated feed.	2003-07-31	12887207
Efficacy of toltrazuril against artificial infections with Eimeria bovis in calves.	2003-07	12928893
Studies on the efficacy of toltrazuril, diclazuril and sulphadimidine against artificial infections with Isospora suis in piglets.	2003-07	12928891
The production and characterisation of an antibody to detect the coccidiostat toltrazuril and its metabolite ponazuril.	2003-05	12790197
[The influence of Baycox and Anticoc on the dynamics of Eimeria sp. course in calves].	2001	16888954
Structural and functional comparison of agents interfering with dihydroorotate, succinate and NADH oxidation of rat liver mitochondria.	1998-10-15	9776318
Susceptibility of Encephalitozoon cuniculi to several drugs in vitro.	1995-06	7574513

Patents

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.

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:16:38 GMT 2025` Edited by `admin` on `Wed Apr 02 09:16:38 GMT 2025`
Record UNII	QVZ3IAR3JS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TOLTRAZURIL

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