Diclazuril
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Basic Info
| Common Name | Diclazuril(F05657) |
| 2D Structure | |
| FRCD ID | F05657 |
| CAS Number | 101831-37-2 |
| PubChem CID | 456389 |
| Formula | C17H9Cl3N4O2 |
| IUPAC Name | 2-(4-chlorophenyl)-2-[2,6-dichloro-4-(3,5-dioxo-1,2,4-triazin-2-yl)phenyl]acetonitrile |
| InChI Key | ZSZFUDFOPOMEET-UHFFFAOYSA-N |
| InChI | 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) |
| Canonical SMILES | C1=CC(=CC=C1C(C#N)C2=C(C=C(C=C2Cl)N3C(=O)NC(=O)C=N3)Cl)Cl |
| Isomeric SMILES | C1=CC(=CC=C1C(C#N)C2=C(C=C(C=C2Cl)N3C(=O)NC(=O)C=N3)Cl)Cl |
| Synonyms |
2-(4-chlorophenyl)-2-[2,6-dichloro-4-(3,5-dioxo-1,2,4-triazin-2-yl)phenyl]acetonitrile
DICLAZURIL
101831-37-2
Clinacox
NCGC00168785-01
R-64433
Diclazurilo
Diclazurilum
2,6-Dichloro-alpha-(4-chlorophenyl)-4-[4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl]benzeneacetonitrile
SR-05000001484
|
| Classifies |
Veterinary Drug
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Diphenylacetonitriles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Diphenylacetonitriles |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Diphenylacetonitrile - Diphenylmethane - 1,3-dichlorobenzene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - 1,2,4-triazine - Triazine - Heteroaromatic compound - Lactam - Azacycle - Organoheterocyclic compound - Carbonitrile - Nitrile - Organic oxygen compound - Organooxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as diphenylacetonitriles. These are cyclic aromatic compounds containing a diphenylacetonitrile moiety, which consists of a diphenylmethane linked to and acetonitrile to form 2,2-diphenylacetonitrile. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 407.635 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Complexity | 629 |
| Monoisotopic Mass | 405.979 |
| Exact Mass | 405.979 |
| XLogP | 4.1 |
| Formal Charge | 0 |
| Heavy Atom Count | 26 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Skin/Fat Of Turkeys | United States | 1ppm | |||
| Muscle Of Turkeys | United States | 0.5ppm | |||
| Liver Of Turkeys | United States | 3ppm | |||
| Skin/Fat Of Chickens | United States | 1ppm | |||
| Muscle Of Chickens | United States | 0.5ppm | |||
| Liver Of Chickens | United States | 3ppm | |||
| Other Poultry Animals,Edible Offal | Japan | 2ppm | |||
| Chicken,Edible Offal | Japan | 1ppm | |||
| Other Poultry Animals,Kidney(Except Duck And Turkey) | Japan | 2ppm | |||
| Other Poultry Animals,Liver(Except Duck And Turkey) | Japan | 3ppm | |||
| Other Poultry Animals,Fat(Except Duck And Turkey) | Japan | 1ppm | |||
| Other Poultry Animals,Muscle(Except Duck And Turkey) | Japan | 0.5ppm | |||
| Other Terrestrial Mammals,Edible Offal | Japan | 2ppm | |||
| Other Terrestrial Mammals,Kidney | Japan | 2ppm | |||
| Other Terrestrial Mammals,Liver | Japan | 3ppm | |||
| Other Terrestrial Mammals,Fat | Japan | 1ppm | |||
| Other Terrestrial Mammals,Muscle | Japan | 0.5ppm | |||
| Turkey,Kidney | Japan | 2. oppm | |||
| Duck,Kidney | Japan | 2. oppm | |||
| Chicken,Kidney | Japan | 2. oppm |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Magnetic solid-phase extraction based on carbon nanotubes for the determinationof polyether antibiotic and s-triazine drug residues in animal food withLC-MS/MS. | J Sep Sci | 2017 Jun | 28402029 |
| A multi-residue method for 17 anticoccidial drugs and ractopamine in animaltissues by liquid chromatography-tandem mass spectrometry and time-of-flight massspectrometry. | Drug Test Anal | 2016 May | 27443201 |
| Anticoccidial effect of Piper sarmentosum extracts in experimental coccidiosis inbroiler chickens. | Trop Anim Health Prod | 2016 Jun | 26984597 |
| Evaluation of ionophore sensitivity of Eimeria acervulina and Eimeria maximaisolated from the Algerian to Jijel province poultry farms. | Vet Parasitol | 2016 Jul 15 | 27270394 |
| Effect In Vitro of Antiparasitic Drugs on Microbial Inhibitor Test Responses for Screening Antibiotic Residues in Goat's Milk. | J Food Prot | 2015 Sep | 26319732 |
| Single-laboratory validation of a multiplex flow cytometric immunoassay for thesimultaneous detection of coccidiostats in eggs and feed. | Anal Bioanal Chem | 2013 Nov | 24081566 |
| Efficacy of toltrazuril 5 % suspension (Baycox®, Bayer) and diclazuril (Vecoxan®,Janssen-Cilag) in the control of Eimeria spp. in lambs. | Parasitol Res | 2013 Aug | 23756962 |
| Feed additives diclazuril and nicarbazin in egg and liver samples from Croatianfarms. | Food Addit Contam Part B Surveill | 2013 | 24779872 |
| Effects of anticoccidial and antibiotic growth promoter programs on broilerperformance and immune status. | Res Vet Sci | 2012 Oct | 22301016 |
| The efficacy of anticoccidial products against Eimeria spp. in northernbobwhites. | Avian Dis | 2011 Mar | 21500637 |
| [Determination of avermectin, diclazuril, toltrazuril and metabolite residues in pork by high performance liquid chromatography-tandem mass spectrometry]. | Se Pu | 2011 Mar | 21657050 |
| Development and validation of an UPLC-MS/MS method for the determination ofionophoric and synthetic coccidiostats in vegetables. | Anal Bioanal Chem | 2011 Dec | 21984012 |
| Pharmacokinetic and tissue distribution of doxycycline in broiler chickenspretreated with either: diclazuril or halofuginone. | Food Chem Toxicol | 2010 Nov | 20736042 |
| Validation of a multi-residue liquid chromatography-tandem mass spectrometryconfirmatory method for 10 anticoccidials in eggs according to CommissionDecision 2002/657/EC. | J Chromatogr A | 2009 Nov 13 | 19442981 |
| Genotype comparison of sorbitol-negative Escherichia coli isolates from healthybroiler chickens from different commercial farms. | Poult Sci | 2009 Jul | 19531720 |
| Use of antigen mimics to produce specific antibodies to anti-coccidial drugs. | J Immunol Methods | 2007 May 31 | 17433817 |
| Efficacy of some anticoccidial drugs for treating coccidial enteritis of thecommon carp caused by Goussia carpelli (Apicomplexa: Eimeriidae). | Acta Vet Hung | 2007 Mar | 17385557 |
| Detection of residues of the coccidiostat diclazuril in poultry tissues by liquidchromatography-tandem mass spectrometry after withdrawal of medicated feed. | J Agric Food Chem | 2005 Feb 23 | 15712996 |
| Control of coccidiosis in turkeys with diclazuril and monensin: effects uponperformance and development of immunity to Eimeria species. | Avian Dis | 2004 Sep | 15529986 |
| Efficacy of diclazuril in comparison with chemical and ionophorous anticoccidialsagainst Eimeria spp. in broiler chickens in floor pens. | Poult Sci | 2001 Apr | 11297280 |