Nicarbazin
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Basic Info
Common Name | Nicarbazin(F05861) |
2D Structure | |
FRCD ID | F05861 |
CAS Number | 330-95-0 |
PubChem CID | 9507 |
Formula | C19H18N6O6 |
IUPAC Name | 1,3-bis(4-nitrophenyl)urea;4,6-dimethyl-1H-pyrimidin-2-one |
InChI Key | UKHWDRMMMYWSFL-UHFFFAOYSA-N |
InChI | InChI=1S/C13H10N4O5.C6H8N2O/c18-13(14-9-1-5-11(6-2-9)16(19)20)15-10-3-7-12(8-4-10)17(21)22;1-4-3-5(2)8-6(9)7-4/h1-8H,(H2,14,15,18);3H,1-2H3,(H,7,8,9) |
Canonical SMILES | CC1=CC(=NC(=O)N1)C.C1=CC(=CC=C1NC(=O)NC2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-] |
Isomeric SMILES | CC1=CC(=NC(=O)N1)C.C1=CC(=CC=C1NC(=O)NC2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-] |
Synonyms | Nicarbasin Nicarbazin Nicarbazine 330-95-0 Nicrazin Nicrazine Nicarb Nicoxin Nirazin Nicarbazin [BAN] |
Classifies | Pesticide Veterinary Drug |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Benzenoids |
Class | Benzene and substituted derivatives |
Subclass | N-phenylureas |
Intermediate Tree Nodes | Not available |
Direct Parent | N-phenylureas |
Alternative Parents |
|
Molecular Framework | Not available |
Substituents | N-phenylurea - Nitrobenzene - Nitroaromatic compound - Pyrimidone - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - C-nitro compound - Carbonic acid derivative - Urea - Organic nitro compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic 1,3-dipolar compound - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound |
Description | This compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 426.389 |
Hydrogen Bond Donor Count | 3 |
Hydrogen Bond Acceptor Count | 6 |
Rotatable Bond Count | 2 |
Complexity | 582 |
Monoisotopic Mass | 426.129 |
Exact Mass | 426.129 |
Formal Charge | 0 |
Heavy Atom Count | 31 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 2 |
MRLs
Food | Product Code | Country | MRLs | Application Date | Notes |
---|---|---|---|---|---|
Kidney Of Chickens | United States | 4ppm | |||
Skin Of Chickens | United States | 4ppm | |||
Liver Of Chickens | United States | 4ppm | |||
Muscle Of Chickens | United States | 4ppm | |||
Other Poultry Animals,Edible Offal | Japan | 0.5ppm | |||
Chicken,Edible Offal | Japan | 0.5ppm | |||
Other Poultry Animals,Kidney | Japan | 0.5ppm | |||
Other Poultry Animals,Liver | Japan | 0.5ppm | |||
Other Poultry Animals,Fat | Japan | 0.5ppm | |||
Other Poultry Animals,Muscle | Japan | 0.5ppm | |||
Chicken,Kidney | Japan | 0.2ppm | |||
Chicken,Liver | Japan | 0.2ppm | |||
Chicken,Fat | Japan | 0.2ppm | |||
Chicken,Muscle | Japan | 0.2ppm |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
Performance and anticoccidial effects of nicarbazin-fed broilers reared atstandard or reduced environmental temperatures. | Poult Sci | 2017 Jun 1 | 28339759 |
Determination of the residue levels of nicarbazin and combinationnicarbazin-narasin in broiler chickens after oral administration. | PLoS One | 2017 Jul 27 | 28750013 |
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 |
Feed additives diclazuril and nicarbazin in egg and liver samples from Croatianfarms. | Food Addit Contam Part B Surveill | 2013 | 24779872 |
Development of a five-plex flow cytometric immunoassay for the simultaneousdetection of six coccidiostats in feed and eggs. | Anal Bioanal Chem | 2012 Sep | 22850895 |
Determination of narasin and monensin in bovine, swine, and chicken tissues byliquid chromatography with tandem mass spectrometry: first action 2011.24. | J AOAC Int | 2012 Jul-Aug | 22970563 |
Residues of veterinary medicinal products and coccidiostats in eggs--causes,control and results of surveillance program in Poland. | Pol J Vet Sci | 2012 | 23390776 |
The efficacy of anticoccidial products against Eimeria spp. in northernbobwhites. | Avian Dis | 2011 Mar | 21500637 |
Development and validation of an UPLC-MS/MS method for the determination ofionophoric and synthetic coccidiostats in vegetables. | Anal Bioanal Chem | 2011 Dec | 21984012 |
Residue control of coccidiostats in food of animal origin in Poland during2007-2010. | Food Addit Contam Part B Surveill | 2011 | 24786249 |
Veterinary pharmaceuticals and antibiotic resistance of Escherichia coli isolatesin poultry litter from commercial farms and controlled feeding trials. | Poult Sci | 2010 Jan | 20008817 |
The effect of commonly used anticoccidials and antibiotics in a subclinicalnecrotic enteritis model. | Avian Pathol | 2010 Feb | 20390538 |
Determination of veterinary pharmaceuticals in poultry litter and soil bymethanol extraction and liquid chromatography-tandem mass spectrometry. | J Environ Sci Health B | 2009 Sep | 20183082 |
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 |
Survey of the anticoccidial feed additive nicarbazin (as dinitrocarbanilideresidues) in poultry and eggs. | Food Addit Contam Part A Chem Anal Control Expo Risk Assess | 2008Jan | 17957540 |
Investigation of the causes for the occurrence of residues of the anticoccidialfeed additive nicarbazin in commercial poultry. | Food Addit Contam | 2007 Sep | 17691005 |
Deposition and depletion of five anticoccidials in eggs. | J Agric Food Chem | 2005 Sep 7 | 16131122 |
Incidence of residues of nine anticoccidials in eggs. | Food Addit Contam | 2005 Nov | 16332635 |
The effect of cooking on veterinary drug residues in food: nicarbazin(dinitrocarbanilide component). | Food Addit Contam | 2005 Nov | 16332636 |