Nicarbazin

Nicarbazin

Names
IUPAC name 1,3-bis(4-nitrophenyl)urea; 4,6-dimethyl-1H-pyrimidin-2-one
Identifiers
CAS Number	330-95-0
ChEMBL	ChEMBL95855
ChemSpider	9135
Jmol interactive 3D	Image
PubChem	9507
UNII	11P9NUA12U
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) Key: UKHWDRMMMYWSFL-UHFFFAOYSA-N InChI=1/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) Key: UKHWDRMMMYWSFL-UHFFFAOYAE
SMILES O=C1/N=C(\C=C(/N1)C)C.[O-][N+](=O)c1ccc(cc1)NC(=O)Nc2ccc([N+]([O-])=O)cc2
Properties
Chemical formula	C19H18N6O6
Molar mass	426.38 g/mol
Appearance	light yellow powder
Density	0.5 g/mL
Melting point	265-275 C
Solubility in water	slightly soluble in dimethylsulphoxide (DMSO) and dimethylformamide (DMF); insoluble in water and methanol
Pharmacology
ATCvet code	QP51AE03
Hazards
Lethal dose or concentration (LD, LC):
LC50 (Median concentration)	>0.147 mg/L in rats
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Nicarbazin is a coccidiostat used on meat chickens. It is also used as a contraceptive for population control of Canada geese and feral pigeons.^[1][2]

References

1. "US EPA - Nicarbazin Conditional Registration" (PDF). November 2005. Retrieved 27 August 2015.
2. Danaher, M.; Campbell, K.; O'Keeffe, M.; Capurro, E.; Kennedy, G.; Elliott, C. T. (2008). "Survey of the anticoccidial feed additive nicarbazin (as dinitrocarbanilide residues) in poultry and eggs". Food Additives & Contaminants: Part A 25 (1): 32–40. doi:10.1080/02652030701552956. PMID 17957540.