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N3905

Sigma-Aldrich

Nicarbazin

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Synonym(s):
N,N′-bis(4-Nitrophenyl)urea compound with 4,6-dimethyl-2-pyrimidinone
Empirical Formula (Hill Notation):
C13H10N4O5 · C6H8N2O
CAS Number:
330-95-0
Molecular Weight:
426.38
EC Number:
206-359-1
MDL number:
MFCD00867204
UNSPSC Code:
51101500
PubChem Substance ID:
329818641
NACRES:
NA.85

form

powder

Quality Level

100

antibiotic activity spectrum

parasites

Mode of action

cell membrane | interferes

SMILES string

Cc1cc(C)nc(O)n1.[O-][N+](=O)c2ccc(NC(=O)Nc3ccc(cc3)[N+]([O-])=O)cc2

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)

InChI key

UKHWDRMMMYWSFL-UHFFFAOYSA-N

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Application

Nicarbazin is a coccidiostat (antiprotozoal agent) in the poultry industry and is a contraceptive for resident Canada geese and waterfowl. It is used to study avian reproduction and is used to interfere with the formation of the vitelline (yolk) membrane in bird eggs. It has been used to study how delivery method can effect plasma levels of 4,4′-dinitrocarbanilide (DNC), which is the active anticoccidial component of Nicarbazin.

Biochem/physiol Actions

Nicarbazin affects avian reproduction by reducing egg production, egg weight, and egg hatchability. The mechanism of action of Nicarbazin is unknown.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A-C Huet et al.
Food additives and contaminants, 22(2), 128-134 (2005-04-13)
Nicarbazin and halofuginone have been widely used as coccidiostats for the prevention and treatment of coccidiosis in poultry. It has been shown that accidental cross-contamination of feed can lead to residues of these compounds in eggs and/or muscle. This paper
G F Mathis et al.
Veterinary parasitology, 121(1-2), 1-9 (2004-04-28)
A 56-day floor pen study was conducted to determine the appropriate time to administer toltrazuril (Baycox) (TOL) for control of coccidiosis in broiler chickens. Litter was seeded with field strains of Eimeria acervulina, Eimeria maxima and Eimeria tenella. On Days
Katrina Campbell et al.
Journal of agricultural and food chemistry, 55(6), 2497-2503 (2007-02-27)
Concentrations of the coccidiostat nicarbazin as low as 2 mg/kg in feed can result in violative drug residues arising in poultry liver. A lateral flow device (LFD) was developed for the detection of contaminating concentrations of nicarbazin following solvent extraction
Martin Danaher et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 25(1), 32-40 (2007-10-25)
A survey was carried out on the occurrence of dinitrocarbanilide (DNC), the marker residue for nicarbazin, in poultry produced in Ireland during 2002-2004. Liver (n = 736) and breast muscle samples (n = 342) were tested. DNC residues were found
V Gaudin et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(23), 2358-2362 (2009-04-07)
Nicarbazin, a coccidiostat, is used as a feed additive in poultry but not in laying hens. Feed contamination may however occur resulting in residues being present in eggs. As a Maximum Residue Limit (MRL) does not exist for nicarbazin residues
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