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N3905

Sigma-Aldrich

Nicarbazin

Synonym(s):

N,N′-bis(4-Nitrophenyl)urea compound with 4,6-dimethyl-2-pyrimidinone

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About This Item

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:
51102829
PubChem Substance ID:
329818641
NACRES:
NA.85

form

powder

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

Storage Class Code

11 - Combustible Solids

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
Emiliana Capurro et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 822(1-2), 154-159 (2005-07-12)
A simple, fast and reliable HPLC-UV method has been developed for the determination of dinitrocarbanilide residues in broiler liver. Liver samples (2 g) were extracted with two portions of acetonitrile (10 and 5 ml), defatted with hexane and evaporated to
K W Bafundo et al.
Poultry science, 87(9), 1760-1767 (2008-08-30)
A series of studies were conducted to assess the drug sensitivity of 26 coccidial field isolates to the anticoccidial effects of nicarbazin (NIC) and narasin + NIC (NAR + NIC). Isolates were collected from typical broiler farms in the United
Jasna Dmitrovic et al.
Journal of AOAC International, 94(2), 428-435 (2011-05-14)
An HPLC/MS/MS method has been developed and validated for the quantification and confirmation of nicarbazin and ionophores (lasalocid, monensin, salinomycin, and narasin) in eggs. Nicarbazin is determined in the negative electrospray mode with a basic mobile phase that supports creation
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
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