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390151

Sigma-Aldrich

1,3-Bis(4-nitrophenyl)urea

97%

Synonym(s):

4′,4′′-Dinitrocarbanilide

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About This Item

Linear Formula:
(O2NC6H4NH)2CO
CAS Number:
Molecular Weight:
302.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

>300 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc(NC(=O)Nc2ccc(cc2)[N+]([O-])=O)cc1

InChI

1S/C13H10N4O5/c18-13(14-9-1-5-11(6-2-9)16(19)20)15-10-3-7-12(8-4-10)17(21)22/h1-8H,(H2,14,15,18)

InChI key

JEZZOKXIXNSKQD-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

standard

Product No.
Description
Pricing

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J A Tarbin et al.
Journal of chromatography, 613(2), 354-358 (1993-04-02)
A high-performance liquid chromatographic method for the determination of the dinitrocarbanilide component of the anti-coccidial drug nicarbazin has been developed. The drug was extracted from egg with acetonitrile. The extract was evaporated to dryness and taken up in water-acetonitrile (80:20
J E Jones et al.
Poultry science, 69(3), 378-387 (1990-03-01)
Two studies were conducted to determine the effects of anticoccidial agents on the production and reproduction of White Leghorns. In Experiment 1, nicarbazin (NCZ) was fed at 0, 20, 50, and 100 ppm. Hen-day egg production, egg weight, the egg-yolk
R C Beier et al.
Journal of agricultural and food chemistry, 49(10), 4542-4552 (2001-10-16)
A cELISA was developed for the coccidiostat nicarbazin. On the basis of previous computer-assisted molecular modeling studies, p-nitrosuccinanilic acid (PNA-S) was selected as a hapten to produce antibodies to 4,4'-dinitrocarbanilide (DNC), the active component of the coccidiostat nicarbazin. Synthesis is
T D Macy et al.
Journal - Association of Official Analytical Chemists, 67(6), 1115-1117 (1984-11-01)
A liquid chromatographic (LC) method has been developed for the determination of nicarbazin in premixes and poultry feed. Liquid chromatography of the 4,4'-dinitrocarbanilide (DNC) portion of nicarbazin is performed isocratically with a reverse phase octadecylsilica column and a UV detector
E F Rogers et al.
Science (New York, N.Y.), 222(4624), 630-632 (1983-11-11)
Nicarbazin, a drug used to control the protozoal disease coccidiosis in poultry, is a complex of the highly insoluble drug 4,4'-dinitrocarbanilide with 2-hydroxy-4,6-dimethylpyrimidine. The structures of this and other 4,4'-dinitrocarbanilide complexes have not been determined, but an analogous 2:1 complex

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