1,3-bis(4-nitrophenyl)urea; 4,6-dimethylpyrimidin-2-ol

• ChemBase ID: 132709
• Molecular Formular: C19H18N6O6
• Molecular Mass: 426.38282
• Monoisotopic Mass: 426.12878233
• SMILES: Cc1cc(nc(n1)O)C.c1cc(ccc1NC(=O)Nc1ccc(cc1)[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: O=C(Nc1ccc(cc1)[N+](=O)[O-])Nc1ccc(cc1)[N+](=O)[O-].Cc1cc(C)nc(n1)O
• 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)
• InChIKey: UKHWDRMMMYWSFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis(4-nitrophenyl)urea; 4,6-dimethylpyrimidin-2-ol
• IUPAC Traditional name: 4,6-dimethylpyrimidin-2-ol; urea, N,N'-bis(4-nitrophenyl)-
• Synonyms: Nicarbazin; N,N′-bis(4-Nitrophenyl)urea compound with 4,6-dimethyl-2-pyrimidinone; 含 4,6-二甲基-2-嘧啶酮的 N,N′-双(4-硝基苯基)脲化合物; 尼卡巴嗪

Database IDs

• CAS Number: 330-95-0
• EC Number: 206-359-1
• MDL Number: MFCD00867204
• PubChem SID: 162226986
• PubChem CID: 9507

CALCULATED PROPERTIES

• Acid pKa: 10.99142
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.9986222
• LogD (pH = 7.4): 2.9985178
• Log P: 2.9986236
• Molar Refractivity: 80.7022 cm^3
• Polarizability: 27.944305 Å^3
• Polar Surface Area: 132.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: FE0900000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C13H10N4O5 · C6H8N2O

DETAILS

Sigma Aldrich - N3905

Biochem/physiol Actions
Nicarbazin affects avian reproduction by reducing egg production, egg weight, and egg hatchability. The mechanism of action of Nicarbazin is unknown.
Application
Nicarbazin is a coccidiostat (antiprotozoal agent) in the poultry industry and is 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 Nicarbazin1.
Nicarbazin is used to interfere with the formation of the vitelline (yolk) membrane in bird eggs, as a waterfowl contraceptive.

Sigma Aldrich - 32409

Legal Information
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