1,3-bis(4-nitrophenyl)urea

• ChemBase ID: 75248
• Molecular Formular: C13H10N4O5
• Molecular Mass: 302.2423
• Monoisotopic Mass: 302.06511944
• SMILES: [N+](=O)(c1ccc(cc1)NC(=O)Nc1ccc(cc1)[N+](=O)[O-])[O-]
• Canonical SMILES: O=C(Nc1ccc(cc1)[N+](=O)[O-])Nc1ccc(cc1)[N+](=O)[O-]
• InChI: 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)
• InChIKey: JEZZOKXIXNSKQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis(4-nitrophenyl)urea
• IUPAC Traditional name: urea, N,N'-bis(4-nitrophenyl)-
• Synonyms: N,N'-Bis(p-nitrophenyl)urea; 4,4'-Dinitrocarbanilide; 4,4'-Dinitrodiphenylurea; DNC; N,N'-Di(p-nitrophenyl)urea; NSC 101086; 1,3-Bis(4-nitrophenyl)urea; N,N'-Bis(4-nitrophenyl)urea; 4′,4′′-Dinitrocarbanilide; 1,3-Bis(4-nitrophenyl)urea; 4′,4′′-二硝基二苯脲; 1,3-双(4-硝基苯基)脲

Database IDs

• CAS Number: 587-90-6
• EC Number: 209-607-7
• MDL Number: MFCD00024602
• PubChem SID: 24864321; 162040166
• PubChem CID: 9509

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

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: >300 °C(lit.); 295-299°C

Safety Information

• Storage Condition: Refrigerator
• 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

Pharmacology Properties

• Gene Information: human ... EPHX2(2053)mouse ... Ephx2(13850)

Product Information

• Purity: 97%
• Linear Formula: (O2NC6H4NH)2CO

DETAILS

Sigma Aldrich - 390151

Packaging
5 g in glass bottle

Toronto Research Chemicals - B508500

The active component of the antifertility agent nicarbazin, in chicken, duck, and goose plasma.

REFERENCES

• Polin, D., et al.: Poultry Sci., 35, 1367 (1956)
• Primus, T.M., et al.: J. Agric. Food Chem., 49, 3589 (1956)