2-hydroxy-3,5-dinitro-N'-[(1E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide

• ChemBase ID: 175150
• Molecular Formular: C12H7N5O9
• Molecular Mass: 365.21208
• Monoisotopic Mass: 365.02437683
• SMILES: c1(ccc(o1)/C=N/NC(=O)c1c(c(cc(c1)[N+](=O)[O-])[N+](=O)[O-])O)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(o1)/C=N/NC(=O)c1cc(cc(c1O)[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C12H7N5O9/c18-11-8(3-6(15(20)21)4-9(11)16(22)23)12(19)14-13-5-7-1-2-10(26-7)17(24)25/h1-5,18H,(H,14,19)/b13-5+
• InChIKey: XXUXXCZCUGIGPP-WLRTZDKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3,5-dinitro-N'-[(1E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide
• IUPAC Traditional name: 2-hydroxy-3,5-dinitro-N'-[(1E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide
• Synonyms: 2-Hydroxy-3,5-dinitro-N'-[(5-nitro-2-furyl)methylene]benzohydrazide; Nifursol; 2-Hydroxy-3,5-dinitro-benzoic Acid 2-[(5-Nitro-2-furanyl)methylene]hydrazide; 3,5-Dinitro-salicylic Acid (5-Nitrofurfurylidene)hydrazide; Histomon; Salfuride; Sulfuride; Nifursol

Database IDs

• CAS Number: 16915-70-1
• EC Number: 240-963-6
• PubChem SID: 164231060
• PubChem CID: 9570327

CALCULATED PROPERTIES

• Acid pKa: 3.19014
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.53752553
• LogD (pH = 7.4): 0.3993613
• Log P: 2.2790596
• Molar Refractivity: 80.8221 cm^3
• Polarizability: 29.027445 Å^3
• Polar Surface Area: 204.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 215-220°C (dec.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• RTECS: VO2980000
• TSCA Listed: 是

DETAILS

Toronto Research Chemicals - N458700

A medicinal, prophylactic additive in animal feeds, protecting poultry from histomoniasis.

REFERENCES

• Kowalski, P., et al.: J. Pharm. Biomed. Anal., 32, 937 (2003)
• Khlebnikov, A., et al.: Bioorg. Med. Chem., 16, 9302 (2003)
• Schepetkin, I., et al.: Mol. Pharmacol., 74, 392 (2003)