2-N-{[4-fluoro(2H4)phenyl]methyl}-5-nitropyridine-2,6-diamine

• ChemBase ID: 160351
• Molecular Formular: C12H11FN4O2
• Molecular Mass: 262.2397432
• Monoisotopic Mass: 262.08660383
• SMILES: c1c(ccc(c1)CNc1ccc(c(n1)N)[N+](=O)[O-])F
• Canonical SMILES: Fc1ccc(cc1)CNc1ccc(c(n1)N)[N+](=O)[O-]
• InChI: InChI=1S/C12H11FN4O2/c13-9-3-1-8(2-4-9)7-15-11-6-5-10(17(18)19)12(14)16-11/h1-6H,7H2,(H3,14,15,16)
• InChIKey: ZVCIIRBNNSUNCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-N-{[4-fluoro(^2H₄)phenyl]methyl}-5-nitropyridine-2,6-diamine
• IUPAC Traditional name: 2-N-{[4-fluoro(^2H₄)phenyl]methyl}-5-nitropyridine-2,6-diamine
• Synonyms: N6-[(4-Fluorophenyl)methyl]-3-nitro-2,6-pyridinediamine-d4; 2-Amino-6-[(4-fluorobenzyl)-amino]-3-nitropyridine-d4

Database IDs

• PubChem SID: 162254486
• PubChem CID: 71313325

CALCULATED PROPERTIES

• Acid pKa: 16.674788
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.0099323
• LogD (pH = 7.4): 3.0450332
• Log P: 3.0454998
• Molar Refractivity: 71.576 cm^3
• Polarizability: 24.781612 Å^3
• Polar Surface Area: 96.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol; Tetrahydrofuran,
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A618472

Intermediate in the preparation of Flupirtine metabolites.

REFERENCES

• Seydel, J., et al.: J. Med. Chem., 37, 3016 (1994)