2-N-(2-aminoethyl)-5-nitropyridine-2,6-diamine

• ChemBase ID: 160137
• Molecular Formular: C7H11N5O2
• Molecular Mass: 197.19454
• Monoisotopic Mass: 197.09127462
• SMILES: c1(c(ccc(n1)NCCN)[N+](=O)[O-])N
• Canonical SMILES: [O-][N+](=O)c1ccc(nc1N)NCCN
• InChI: InChI=1S/C7H11N5O2/c8-3-4-10-6-2-1-5(12(13)14)7(9)11-6/h1-2H,3-4,8H2,(H3,9,10,11)
• InChIKey: JNXKEBLSRILDQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-N-(2-aminoethyl)-5-nitropyridine-2,6-diamine
• IUPAC Traditional name: 2-N-(2-aminoethyl)-5-nitropyridine-2,6-diamine
• Synonyms: (2-Aminoethyl)(6-amino-5-nitro-2-pyridyl)amine; N6-(2-Aminoethyl)-3-nitro-2,6-pyridinediamine

Database IDs

• CAS Number: 252944-01-7
• PubChem SID: 162254272
• PubChem CID: 22142380

CALCULATED PROPERTIES

• Acid pKa: 16.6908
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.6183581
• LogD (pH = 7.4): -1.7747
• Log P: 0.381341
• Molar Refractivity: 54.6968 cm^3
• Polarizability: 18.86373 Å^3
• Polar Surface Area: 122.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A609445

Intermediate in the preparation of glycogen synthase kinase-3 (GSK-3) inhibitors.

REFERENCES

• Wang., et al.: Anal. BioChem., 220, 397 (1994)