2-[(ethylamino)methyl]-4-nitrophenol

• ChemBase ID: 168402
• Molecular Formular: C9H12N2O3
• Molecular Mass: 196.20318
• Monoisotopic Mass: 196.08479225
• SMILES: c1cc(cc(c1O)CNCC)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc(CNCC)c(cc1)O
• InChI: InChI=1S/C9H12N2O3/c1-2-10-6-7-5-8(11(13)14)3-4-9(7)12/h3-5,10,12H,2,6H2,1H3
• InChIKey: BXQBOFZTTUXRNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(ethylamino)methyl]-4-nitrophenol
• IUPAC Traditional name: 2-[(ethylamino)methyl]-4-nitrophenol
• Synonyms: 2-[(Ethylamino)methyl]-4-nitrophenol

Database IDs

• CAS Number: 71130-60-4
• PubChem SID: 162262534
• PubChem CID: 94665

CALCULATED PROPERTIES

• Acid pKa: 5.628705
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.1030967
• LogD (pH = 7.4): 0.4617337
• Log P: 0.46572298
• Molar Refractivity: 53.3602 cm^3
• Polarizability: 19.863691 Å^3
• Polar Surface Area: 78.08 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Hot Methanol
• Apperance: Bright-Yellow Solid
• Melting Point: 200-201°C

DETAILS

Toronto Research Chemicals - E898825

2-[(Ethylamino)methyl]-4-nitrophenol is used in synthesis of some novel amodiaquine analogs as potential antimalarial and antifilarial compounds.

REFERENCES

• Go, M., et al.: J. Med. Chem., 24, 1471 (1981)