6-nitro-N-[2-(4-phenoxyphenyl)ethyl]quinazolin-4-amine

• ChemBase ID: 175271
• Molecular Formular: C22H18N4O3
• Molecular Mass: 386.40332
• Monoisotopic Mass: 386.13789046
• SMILES: c1c(ccc2c1c(ncn2)NCCc1ccc(cc1)Oc1ccccc1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)c(NCCc1ccc(cc1)Oc1ccccc1)ncn2
• InChI: InChI=1S/C22H18N4O3/c27-26(28)17-8-11-21-20(14-17)22(25-15-24-21)23-13-12-16-6-9-19(10-7-16)29-18-4-2-1-3-5-18/h1-11,14-15H,12-13H2,(H,23,24,25)
• InChIKey: UFAXMTYCHLXRRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-nitro-N-[2-(4-phenoxyphenyl)ethyl]quinazolin-4-amine
• IUPAC Traditional name: 6-nitro-N-[2-(4-phenoxyphenyl)ethyl]quinazolin-4-amine
• Synonyms: 6-Nitro-N-[2-(4-phenoxyphenyl)ethyl]-4-quinazolinamine; 6-Nitro-4-(4-phenoxyphenylethylamino)quinazoline

Database IDs

• CAS Number: 545380-35-6
• PubChem SID: 164231181
• PubChem CID: 71751066

CALCULATED PROPERTIES

• Acid pKa: 18.526917
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.9221816
• LogD (pH = 7.4): 4.9453993
• Log P: 4.945704
• Molar Refractivity: 112.2409 cm^3
• Polarizability: 42.57304 Å^3
• Polar Surface Area: 92.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - N496955

Intermediate in the preparation of NF-κB transcriptional activators.

REFERENCES

• Tobe, M., et al.: Bioorg. Med. Chem., 11, 383 (2003)