3H-imidazo[4,5-f]quinolin-2-amine

• ChemBase ID: 160197
• Molecular Formular: C10H8N4
• Molecular Mass: 184.19732
• Monoisotopic Mass: 184.07489628
• SMILES: c1cnc2c(c1)c1c(cc2)[nH]c(n1)N
• Canonical SMILES: Nc1nc2c([nH]1)ccc1c2cccn1
• InChI: InChI=1S/C10H8N4/c11-10-13-8-4-3-7-6(9(8)14-10)2-1-5-12-7/h1-5H,(H3,11,13,14)
• InChIKey: GSLMSTTZNJHJRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3H-imidazo[4,5-f]quinolin-2-amine
• IUPAC Traditional name: 3H-imidazo[4,5-f]quinolin-2-amine
• Synonyms: 1H-Imidazo[4,5-f]quinolin-2-amine; 2-Amino-3H-imidazo[4,5-f]quinoline; 2-Aminoimidazo[4,5-f]quinoline

Database IDs

• CAS Number: 76180-97-7
• PubChem SID: 162254332
• PubChem CID: 149553

CALCULATED PROPERTIES

• Acid pKa: 12.538175
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.09713713
• LogD (pH = 7.4): 0.80809957
• Log P: 1.2724828
• Molar Refractivity: 53.0635 cm^3
• Polarizability: 22.473927 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A611680

A metabolite of the carcinogen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), (A616500).

REFERENCES

• Barnes, W., et al.: Carcinogenesis, 6, 441 (1985)
• Inamasu, T., et al.: Food Chem. Toxicol., 27, 369 (1985)
• Stiborova, M., et al.: Cancer Res., 64, 8374 (1985)
• Armbrecht, H., et al.: Drug Metab. Dispos., 35, 633 (1985)