N-{3-methyl-3H-imidazo[4,5-f]quinolin-2-yl}hydroxylamine

• ChemBase ID: 170099
• Molecular Formular: C11H10N4O
• Molecular Mass: 214.2233
• Monoisotopic Mass: 214.08546096
• SMILES: c1cnc2c(c1)c1c(cc2)n(c(n1)NO)C
• Canonical SMILES: ONc1nc2c(n1C)ccc1c2cccn1
• InChI: InChI=1S/C11H10N4O/c1-15-9-5-4-8-7(3-2-6-12-8)10(9)13-11(15)14-16/h2-6,16H,1H3,(H,13,14)
• InChIKey: QYFQSQCBYZOECM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-methyl-3H-imidazo[4,5-f]quinolin-2-yl}hydroxylamine
• IUPAC Traditional name: N-{3-methylimidazo[4,5-f]quinolin-2-yl}hydroxylamine
• Synonyms: N-Hydroxy-3-methyl-3H-imidazo[4,5-f]quinolin-2-amine; 1,3-Dihydro-3-methyl-2H-imidazo[4,5-f]quinolin-2-one Oxime; N-OH-IQ; 2-Hydroxyamino-3-methyl-3H-imidazo[4,5-f]quinoline

Database IDs

• CAS Number: 77314-23-9
• PubChem SID: 164226009
• PubChem CID: 105079

CALCULATED PROPERTIES

• Acid pKa: 14.462044
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6641932
• LogD (pH = 7.4): 1.8307122
• Log P: 1.8333546
• Molar Refractivity: 60.247 cm^3
• Polarizability: 24.79878 Å^3
• Polar Surface Area: 62.97 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Dark Orange Solid
• Melting Point: >170°C dec.

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light Sensitive

DETAILS

Toronto Research Chemicals - H785000

2-Hydroxy derivative of the mutagenic heterocyclic amine, IQ.

REFERENCES

• Kim, D., et al.: Chem. Res. Toxicol., 17, 529 (1994)
• Lakshmi, V., et al.: Food Chem. Toxicol., 43, 1607 (1994)
• Davis, C., et al.: Toxicol. App. Pharmacol., 124, 201 (1994)