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

• ChemBase ID: 74100
• Molecular Formular: C12H12N4
• Molecular Mass: 212.25048
• Monoisotopic Mass: 212.1061964
• SMILES: n1cccc2c3c(c(cc12)C)n(c(n3)N)C
• Canonical SMILES: Cc1cc2ncccc2c2c1n(C)c(n2)N
• InChI: InChI=1S/C12H12N4/c1-7-6-9-8(4-3-5-14-9)10-11(7)16(2)12(13)15-10/h3-6H,1-2H3,(H2,13,15)
• InChIKey: GMGWMIJIGUYNAY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-dimethyl-3H-imidazo[4,5-f]quinolin-2-amine
• IUPAC Traditional name: 3,4-dimethylimidazo[4,5-f]quinolin-2-amine
• Synonyms: MeIQ; 2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline

Database IDs

• CAS Number: 77094-11-2
• MDL Number: MFCD00468067
• PubChem SID: 162039019
• PubChem CID: 62274

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6145975
• LogD (pH = 7.4): 1.3884474
• Log P: 2.0095801
• Molar Refractivity: 63.0014 cm^3
• Polarizability: 25.998787 Å^3
• Polar Surface Area: 56.73 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid
• Melting Point: >255°C (dec.); 291-293°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Toxic

DETAILS

Toronto Research Chemicals - A605200

Mutagenic heterocyclic amines in cooked food.

REFERENCES

• Stavric, B., et al.: Fd. Chem. Toxic., 31, 12, 981 (1993)
• Sugimura, T., et al.: Mutation Research, 290, 43 (1993)
• Eisenbrand & Tang: Toxicology, 84, 1 (1993)