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

• ChemBase ID: 77925
• Molecular Formular: C11H10N4
• Molecular Mass: 198.2239
• Monoisotopic Mass: 198.09054634
• SMILES: n1c2c(ccc1)c1c(cc2)n(c(n1)N)C
• Canonical SMILES: Nc1nc2c(n1C)ccc1c2cccn1
• InChI: InChI=1S/C11H10N4/c1-15-9-5-4-8-7(3-2-6-13-8)10(9)14-11(15)12/h2-6H,1H3,(H2,12,14)
• InChIKey: ARZWATDYIYAUTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine
• IUPAC Traditional name: 3-methylimidazo[4,5-f]quinolin-2-amine
• Synonyms: 3-Methyl-3H-imidazo[4,5-f]quinolin-2-amine; IQ; 2-Amino-3-methyl-3H-imidazo[4,5-f]quinoline; lQ; 2-AMINO-3-METHYL-3H-IMIDAZO-[4,5-f]-QUINOLINE

Database IDs

• CAS Number: 76180-96-6
• MDL Number: MFCD00210316
• PubChem SID: 162042766
• PubChem CID: 53462

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.14828436
• LogD (pH = 7.4): 1.1155684
• Log P: 1.4961587
• Molar Refractivity: 57.9602 cm^3
• Polarizability: 24.235197 Å^3
• Polar Surface Area: 56.73 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Hydrochloric Acid (aq); Methanol Slightly
• Apperance: Beige Solid
• Melting Point: >300°C; >300°C

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• Storage Warning: Toxic
• RTECS: NJ5910000
• European Hazard Symbols: Toxic (T)
• Risk Statements: R:45
• Safety Statements: S:28-36/37/39-45-53

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02154189

(lQ) Purity: ≥98%

Apollo Scientific Ltd - OR1690T

Exhibits extraordinarily high mutagenic potency in the Ames test.

Apollo Scientific Ltd - OR1650T

Broiled fish, fried beef, commercial beef extracts & protein pyrolysates contain IQ which is highly mutagenic in the Ames assay.

Toronto Research Chemicals - A616500

IQ is highly mutagenic in the Ames test. Investigations have shown that this compound may be present in broiled fish, fried beef, commercial beef extracts and protein pyrolysates.

REFERENCES

• Ohgaki, H., et al.: Carcinogenesis, 5, 921 (1984)
• Stavric, B., et al.: Fd. Chem. Toxic., 31, 12, 981 (1984)
• Sugimura, T., et al.: Mutation Research, 290, 43 (1984)
• Eisenbrand & Tang: Toxicology, 84, 1 (1984)
• Josephy, P.D., et al.: Carcinogenesis, 16,