3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

• ChemBase ID: 87514
• Molecular Formular: C12H13N5
• Molecular Mass: 227.26512
• Monoisotopic Mass: 227.11709544
• SMILES: n1c2c(nc(c1)C)c1c(c(c2)C)n(c(n1)N)C
• Canonical SMILES: Cc1cnc2c(n1)c1nc(n(c1c(c2)C)C)N
• InChI: InChI=1S/C12H13N5/c1-6-4-8-9(15-7(2)5-14-8)10-11(6)17(3)12(13)16-10/h4-5H,1-3H3,(H2,13,16)
• InChIKey: LAZSIJHHPMHKQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine
• IUPAC Traditional name: 3,4,8-trimethylimidazo[4,5-f]quinoxalin-2-amine
• Synonyms: 4,8-DIMEIQX; 2-Amino-3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxaline; 3,4,8-Trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

Database IDs

• CAS Number: 95896-78-9
• MDL Number: MFCD00269903
• PubChem SID: 162074554
• PubChem CID: 104739

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1591518
• LogD (pH = 7.4): 1.3068432
• Log P: 1.3091283
• Molar Refractivity: 65.064 cm^3
• Polarizability: 26.839048 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - A631000

A mutagenic/carcinogenic heterocyclic amine formation in fried beef steak.

REFERENCES

• Environmental Health Perspectives, 67, 17, (1986)
• Sugimura, T., et al.: Mutation Research, 290, 43 (1986)
• Eisenbrand & Tang: Toxicology, 84, 1 (1986)
• Vikse, R., et al.: Mutation Research, 298, 207 (1993)