Date published: 2025-11-19
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2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (CAS 77094-11-2) - chemical structure image
Molecular structure of 2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline, CAS Number: 77094-11-2
2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (CAS 77094-11-2) - chemical structure image
Molecular structure of 2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline, CAS Number: 77094-11-2
Molecular structure of 2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline, CAS Number: 77094-11-2

2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (CAS 77094-11-2)

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Alternate Names:
MeIQ
Application:
2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline is a mutagenic heterocyclic amine found in cooked food.
CAS Number:
77094-11-2
Molecular Weight:
212.25
Molecular Formula:
C12H12N4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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SDS & Certificate of Analysis

2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline can interact with a variety of biomolecular targets. In research applications, this compound is particularly valued for its role in studying cellular signaling pathways, where it can serve as a tool to elucidate the function of enzymes and receptors that are sensitive to alterations in cellular nucleophilic sites. Its ability to modulate the activity of specific proteins through binding interactions makes it a valuable probe in the exploration of biochemical processes. Moreover, the compound′s fluorescent properties, stemming from its conjugated system, allow for its use in tracing and imaging applications, facilitating the visualization of cellular components and processes under investigation. The compound′s utility in research extends to the study of nucleic acid dynamics, protein synthesis, and enzyme catalysis, highlighting its versatility and importance in the advancement of biochemical and molecular biology fields.


2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (CAS 77094-11-2) References

  1. Activation of MeIQ (2-amino-3,4-dimethylimidazo- [4,5-f]quinoline) by sequence variants of recombinant human cytochrome P450 1A2.  |  Josephy, PD., et al. 2000. Environ Mol Mutagen. 35: 328-35. PMID: 10861951
  2. Covalent binding of food carcinogens MeIQx, MeIQ and IQ to DNA and protein in microsomal incubations and isolated rat hepatocytes.  |  Wallin, H., et al. 1992. Pharmacol Toxicol. 70: 220-5. PMID: 1579548
  3. Genotoxic effects of 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ) in rats measured by alkaline elution.  |  Holme, JA., et al. 1991. Mutat Res. 251: 1-6. PMID: 1944367
  4. Metabolism of 2-amino-3-methylimidazo[4,5-f]quinoline IQ and 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ) in suspensions of isolated rat-liver cells.  |  Holme, JA., et al. 1987. Toxicol In Vitro. 1: 175-81. PMID: 20702361
  5. [Genotoxicity of fried fish extract, MeIQ and inhibition by green tea antioxidant].  |  Liu, XL. 1990. Zhonghua Zhong Liu Za Zhi. 12: 170-3. PMID: 2249586
  6. Antimutagenic activity of flavonoids from Sozuku.  |  Okuno, Y., et al. 2019. Nat Prod Res. 33: 862-865. PMID: 29183163
  7. Mutagenic activation of 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) and 2-amino-3,4-dimethylimidazo[4,5-f]-quinoline (MeIQ) by subcellular fractions and cells isolated from small intestine, kidney and liver of the rat.  |  Holme, JA., et al. 1987. Cell Biol Toxicol. 3: 51-61. PMID: 3148360
  8. Modulation of the mutagenic effects of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ) in bacteria with rat-liver 9000 x g supernatant or monolayers of rat hepatocytes as an activation system.  |  Holme, JA., et al. 1988. Mutat Res. 197: 39-49. PMID: 3275882
  9. Comparative genotoxic effects of IQ and MeIQ in Salmonella typhimurium and cultured mammalian cells.  |  Holme, JA., et al. 1987. Mutat Res. 187: 181-90. PMID: 3550445
  10. Carcinogenicities in mice and rats of IQ, MeIQ, and MeIQx.  |  Ohgaki, H., et al. 1985. Princess Takamatsu Symp. 16: 97-105. PMID: 3842704
  11. Organ variation in the mutagenicity of MeIQ in Big Blue lacI transgenic mice.  |  Suzuki, T., et al. 1996. Mutat Res. 369: 45-9. PMID: 8700181
  12. p53 mutations in MeIQ-induced mouse forestomach tumors.  |  Makino, H., et al. 1997. Nihon Ika Daigaku Zasshi. 64: 39-44. PMID: 9119951
  13. Chromosome aberrations induced in mice by chronic feeding of 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ).  |  Ramsey, MJ., et al. 1998. Food Chem Toxicol. 36: 467-74. PMID: 9674954
  14. No direct correlation between mutant frequencies and cancer incidence induced by MeIQ in various organs of Big Blue mice.  |  Nagao, M., et al. 1998. Mutat Res. 400: 251-7. PMID: 9685668

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Product NameCatalog #UNITPriceQtyFAVORITES

2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline, 10 mg

sc-209024
10 mg
$393.00
1-800-457-3801
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