![2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (CAS 76180-96-6) - chemical structure image](https://media.scbt.com/product/2-amino-3-methyl-3h-imidazo4-5-fquinoline-76180-96-6-structure_09_48_b_94832.jpg)
![2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (CAS 76180-96-6) - chemical structure image](https://media.scbt.com/product/2-amino-3-methyl-3h-imidazo4-5-fquinoline-76180-96-6-structure_09_48_t_94832.jpg "Molecular structure of 2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline, CAS Number: 76180-96-6")
Molecular structure of 2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline, CAS Number: 76180-96-6
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (CAS 76180-96-6)
See product citations (30)
Alternate Names:
3-Methyl-3H-imidazo[4,5-f]quinolin-2-amine
Application:
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline is a highly mutagenic compound
CAS Number:
76180-96-6
Molecular Weight:
198.22
Molecular Formula:
C11H10N4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (3M-IMQ) is a highly mutagenic compound in the Ames test that is present in protein pyrolysates along with other sources. It has been used as a substrate in enzyme-linked immunosorbent assays (ELISAs) to detect specific proteins in biological samples. Additionally, 2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline inhibits the activity of enzymes like cyclooxygenase-2 (COX-2) involved in prostaglandin production, receptors like the histamine H1 receptor regulating inflammation and allergic reactions, and exhibits antioxidant and anti-inflammatory effects.
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (CAS 76180-96-6) References
- Mutagenicity and co-mutagenicity of static magnetic fields detected by bacterial mutation assay. | Ikehata, M., et al. 1999. Mutat Res. 427: 147-56. PMID: 10393268
- Prevention of heterocyclic amine-induced DNA damage in colon and liver of rats by different lactobacillus strains. | Zsivkovits, M., et al. 2003. Carcinogenesis. 24: 1913-8. PMID: 12970070
- Effect of intestinal microfloras from vegetarians and meat eaters on the genotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline, a carcinogenic heterocyclic amine. | Kassie, F., et al. 2004. J Chromatogr B Analyt Technol Biomed Life Sci. 802: 211-5. PMID: 15036013
- Transcriptomic profile indicative of immunotoxic exposure: in vitro studies in peripheral blood mononuclear cells. | Hochstenbach, K., et al. 2010. Toxicol Sci. 118: 19-30. PMID: 20702593
- Uptake of heterocyclic aromatic amine by insoluble dietary fiber in artificial gastric and intestinal juice. | Iuchi, A., et al. 2004. Environ Health Prev Med. 9: 47-52. PMID: 21432298
- Antioxidant and antigenotoxic effects of rosemary (Rosmarinus officinalis L.) extracts in Salmonella typhimurium TA98 and HepG2 cells. | Zegura, B., et al. 2011. Environ Toxicol Pharmacol. 32: 296-305. PMID: 21843811
- Genotoxicity and induction of DNA damage responsive genes by food-borne heterocyclic aromatic amines in human hepatoma HepG2 cells. | Pezdirc, M., et al. 2013. Food Chem Toxicol. 59: 386-94. PMID: 23810796
- β-Glucuronidase and β-glucosidase activity and human fecal water genotoxicity in the presence of probiotic lactobacilli and the heterocyclic aromatic amine IQ in vitro. | Nowak, A. and Śliżewska, K. 2014. Environ Toxicol Pharmacol. 37: 66-73. PMID: 24309132
- The influence of Lactobacillus casei DN 114 001 on the activity of faecal enzymes and genotoxicity of faecal water in the presence of heterocyclic aromatic amines. | Nowak, A., et al. 2014. Anaerobe. 30: 129-36. PMID: 25280921
- Protective activity of probiotic bacteria against 2-amino-3-methyl-3H-imidazo[4,5-f]quinoline (IQ) and 2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine (PhIP) - an in vitro study. | Nowak, A., et al. 2015. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 32: 1927-38. PMID: 26295367
- Prebiotics and age, but not probiotics affect the transformation of 2-amino-3-methyl-3H-imidazo[4,5-f]quinoline (IQ) by fecal microbiota - An in vitro study. | Nowak, A., et al. 2016. Anaerobe. 39: 124-35. PMID: 27034248
- Genotoxicity of heterocyclic amines (HCAs) on freshly isolated human peripheral blood mononuclear cells (PBMC) and prevention by phenolic extracts derived from olive, olive oil and olive leaves. | Fuccelli, R., et al. 2018. Food Chem Toxicol. 122: 234-241. PMID: 30321573
- Cytome micronucleus assays with a metabolically competent human derived liver cell line (Huh6): A promising approach for routine testing of chemicals? | Mišík, M., et al. 2019. Environ Mol Mutagen. 60: 134-144. PMID: 30408237
- Comparison of the metabolism of 10 cosmetics-relevant chemicals in EpiSkin™ S9 subcellular fractions and in vitro human skin explants. | Géniès, C., et al. 2020. J Appl Toxicol. 40: 313-326. PMID: 31701564
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline, 100 mg | sc-209016 | 100 mg | $326.00 |