Product Name :
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (CAS 76180-96-6)

Synonym :
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:
76180-96-6

Purity:

Molecular Weight:
198.22

Formula :
C11H10N4

Physical state:
Solid

solubility :
Soluble in DMSO, Hydrochloric Acid (aq) and Methanol Slightly

Shipping Condition :
Store at 4° C

Melting point:
>292° C (dec.)

SMILES:
CN1C2=C(C3=C(C=C2)N=CC=C3)N=C1N

References:
:Mutagenicity and co-mutagenicity of static magnetic fields detected by bacterial mutation assay. | Ikehata, M., et al. 1999. Mutat Res. 427: 147-56. BnO-PEG4-OH site PMID: 10393268Prevention 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. 1795451-70-5 manufacturer PMID: 12970070Effect 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: 15036013Transcriptomic profile indicative of immunotoxic exposure: in vitro studies in peripheral blood mononuclear cells. | Hochstenbach, K., et al. 2010. Toxicol Sci. 118: 19-30. PMID: 20702593Uptake 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: 21432298Antioxidant 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: 21843811Genotoxicity 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 beta -Glucuronidase and beta -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: 24309132The 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: 25280921Protective 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: 26295367Prebiotics and age, but not probiotics affect the transformation of 2-amino-3-methyl-3H-imidazo[4,5-f]quinoline (IQ) by fecal microbiota – An invitro study. | Nowak, A., et al. 2016. Anaerobe. 39: 124-35. PMID: 27034248Genotoxicity 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: 30321573Cytome 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: 30408237Comparison 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

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