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

Synonym :
MeIQ

Application :
2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline is a mutagenic heterocyclic amine found in cooked food. 19393-83-0 Data Sheet

CAS:
77094-11-2

Purity:

Molecular Weight:
212.25

Formula :
C12H12N4

Physical state:
Solid

solubility :
Soluble in Methanol

Shipping Condition :
Store at 4° C

Melting point:
>255° C (dec.)

SMILES:
CC1=CC2=C(C=CC=N2)C3=C1N(C(=N3)N)C

References:
: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. BuyN-(2-Hydroxyethyl)maleimide 2000. Environ Mol Mutagen. 35: 328-35. PMID: 10861951Covalent 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: 1579548Genotoxic 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: 1944367Metabolism 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[Genotoxicity of fried fish extract, MeIQ and inhibition by green tea antioxidant]. | Liu, XL. 1990. Zhonghua Zhong Liu Za Zhi. 12: 170-3. PMID: 2249586Antimutagenic activity of flavonoids from Sozuku. | Okuno, Y., et al. 2019. Nat Prod Res. 33: 862-865. PMID: 29183163Mutagenic 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: 3148360Modulation 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: 3275882Comparative genotoxic effects of IQ and MeIQ in Salmonella typhimurium and cultured mammalian cells. | Holme, JA., et al. 1987. Mutat Res. 187: 181-90. PMID: 3550445Carcinogenicities in mice and rats of IQ, MeIQ, and MeIQx. | Ohgaki, H., et al. 1985. Princess Takamatsu Symp. 16: 97-105. PMID: 3842704Organ variation in the mutagenicity of MeIQ in Big Blue lacI transgenic mice. | Suzuki, T., et al. 1996. Mutat Res. 369: 45-9. PMID: 8700181p53 mutations in MeIQ-induced mouse forestomach tumors. | Makino, H., et al. 1997. Nihon Ika Daigaku Zasshi. 64: 39-44. PMID: 9119951Chromosome 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: 9674954No 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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