| Identification | Back Directory | [Name]
2-TrifluoroMethyl-2'-Methoxychalcone | [CAS]
1309371-03-6 | [Synonyms]
2-TrifluoroMethyl-2'-Methoxychalcone
2-Propen-1-one, 1-(2-methoxyphenyl)-3-[2-(trifluoromethyl)phenyl]-, (2E)- | [Molecular Formula]
C17H13F3O2 | [MOL File]
1309371-03-6.mol | [Molecular Weight]
306.28 |
| Chemical Properties | Back Directory | [Boiling point ]
395.6±42.0 °C(Predicted) | [density ]
1.238±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
≤11mg/ml in ethanol;5mg/ml in DMSO;14mg/ml in dimethyl formamide | [form ]
solution in acetate. |
| Hazard Information | Back Directory | [Uses]
2-Trifluoromethyl-2'-methoxychalcone is a novel chalcone derivative as potent Nrf2 activators in mice and human lung epithelial cells.
2-Trifluoromethyl-2'-methoxychalcone is a potent activator of Nrf2, both, in vitro and in mice. 4 Human bronchial epithelial cells treated with 10 μM 2-trifluoromethyl-2'-methoxychalcone showed a marked increase in the expression of the Nrf2-regulated antioxidant genes, GCLM and NQO1. | [Uses]
2-Trifluoromethyl-2''-methoxychalcone is a novel chalcone derivative as potent Nrf2 activators in mice and human lung epithelial cells. 2-Trifluoromethyl-2''-methoxychalcone is a potent activator of Nrf2, both, in vitro and in mice. 4 Human bronchial epithelial cells treated with 10 μM 2-trifluoromethyl-2''-methoxychalcone showed a marked increase in the expression of the Nrf2-regulated antioxidant genes, GCLM and NQO1. | [Uses]
Nrf2 activation is central to cytoprotective gene expression against oxidative and/or electrophilic stress. Unless activated by inflammatory, environmental, or oxidative stressors, Nrf2 is sequestered in the cytoplasm by its repressor, Keap1. Because of its protective capabilities, small molecules that activate Nrf2 signaling are being examined as potential anti-cancer or anti-inflammatory agents. 2-Trifluoromethyl-2'-methoxychalcone is a potent activator of Nrf2, both in vitro and in mice. Human bronchial epithelial cells treated with 10 μM 2-trifluoromethyl-2'-methoxychalcone showed a marked increase in the expression of the Nrf2-regulated antioxidant genes, GCLM and NQO1. Furthermore, treatment of mice mice with 50 mg/kg 2-trifluoromethyl-2’-methoxychalcone leads to a 4.5- and 4.6-fold increase in the expression of GCLM and NQO1, respectively, in the small intestine compared to controls.[Cayman Chemical] | [Biological Activity]
2-trifluoromethyl-2'-methoxychalcone is a nrf2 activator.nrf2-mediated activation of antioxidant response element is a key process of molecular mechanisms regulating the protective function of phase ii detoxification and antioxidant enzymes against oxidative stress, carcinogenesis, and inflammation. | [in vitro]
the expression of luciferase gene under the control of nqo1-are sequence was measured using stably transfected beas-2b cells treated with 2-trifluoromethyl-2'-methoxychalcone. results showed that the exposure to 2-trifluoromethyl-2'-methoxychalcone led to a significant concentration-dependent increase in luciferase activity. moreover, beas-2b cells were coincubated with 2-trifluoromethyl-2'-methoxychalcone and with or without n-acetylcysteine, and it was found that 2-trifluoromethyl-2'-methoxychalcone could potentially increase the expression of nr2-regulated antioxidant genes in the presence of n-acetylcysteine [1]. | [in vivo]
c57bl/6 mice were treated with a single dose of vehicle or 2-trifluoromethyl-2'-methoxychalcone or sulforaphane as the positive control, and small intestines were harvested 24 h later. results showed that the expression of gclm and nqo1 in the small intestine of mice treated with 2-trifluoromethyl-2'-methoxychalcone was 6-fold and 10-fold higher compared to vehicle, respectively. in addition, the expression of gclm and nqo1 in the small intestine treated with 2-trifluoromethyl-2'-methoxychalcone was 3-fold and 5-fold higher compared to sulforaphane, respectively [1]. | [storage]
Store at -20°C | [References]
[1] v. kumar, s. kumar, m. hassan, et al. novel chalcone derivatives as potent nrf2 activators in mice and human lung epithelial cells. journal of medicinal chemistry 54(12), 4147-4159 (2011). |
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