1-Chloro-3-methanesulfonyl-6,6-dimethyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
- CAS NO.:882288-28-0
- Empirical Formula: C11H13ClO3S2
- Molecular Weight: 292.8
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-05 11:31:08
What is 1-Chloro-3-methanesulfonyl-6,6-dimethyl-6,7-dihydro-5H-benzo[c]thiophen-4-one?
Description
AI-3 (882288-28-0) is an activator of antioxidant response element (ARE) which induces cytoprotective genes in human cells. It alkylates Keap1 at Cys151 and is reactive toward additional cysteines at higher concentrations. Disrupts Nrf2/Keap1 and Keap1/Cul3 interactions and stabilizes Nrf2. AI-3 activates ARE in an Nrf2 and PI 3-kinase dependent manner. Cell permeable and active?in vivo.
The Uses of 1-Chloro-3-methanesulfonyl-6,6-dimethyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
AI-3 is an electrophilic, antioxidant response element (ARE) activator. AI-3 has the potential to become a valuable biological tool regarding the development of therapeutics towards oxidative stress related diseases.
References
1) Wang?et al. (2013),?In vitro and in vivo characterization of a tunable dual-reactivity probe of the Nrf2-ARE pathway; ACS Chem. Biol.,?8?1764
Properties of 1-Chloro-3-methanesulfonyl-6,6-dimethyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
| storage temp. | -20°C |
| solubility | Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 25 mg/ml). |
| form | solid |
| color | White |
| Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. |
Safety information for 1-Chloro-3-methanesulfonyl-6,6-dimethyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
Computed Descriptors for 1-Chloro-3-methanesulfonyl-6,6-dimethyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
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