ChemicalBook--->CAS DataBase List--->75483-04-4

75483-04-4

75483-04-4 Structure

75483-04-4 Structure
IdentificationBack Directory
[Name]

4-Chloro-1,2-dihydro-3-(ethoxycarbonyl)-1-methyl-2-oxoquinoline
[CAS]

75483-04-4
[Synonyms]

AI-1
AI-1 >=98% (HPLC)
Nrf2 Activator II, AI-1
AI-1 (Nrf2 acticatior AI-1)
Nrf2 Activator II, AI-1 - CAS 75483-04-4 - Calbiochem
4-Chloro-1,2-dihydro-3-(ethoxycarbonyl)-1-methyl-2-oxoquinoline
Ethyl 4-chloro-1,2-dihydro-1-methyl-2-oxoquinoline-3-carboxylate
4-Chloro-1,2-dihydro-1-methyl-2-oxo-3-quinolinecarboxylic acid ethyl ester
[Molecular Formula]

C13H12ClNO3
[MDL Number]

MFCD00634787
[MOL File]

75483-04-4.mol
[Molecular Weight]

265.69
Chemical PropertiesBack Directory
[Melting point ]

90-92 °C
[Boiling point ]

358.7±42.0 °C(Predicted)
[density ]

1.34±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥15mg/mL
[form ]

powder
[pka]

-2.22±0.60(Predicted)
[color ]

white to tan
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
[InChI]

1S/C13H12ClNO3/c1-3-18-13(17)10-11(14)8-6-4-5-7-9(8)15(2)12(10)16/h4-7H,3H2,1-2H3
[InChIKey]

XUJQDJGGHFNYDY-UHFFFAOYSA-N
[SMILES]

Clc1c2c([n]([c](c1C(=O)OCC)=O)C)cccc2
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

43
[Safety Statements ]

36/37
[WGK Germany ]

WGK 3
[HS Code ]

2933499090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

AI-1 (75483-04-4) is a novel antioxidant response element (ARE) activator which activates Nrf2 by covalently modifying Keap1 (Kelch-like ECH-associated protein 1) a negative regulator of Nrf2. Modification of Cys151 of Keap1 by AI-1 disrupts the ability of Keap1 to serve as an adaptor for Cul3-Keap1 ubiquitin ligase complex, thereby stabilizing and inducing transcriptional activation of Nrf2. AI-1 is a useful pharmacological tool for probing the involvement of Nrf2 in cellular physiology.1?Cell permeable.
[Uses]

AI-1 is an antioxidant response element (ARE) that activates Nrf2 by covalently modifying Keap1. AI-1 is a useful pharmacological probe for investigating the molecular details of the cellular antioxidant response.
[References]

1) Hur?et al. (2010),?A small-molecule inducer of the antioxidant response element; Chem. Biol.,?17?537
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