885272-42-4

Basic information

• Product Name: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1H-Indole-1-carboxylic acid, 4-aMino-2,3-dihydro-, 1,1-diMethylethyl ester;tert-butyl 4-aMinoindoline-1-carboxylate;tert-Butyl 4-amino-2,3-dihydro-1H-indole-1-carboxylate
• CAS NO: 885272-42-4
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.29
• Mol File: 885272-42-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 370.4±41.0 °C(Predicted)
• Appearance: /
• Density: 1.177±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.19±0.20(Predicted)
• CAS DataBase Reference: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(885272-42-4)
• EPA Substance Registry System: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(885272-42-4)

Safety Data

• Hazardous Substances Data: 885272-42-4(Hazardous Substances Data)

Usage

General Description

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is a chemical compound that is an ester derivative of 4-amino-2,3-dihydro-indole-1-carboxylic acid. It is commonly used as a building block in the synthesis of pharmaceutical compounds and as a starting material in organic synthesis. The tert-butyl ester group in the molecule provides stability and protection to the carboxylic acid functionality, making it a versatile intermediate in the production of various drugs and pharmaceuticals. It is important to handle this chemical with care and follow proper safety precautions when using it in chemical reactions and processes.

Upstream product

• 913836-24-5 tert-butyl 4-nitro-1H-indole-1-carboxylate 
• 4769-97-5 4-nitro-1H-indoIe 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Design, Synthesis, and Structure-Activity Relationships of Indoline-Based Kelch-like ECH-Associated Protein 1-Nuclear Factor (Erythroid-Derived 2)-Like 2 (Keap1-Nrf2) Protein-Protein Interaction Inhibitors

The Keap1 (Kelch-like ECH-associated protein 1)-Nrf2 (nuclear factor erythroid 2-related factor 2)-ARE (antioxidant response element) pathway is the major defending mechanism against oxidative stresses, and directly disrupting the Keap1-Nrf2 protein-protein interaction (PPI) has been an attractive strategy to target oxidative stress-related diseases, including cardiovascular diseases. Here, we describe the design, synthesis, and structure-activity relationships (SARs) of indoline-based compounds as potent Keap1-Nrf2 PPI inhibitors. Comprehensive SAR analysis and thermodynamics-guided optimization identified 19a as the most potent inhibitor in this series, with an IC50 of 22 nM in a competitive fluorescence polarization assay. Further evaluation indicated the proper drug-like properties of 19a. Compound 19a dose-dependently upregulated genes and protein level of Nrf2 as well as its downstream markers and showed protective effects against lipopolysaccharide-induced injury in both H9c2 cardiac cells and mouse models. Collectively, we reported here a novel indoline-based Keap1-Nrf2 PPI inhibitor as a potential cardioprotective agent.