49844-36-2

Usage

Uses

Used in Organic Synthesis:
ETHYL 6-CHLORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-1-CARBOXYLATE is used as a building block in organic synthesis for the creation of more complex molecules, leveraging its unique structure and functional groups to facilitate the formation of desired chemical entities.
Used in Pharmaceutical Development:
In the pharmaceutical industry, ETHYL 6-CHLORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-1-CARBOXYLATE is used as a precursor in the synthesis of potential drug candidates, capitalizing on its reactivity and structural features to develop new therapeutic agents.
Used in Agrochemical Production:
ETHYL 6-CHLORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-1-CARBOXYLATE is utilized as a key intermediate in the production of agrochemicals, contributing to the development of novel compounds with improved efficacy and selectivity in agricultural applications.
Used in Research and Chemical Engineering:
In the fields of organic chemistry and chemical engineering, ETHYL 6-CHLORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-1-CARBOXYLATE is employed as a research tool, enabling scientists to explore its properties and reactivity, thereby advancing the understanding of chemical reactions and processes.

Upstream product

• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 30132-23-1 ethyl 3-bromo-2-oxocyclohexanecarboxylate 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 871586-78-6 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylic acid (1-phenylethyl)amide 
• 871586-81-1 EX-527 
• 49843-98-3 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 
• 50639-66-2 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylic acid 

Relevant academic research and scientific papers

Tetrahydrocarbazole Inhibitors Of SIRT1 Receptors

Described are deuterium-substituted tetrahydrocarbazole compounds of Formulae I, II, or III which are inhibitors of sirtuin 1 (SIRT1). Also described are pharmaceutical compositions comprising the deuterium-substituted tetrahydrocarbazole compounds, and methods of use thereof.

PROCESSES FOR THE PREPARATION OF 6-CHLORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-1-CARBOXAMIDE AND OF ITS PRECURSORS

The invention relates to a novel process for the preparation of rac-6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide (I) through the conversion of a 3-bromo-2-oxo-cyclohexanecarboxylic acid alkyl ester (I'-a) into 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylic acid alkyl ester (I'-b), which in turn is processed to yield the final product (I).

Discovery of indoles as potent and selective inhibitors of the deacetylase SIRT1

High-throughput screening against the human sirtuin SIRT1 led to the discovery of a series of indoles as potent inhibitors that are selective for SIRT1 over other deacetylases and NAD-processing enzymes. The most potent compounds described herein inhibit SIRT1 with IC50 values of 60-100 nM, representing a 500-fold improvement over previously reported SIRT inhibitors. Preparation of enantiomerically pure indole derivatives allowed for their characterization in vitro and in vivo. Kinetic analyses suggest that these inhibitors bind after the release of nicotinamide from the enzyme and prevent the release of deacetylated peptide and O-acetyl-ADP-ribose, the products of enzyme-catalyzed deacetylation. These SIRT1 inhibitors are low molecular weight, cell-permeable, orally bioavailable, and metabolically stable. These compounds provide chemical tools to study the biology of SIRT1 and to explore therapeutic uses for SIRT1 inhibitors.

Treating a viral disorder

Heterocyclic compounds of formula (I) and methods of treating or preventing an HIV-mediated disorder by administering a compound of formula (I) are described herein.