90734-98-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Ethoxy-1H-indole-3-carbaldehyde is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to form diverse indole-based compounds, which are often found in biologically active molecules.
Used in Organic Synthesis:
In the realm of organic synthesis, 4-Ethoxy-1H-indole-3-carbaldehyde serves as a valuable precursor, facilitating the creation of complex organic molecules due to its reactive aldehyde group.
Used in Medicinal Chemistry Research:
4-Ethoxy-1H-indole-3-carbaldehyde is employed as a research tool in medicinal chemistry, where its properties are explored for potential therapeutic applications and to understand its interactions with biological targets.
Used in Drug Discovery and Development:
4-ethoxy-1H-indole-3-carbaldehyde is leveraged in drug discovery and development processes, where its structural features are harnessed to design new drugs with improved efficacy and selectivity.

InChI:InChI=1S/C10H6N2O/c11-4-7-2-1-3-9-8(6-13)5-12-10(7)9/h1-3,5-6,12H

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 141-52-6 sodium ethanolate 
• 23456-82-8 4-ethoxy-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 2380-94-1 1H-indol-4-ol 

Downstream Products

• 220657-59-0 4-ethoxy-1-methoxy-2-phenylindole 
• 220657-56-7 2,3-dihydro-4-ethoxyindole 
• 23456-82-8 4-ethoxy-1H-indole 

Relevant academic research and scientific papers

1,2,3-Thiadiazole substituted pyrazolones as potent KDR/VEGFR-2 kinase inhibitors

KDR kinase inhibition is considered to play an important role in regulating angiogenesis, which is vital for the survival and proliferation of tumor cells. Recently we disclosed a structure-based kinase inhibitor design strategy which led to the identification of a new class of VEGFR-2/KDR kinase inhibitors bearing heterocyclic substituted pyrazolones as the core template. Instability in a rat S9 preparation and poor iv PK profiles for most of these inhibitors necessitated exploration of new pyrazolones to identify new analogs with improved metabolic stability. Optimization of the heterocyclic moiety led to the identification of the thiadiazole series of pyrazolones (D) as potent VEGFR-2/KDR kinase inhibitors. SAR modifications, kinase selectivity profiling, and structural elements for improved PK properties were explored. Oral bioavailability up to 29% was achieved in the rat. Modeling results based on the Glide XP docking approach supported our postulation regarding the interaction of the lactam segment of the pyrazolones with the hinge region of the KDR kinase.

Photo-induced rearrangement of 1-ethoxy-2-phenylindole

Photoirradiation of 1-ethoxy-2-phenylindole in methanol afforded 3- and 6-ethoxy-2-phenylindoles. The structural determination of the latter is carried out by direct comparison of its spectral data with those of the authentic 4-, 5-, 6-, and 7-ethoxy-2-phenylindoles, whose syntheses are also included.

A PRACTICAL ONE POT SYNTHESIS OF 4-ALKOXY-3-FORMYLINDOLES

A simple and regioselective one pot synthetic method of 4-methoxy-, 4-benzyloxy, and 4-ethoxy-3-formylindoles from 3-formylindole is described.