250355-46-5

Basic information

• Product Name: 1H-INDOLE-3-CARBOXYLIC ACID, 1-ETHYL-, METHYL ESTER
• Synonyms: 1H-INDOLE-3-CARBOXYLIC ACID, 1-ETHYL-, METHYL ESTER
• CAS NO: 250355-46-5
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24
• Mol File: 250355-46-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-INDOLE-3-CARBOXYLIC ACID, 1-ETHYL-, METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDOLE-3-CARBOXYLIC ACID, 1-ETHYL-, METHYL ESTER(250355-46-5)
• EPA Substance Registry System: 1H-INDOLE-3-CARBOXYLIC ACID, 1-ETHYL-, METHYL ESTER(250355-46-5)

Safety Data

• Hazardous Substances Data: 250355-46-5(Hazardous Substances Data)

Usage

Structure

1H-Indole-3-carboxylic acid, 1-ethyl-, methyl ester

Type

Chemical compound

Origin

Naturally occurring compound found in various plants

Applications

+ Pharmaceutical industry (due to reported anti-inflammatory properties)
+ Agricultural industry (due to reported antifungal and plant growth promoting properties)
+ Building block in the synthesis of various bioactive compounds

Note

Further research is needed to fully understand its potential uses and effects.

Upstream product

• 201230-82-2 carbon monoxide 
• 250355-39-6 methyl 1-(2-iodoethyl)-1H-indole-3-carboxylate 
• 942-24-5 3-methoxycarbonylindole 
• 250355-37-4 methyl 1-(2-chloroethyl)-1H-indole-3-carboxylate 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 
• 771-50-6 1H-indole-3-carboxylic acid 
• 64-67-5 diethyl sulfate 

Downstream Products

• 132797-91-2 1-ethyl-1H-indole-3-carboxylic acid 
• 858515-56-7 C₃₃H₄₃N₃O₅ 
• 885524-96-9 C₁₃H₁₅NO₂ 
• 1170114-68-7 C₁₈H₁₅N₃O 
• 1442421-83-1 C₁₈H₁₄FN₃O 
• 1442421-84-2 C₁₈H₁₄ClN₃O 
• 1442421-85-3 C₁₈H₁₄IN₃O 
• 1442421-86-4 C₁₈H₁₄ClN₃O 
• 1442421-87-5 C₁₈H₁₄N₄O₃ 
• 1442421-89-7 C₁₈H₁₄ClN₃O 
• 1442421-90-0 C₁₈H₁₄BrN₃O 
• 1442421-91-1 C₁₈H₁₄N₄O₃ 
• 1442421-92-2 C₁₉H₁₇N₃O 
• 1442421-93-3 C₁₉H₁₇N₃O₂ 

Relevant articles and documents

Development and Profiling of Inverse Agonist Tools for the Neuroprotective Transcription Factor Nurr1

The ligand-sensing transcription factor nuclear receptor related 1 (Nurr1) evolves as an appealing target to treat neurodegenerative diseases. Despite its therapeutic potential observed in various rodent models, potent modulators for Nurr1 are lacking as pharmacological tools. Here, we report the structure-activity relationship and systematic optimization of indole-based inverse Nurr1 agonists. Optimized analogues decreased the receptor's intrinsic transcriptional activity by up to more than 90% and revealed preference for inhibiting Nurr1 monomer activity. In orthogonal cell-free settings, we detected displacement of NCoRs and disruption of the Nurr1 homodimer as molecular modes of action. The inverse Nurr1 agonists reduced the expression of Nurr1-regulated genes in T98G cells, and treatment with an inverse Nurr1 agonist mimicked the effect of Nurr1 silencing on interleukin-6 release from LPS-stimulated human astrocytes. The indole-based inverse Nurr1 agonists valuably extend the toolbox of Nurr1 modulators to further probe the role of Nurr1 in neuroinflammation, cancer, and beyond.

Synthesis and antifungal activity of 3-(1,3,4-oxadiazol-5-yl)-indoles and 3-(1,3,4-oxadiazol-5-yl)methyl-indoles

On the basis of the principle of combination of active structural moieties, a modified and efficient synthetic method for three series of novel indole-based 1,3,4-oxadiazoles is described. Bioassays conducted at Syngenta showed that several of the synthesized compounds exhibit higher antifungal activity than pimprinine, the natural product which inspired this synthesis. Two main structural alterations were found to broaden the spectrum of biological activity in most cases. Compounds 3g, 6c, 6e, 6h, 9d, 9e, 9h and 9m (Fig. 1) were identified as the most active on the biological assays, and will be studied further.

NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS

The present invention provides compounds of formula (I) and compositions thereof, methods of making them, and methods of using them to modulate alpha7 nicotinic acetylcholine receptors and/or to treat any of a variety of disorders, diseases, and conditions. Provided compounds can affect, among other things, neurological, psychiatric and/or inflammatory system.