4837-74-5

Basic information

• Product Name: 4-Methoxyindole-3-Acetonitrile
• Synonyms: 2-(4-methoxy-1H-indol-3-yl)acetonitrile;2-(4-methoxy-1H-indol-3-yl)ethanenitrile;(4-Methoxy-1H-indole-3-yl)–acetonitrile;4-Methoxyindolyl-3-acetonitrile;Arvelexin;Arvelexine
• CAS NO: 4837-74-5
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.22
• Product Categories: Heterocycles
• Mol File: 4837-74-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 141-142 °C
• Boiling Point: 408.3 °C at 760 mmHg
• Flash Point: 200.7 °C
• Appearance: /
• Density: 1.224 g/cm³
• Vapor Pressure: 7.09E-07mmHg at 25°C
• Refractive Index: 1.638
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 16.54±0.30(Predicted)
• CAS DataBase Reference: 4-Methoxyindole-3-Acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxyindole-3-Acetonitrile(4837-74-5)
• EPA Substance Registry System: 4-Methoxyindole-3-Acetonitrile(4837-74-5)

Safety Data

• Hazardous Substances Data: 4837-74-5(Hazardous Substances Data)

Usage

General Description

4-Methoxyindole-3-Acetonitrile, also known as 4-MeO-IA, is a chemical compound belonging to the class of indole derivatives. It is a white to light yellow powder that is used in the synthesis of pharmaceutical products. It is a key intermediate in the production of pharmaceuticals such as serotonin receptor modulators and other biologically active compounds. 4-Methoxyindole-3-Acetonitrile has been studied for its potential therapeutic applications, particularly in the treatment of psychiatric and neurological disorders. It is also utilized in scientific research and drug development due to its diverse pharmacological activities. However, its precise mechanisms of action and potential side effects are still under investigation.

InChI:InChI=1/C11H10N2O/c1-14-10-4-2-3-9-11(10)8(5-6-12)7-13-9/h2-4,7,13H,5H2,1H3

Upstream product

• 4837-90-5 4-methoxy-1H-indole 
• 52335-75-8 (4-methoxy-1H-indol-3-ylmethyl)dimethylamine 
• 7677-24-9 trimethylsilyl cyanide 
• 96096-60-5 4-methoxy-3-(2'-nitroethyl)indole 
• 467452-08-0 4-methoxy-3-(2-nitrovinyl)-1H-indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 120-72-9 indole 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 74-88-4 methyl iodide 
• 90734-97-7 4-methoxyindole-3-carboxaldehyde 
• 590-17-0 cyanomethyl bromide 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 50-00-0 formaldehyd 

Relevant articles and documents

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Dissecting metabolic puzzles through isotope feeding: A novel amino acid in the biosynthetic pathway of the cruciferous phytoalexins rapalexin A and isocyalexin A

Understanding defence pathways of plants is crucial to develop disease-resistant agronomic crops, an important element of sustainable agriculture. For this reason, natural plant defenses such as phytoalexins, involved in protecting plants against microbial pathogens, have enormous biotechnological appeal. Crucifers are economically important plants, with worldwide impact as oilseeds, vegetables of great dietetic value and even nutraceuticals. Notably, the intermediates involved in the biosynthetic pathways of unique cruciferous phytoalexins such as rapalexin A and isocyalexin A remain unknown. Toward this end, using numerous perdeuterated compounds, we have established the potential precursors of these unique phytoalexins and propose for the first time their detailed biosynthetic pathway. This pathway involves a variety of intermediates and a novel amino acid as the central piece of this complex puzzle. This work has set the stage for the discovery of enzymes and genes of the biosynthetic pathway of cruciferous phytoalexins of unique scaffolds.

Phytoalexins from Thlaspi arvense, a wild crucifer resistant to virulent Leptosphaeria maculans: Structures, syntheses and antifungal activity

Phytoalexins are inducible chemical defenses produced by plants in response to diverse forms of stress, including microbial attack. Our search for phytoalexins from cruciferous plants resistant to economically important fungal diseases led us to examine s