23084-35-7

Basic information

• Product Name: 6-METHOXYINDOLE-3-ACETONITRILE
• Synonyms: 6-METHOXYINDOLE-3-ACETONITRILE;6-Methoxyindole-3-Acetonitrile97%;3-CyanoMethyl-6-Methoxy-1H-indole;2-(6-Methoxy-1H-indol-3-yl)acetonitrile;1H-Indole-3-acetonitrile, 6-methoxy-;6-Methoxy-3-indolylacetonitrile
• CAS NO: 23084-35-7
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.21
• Product Categories: Indoles and derivatives
• Mol File: 23084-35-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 111-112 °C(Solv: benzene (71-43-2))
• 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
• PKA: 16.54±0.30(Predicted)
• CAS DataBase Reference: 6-METHOXYINDOLE-3-ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXYINDOLE-3-ACETONITRILE(23084-35-7)
• EPA Substance Registry System: 6-METHOXYINDOLE-3-ACETONITRILE(23084-35-7)

Safety Data

• Hazardous Substances Data: 23084-35-7(Hazardous Substances Data)

Usage

General Description

6-Methoxyindole-3-acetonitrile is a chemical compound often used in laboratory settings for research purposes. This chemical, also known as 6-MIA, belongs to the Indoles class of compounds that are common in a variety of natural and synthetic compounds, including medicines and dyes. Indoles are aromatic heterocyclic organic compounds that consist of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. It is considered to have a potentially hazardous effect as it can cause eye irritation and may be harmful if inhaled or swallowed. To ensure safety, it should be handled with appropriate personal protective equipment.

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

Upstream product

• 3189-13-7 6-methoxylindole 
• 62467-65-6 1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 74-88-4 methyl iodide 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 70555-46-3 6-methoxy-1H-indole-3-carbaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 773837-37-9 sodium cyanide 
• 143-33-9 sodium cyanide 
• 140862-48-2 (6-methoxyindol-3-yl)methanol 
• 109507-20-2 6-methoxy-3-((trimethyl-14-azaneyl)methyl)-1H-indole iodide 
• 131424-26-5 1-benzyl 3-methyl 6-methoxyindole-1,3-dicarboxylate 
• 131424-25-4 benzyl N-hydroxy-n-(3-methoxyphenyl)carbamate 
• 131424-27-6 methyl 6-methoxy-1H-indole-3-carboxylate 
• 24171-80-0 N-(3-methoxyphenyl)hydroxylamine 

Downstream Products

• 3610-36-4 2-(6-methoxy-1H-indol-3-yl)ethanamine 
• 103986-22-7 2-(6-methoxy-1H-indol-3-yl)acetic acid 
• 486-93-1 tetrahydroharmine 
• 442-51-3 harmine 
• 123380-87-0 6-methoxy-1H-indole-3-acetic acid methyl ester 

Relevant articles and documents

Tryptamine Synthesis by Iron Porphyrin Catalyzed C?H Functionalization of Indoles with Diazoacetonitrile

The functionalization of C?H bonds with non-precious metal catalysts is an important research area for the development of efficient and sustainable processes. Herein, we describe the development of iron porphyrin catalyzed reactions of diazoacetonitrile with N-heterocycles yielding important precursors of tryptamines, along with experimental mechanistic studies and proof-of-concept studies of an enzymatic process with YfeX enzyme. By using readily available FeTPPCl, we achieved the highly efficient C?H functionalization of indole and indazole heterocycles. These transformations feature mild reaction conditions, excellent yields with broad functional group tolerance, can be conducted on gram scale, and thus provide a unique streamlined access to tryptamines.

COMPOUNDS AND USES THEREOF

The present invention features compounds useful in the treatment of BAF complex related disorders.

Use of derivatives of indoles for the treatment of cancer

The present invention relates to the use of derivatives of indoles having a general formula (I) as follow: for the manufacture of a pharmaceutical composition intended for the treatment of cancer.