96631-87-7

Usage

Uses

Used in Pharmaceutical Industry:
7-Cyanoindole is used as a chemical reagent for the synthesis of triazole derivatives, which have anti-fungal properties. These triazole derivatives can be used in the development of anti-fungal drugs to treat various fungal infections.
Used in HIV-1 Attachment Inhibitors:
7-Cyanoindole is also used as a reagent in the preparation of HIV-1 attachment inhibitors. These inhibitors can potentially block the attachment of the HIV-1 virus to host cells, preventing the virus from entering and infecting the cells. This can be a promising approach in the development of antiretroviral drugs to combat HIV/AIDS.

InChI:InChI=1/C8H5Br2N/c9-6-1-2-7(10)8-5(6)3-4-11-8/h1-4,11H

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 1259448-50-4 C₁₂H₁₄F₃NO₃SSi 
• 114343-99-6 trans-3-cyano-β-dimethylamino-2-nitrostyrene 

Downstream Products

• 1670-83-3 1H-Indole-7-carboxylic acid 
• 405275-40-3 (4-fluorophenyl)(1H-indol-7-yl)methanone 
• 91714-48-6 (4-chlorophenyl)(1H-indol-7-yl)methanone 
• 1623751-79-0 (1H-indol-7-yl)(4-methoxyphenyl)methanone 
• 52951-14-1 1-methyl-1H-indole-7-carbonitrile 
• 1623751-78-9 (1H-indol-7-yl)(p-tolyl)methanone 
• 1266605-93-9 C₂₆H₂₇F₂N₇O 
• 1276018-13-3 C₂₁H₂₀Cl₂N₄ 
• 1276018-11-1 C₂₁H₂₀F₂N₄ 

Relevant academic research and scientific papers

Indolyne experimental and computational studies: Synthetic applications and origins of selectivities of nucleophilic additions

Efficient syntheses of 4,5-, 5,6-, and 6,7-indolyne precursors beginning from commercially available hydroxyindole derivatives are reported. The synthetic routes are versatile and allow access to indolyne precursors that remain unsubstituted on the pyrrole ring. Indolynes can be generated under mild fluoride-mediated conditions, trapped by a variety of nucleophilic reagents, and used to access a number of novel substituted indoles. Nucleophilic addition reactions to indolynes proceed with varying degrees of regioselectivity; distortion energies control regioselectivity and provide a simple model to predict the regioselectivity in the nucleophilic additions to indolynes and other unsymmetrical arynes. This model has led to the design of a substituted 4,5-indolyne that exhibits enhanced nucleophilic regioselectivity.

Some Observations on the Formation of 1-Hydroxyindoles in the Leimgruber-Batcho Indole Synthesis

The factors influencing the formation of 1-hydroxyindoles in the catalytic hydrogenation of β-dimethylamino-2-nitrostyrenes (Leimgruber-Batcho indole synthesis) have been investigated.Significant amounts of 1-hydroxyindoles were obtained only when the β-dimethylamino-2-nitrostyrene was substituted with an electron-withdrawing group at the 5 or 6 position.The proportion of 1-hydroxyindole formed relative to the normal indole product was found to increase as both the amount of catalyst and hydrogen pressure were decreased.