89245-35-2

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-bromo-1H-indol-3-yl)acetonitrile is used as a building block for the synthesis of various pharmaceutical drugs. Its unique structure and functional groups make it a promising candidate for the development of new therapeutic agents with improved efficacy and selectivity.
Used in Agrochemical Industry:
2-(4-bromo-1H-indol-3-yl)acetonitrile is also used as a building block for the synthesis of agrochemicals. Its potential applications in this field include the development of new pesticides, herbicides, and other crop protection agents.
Used in Antitumor Applications:
2-(4-bromo-1H-indol-3-yl)acetonitrile has been studied for its potential biological activities, including its role as an antitumor agent. Its unique chemical structure may contribute to its ability to target and inhibit specific cancer-related pathways, making it a promising candidate for further research and development in oncology.
Used in Antiviral Applications:
In addition to its potential as an antitumor agent, 2-(4-bromo-1H-indol-3-yl)acetonitrile has also been studied for its antiviral properties. Its ability to interfere with viral replication and infection processes may make it a valuable component in the development of new antiviral drugs.

InChI:InChI=1/C10H7BrN2/c11-8-2-1-3-9-10(8)7(4-5-12)6-13-9/h1-3,6,13H,4H2

Upstream product

• 151-50-8 potassium cyanide 
• 64258-88-4 1-(4-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 7677-24-9 trimethylsilyl cyanide 
• 52488-36-5 4-bromo-1H-indole 
• 50-00-0 formaldehyd 
• 143-33-9 sodium cyanide 
• 942-24-5 3-methoxycarbonylindole 
• 101909-45-9 4-bromo-1-methoxycarbonylindole 
• 101909-43-7 4-bromo-1H-indole-3-carboxylic acid methyl ester 
• 98600-34-1 4-bromo-1H-indole-3-carbaldehyde 
• 773837-37-9 sodium cyanide 
• 74-88-4 methyl iodide 

Downstream Products

• 89245-41-0 4-bromo-3-indoleacetic acid 
• 352423-75-7 [4-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-acetonitrile 
• 1273005-81-4 S-ethyl 2-(4-bromo-1-tosyl-1H-indol-3-yl)ethanethioate 
• 1273005-95-0 1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-[(2R,5S)-2-phenyl-3-tosyl-1,3-oxazinan-5-yl]but-3-yn-2-one 
• 1273006-07-7 (R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-[(2R,5S)-2-phenyl-3-tosyl-1,3-oxazinan-5-yl]but-3-yn-2-ol 
• 1273006-13-5 (S)-1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-[(2R,5S)-2-phenyl-3-tosyl-1,3-oxazinan-5-yl]but-3-yn-2-ol 
• 352423-76-8 3-cyanomethyl-1-[(4-methylphenyl)sulfonyl]-4-(4-methyl-5-triisopropylsiloxy-2-furanyl)-1H-indole 
• 352423-77-9 4-amino-3,4-dihydro-4'-methyl-1-[(4-methylphenyl)sulfonyl]spiro[benz[cd]indole-5(1H)-2'-[(5'H)-furan-5'-one]] 
• 352423-63-3 4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester 
• 352423-64-4 N-benzylrugulovasines A and B 
• 615537-72-9 tert-butyl 4-bromo-3-[2-[2-(tert-butyldiphenylsilyloxymethyl)-3-butenyl](methyl)aminoethyl]-1H-1-indolecarboxylate 

Relevant academic research and scientific papers

Asymmetric Dearomatizing Fluoroamidation of Indole Derivatives with Dianionic Phase-Transfer Catalyst

Asymmetric dearomatizing fluorocyclization of indole derivatives was investigated using a dicarboxylate phase-transfer catalyst. This reaction proceeds under mild reaction conditions to provide fluoropyrroloindoline derivatives in a highly enantioselective manner. Various substitution patterns on the indole ring are well tolerated. To facilitate the reaction and ensure reproducibility, the addition of water is essential, and its possible role is discussed.

Discovery of the cancer cell selective dual acting anti-cancer agent (Z)-2-(1H-indol-3-yl)-3-(isoquinolin-5-yl)acrylonitrile (A131)

Selective targeting of cancer cells over normal cells is a key objective of targeted therapy. However few approaches achieve true mechanistic selectivity resulting in debilitating side effects and dose limitation. In this work we describe the discovery of A131 (4a), a new agent with an unprecedented dual mechanism of action targeting both mitosis and autophagy. Compound 4a was first identified in a phenotypic screen in which HeLa cells treated with 4a manifested mitotic arrest along with formation of multiple vesicles. Further investigations showed that 4a causes an increase in mitotic marker pH3 and autophagy marker LC3. Importantly 4a induces cell death in cancer cells while sparing normal cells which regrow after 4a is removed. Dual activities against pH3 and LC3 markers are required for cancer cell selectivity. An extensive SAR investigation confirmed 4a as the optimal dual inhibitor with potency against a panel of 30 cancer cell lines (average antiproliferative GI50 1.5 μM). In a mouse model of paclitaxel-resistant colon cancer, 4a showed 74% tumor growth inhibition when administered at a dose of 20 mg/kg IP twice a day.

seco-C/D Ring Analogues of Ergot Alkaloids. Synthesis via Intramolecular Heck and Ring-Closing Metathesis Reactions

Equation presented. Intramolecular Heck and ring-closing metathesis reactions on key intermediates 10 and 15, respectively, provide efficient entries into seco-C/D ring analogues of Ergot alkaloids 12 and 16, compounds of potential synthetic and biologica

Applications of vinylogous Mannich reactions. Total syntheses of the Ergot alkaloids rugulovasines A and B and setoclavine

Concise syntheses of the Ergot alkaloids rugulovasine A (3a), rugulovasine B (3b), and setoclavine (2) have been completed by strategies that feature inter- and intramolecular vinylogous Mannich reactions as the key steps. Thus, the first synthesis of 3a,

Methodology for the efficient synthesis of 3,4-differentially substituted indoles. Fluoride ion-induced elimination-addition reaction of 1-triisopropylsilylgramine methiodides

1-Triisopropylsilylgramine methiodide reacted smoothly with a variety of nucleophiles in the presence of tetrabutylammonium fluoride to give 3-substituted indoles. The 3,4-disubstituted indoles were efficiently synthesized by sequential use of 4-selective lithiation of 1-triisopropylsilylgramine and this new substitution reaction.