4264-35-1

Usage

Uses

Used in Pharmaceutical Industry:
2-ACETYLINDOLE is used as a key intermediate for the synthesis of pharmaceutical actives, contributing to the development of new drugs and therapies. Its role in this industry is crucial due to its ability to be incorporated into the molecular structure of various medications.
Used in Synthesis of Matrix Metalloprotease Inhibitors:
2-ACETYLINDOLE is used as a vital component in the synthesis of matrix metalloprotease inhibitors, which are essential in the treatment of various diseases and conditions. These inhibitors play a significant role in regulating the activity of matrix metalloproteases, a group of enzymes involved in the breakdown of extracellular matrix proteins, and have potential applications in cancer treatment, arthritis, and other conditions.

InChI:InChI=1/C10H9NO/c1-7(12)10-6-8-4-2-3-5-9(8)11-10/h2-6,11H,1H3

Upstream product

• 1137-96-8 (Z)-N-benzylideneaniline oxide 
• 1423-60-5 methyl ethynyl ketone 
• 101315-51-9 2-(Pyruvoylamino)benzyltriphenylphosphoniumbromid 
• 16714-25-3 2-azidobenzaldehyde 
• 552-89-6 2-nitro-benzaldehyde 
• 1255952-14-7 4-(2-azido-phenyl)-but-3-en-2-one 
• 120-72-9 indole 
• 108-24-7 acetic anhydride 
• 67-56-1 methanol 
• 1435944-00-5 N-(2-(3-oxobutyl)phenyl)-4-methylbenzenesulfonamide 

Downstream Products

• 95306-87-9 1-(1-benzyl-1H-indol-2-yl)ethan-1-one 
• 600727-37-5 1-{1-[3-(4-chlorophenyl)-prop-2-ynyl]-1H-indol-2-yl}ethanone 
• 600727-38-6 1-{1-[3-(3-trifluoromethyl-phenyl)-prop-2-ynyl]-1H-indol-2-yl}ethanone 
• 96286-10-1 2-<1-(dimethylamino)ethyl>indole 
• 3470-72-2 2-bromo-1-indol-2-yl-ethanone 
• 16498-68-3 1-(1-methyl-1H-indol-2-yl)ethanone 
• 1173768-12-1 1-{3-[1-(4-methylphenyl)-3-phenylprop-2-ynyl]-1H-indol-2-yl}ethanone 
• 1173768-14-3 1-{3-[1-(4-methylphenyl)-3-[3-(trifluoromethyl)phenyl]prop-2-ynyl]-1H-indol-2-yl}ethanone 
• 1173768-16-5 1-[3-(3-phenyl-1-thien-2-ylprop-2-ynyl)-1H-indol-2-yl]ethanone 
• 1173768-19-8 1-{3-[1-(4-methoxyphenyl)-3-phenylprop-2-ynyl]-1H-indol-2-yl}ethanone 
• 1173768-21-2 1-{3-[1-(4-methylphenyl)oct-2-ynyl]-1H-indol-2-yl}ethanone 
• 1313534-76-7 tert-butyl 3-((tert-butyldimethylsilyloxy)methyl)-1-methyl-4-phenyl-9H-pyrido[3,4-b]indole-9-carboxylate 
• 1313534-55-2 tert-butyl 4-((tert-butyldimethylsilyloxy)methyl)-1-methyl-3-phenyl-9H-pyrido[3,4-b]indole-9-carboxylate 
• 1313534-56-3 9-tert-butyl 4-methyl 1-methyl-3-phenyl-9H-pyrido[3,4-b]indole-4,9-dicarboxylate 

Relevant academic research and scientific papers

Photochemistry of ortho -Azidocinnamoyl Derivatives: Facile and Modular Synthesis of 2-Acylated Indoles and 2-Substituted Quinolines under Solvent Control

The light-promoted potential of ortho -azidocinnamoyl compounds is evaluated for heterocycle synthesis. Depending on the nature of the solvent, 2-acylated indoles were obtained under aprotic conditions, whereas the use of a protic medium led to 2-substituted quinolines. The synthetic significance of this metal-free method is that, by simply changing the solvent, the reaction outcome can be directed towards different key heterocyclic scaffolds.

Iodine-mediated intramolecular amination of ketones: The synthesis of 2-acylindoles and 2-acylindolines by tuning N-protecting groups

A general method for constructing both 2-acylindoles and 2-acylindolines via I2-mediated intramolecular C-N bond formation is presented, and the selective formation of either 2-acylindoles or 2-acylindolines just depends on the nitrogen protecting groups used in the same substrate skeletons. The Royal Society of Chemistry.

Novel indole-ring construction method for the synthesis of 2-trifluoromethylindoles

Novel indole-ring construction method, which is particularly effective for the synthesis of 2-perfluoroalkylindoles, and introduction of a cyanomethyl group at C-3 of 2-perfluoroalkylindoles by means of the Mannich reaction are described.

THE FORMATION OF SUBSTITUTED INDOLES BY ACID CATALYZED REARRANGEMENTS OF 4-ISOXAZOLINES

Thermal rearrangements of 4-isoxazolines from C,N-diphenylnitrone and substituted alkynes have been directed towards the formation of substituted indoles.Detection and isolation of the intermediates of the process elucidate the reaction pathway.The appropriate choice of substituents and experimental conditions has allowed the control of the single steps involved in the total process.

New Syntheses of 2-Acylbenzofurans, 2-Acylindoles, 2-Indolylcarboxylates, and 2-Quinolones by Intramolecular Wittig Reaction

The title compounds are obtained by intramolecular Wittiig reaction of 2-(α-ketoacyloxy)-, 2-(α-ketoacylamino)-, or 2-benzyltriphenylphosphonium salts, respectively.