4560-08-1

Usage

Derivative of 1H-indole-3-acetic acid

The compound is derived from 1H-indole-3-acetic acid, which is an organic compound that serves as a building block for the synthesis of various other compounds.

Use as an intermediate

1H-Indole-3-acetyl chloride, a-oxo-2-phenylis commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, meaning it is a key component in the production of these products.

Antimicrobial and antifungal properties

The compound has been shown to exhibit antimicrobial and antifungal properties, making it potentially useful in the development of new drugs to combat infections.

Reagent in organic chemistry

1H-Indole-3-acetyl chloride, a-oxo-2-phenylis used as a reagent for the acetylation of indoles and other aromatic compounds, which can lead to the formation of new chemical entities with different properties.

Synthesis of indole derivatives

The compound is also used for the synthesis of various indole derivatives, which are important building blocks in the creation of a wide range of organic compounds.

Potential hazards and reactivity

Due to its reactivity and potential hazards, the use of 1H-Indole-3-acetyl chloride, a-oxo-2-phenylshould be carefully controlled to ensure safety and prevent unwanted reactions.

Wide range of applications

The compound has a diverse range of applications in the pharmaceutical and agrochemical industries, primarily due to its versatile reactivity and properties.

Upstream product

• 948-65-2 2-phenyl-indole 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 4747-41-5 1-(2-phenyl-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione 
• 102318-27-4 (2-phenyl-indol-3-yl)-glyoxylic acid piperidide 
• 1060748-92-6 C₂₁H₂₂N₂O₂ 
• 1060748-95-9 C₂₁H₂₂N₂O₂ 
• 1060748-90-4 C₁₉H₁₈N₂O₂ 
• 1060748-93-7 C₂₂H₂₄N₂O₂ 
• 1060748-70-0 C₂₅H₂₂N₂O₂ 
• 92962-52-2 2-(2-phenyl-1H-indol-3-yl)ethan-1-ol 
• 1580471-17-5 C₂₇H₃₇NO₃Si 
• 4560-09-2 N,N-dibenzyl-2-oxo-2-(2-phenyl-1H-indol-3-yl)acetamide 
• 931587-80-3 methyl 2-oxo-2-(2-phenyl-1H-indol-3-yl)acetate 
• 102754-29-0 (2-phenyl-indol-3-yl)-glyoxylic acid-(benzyl-methyl-amide) 
• 102947-86-4 (1-methyl-2-phenyl-indol-3-yl)-glyoxylic acid-(ethyl-benzyl-amide) 
• 112550-92-2 (1-methyl-2-phenyl-indol-3-yl)-glyoxylic acid dipropylamide 

Relevant academic research and scientific papers

Copper(I)-catalyzed cascade dearomatization of 2-substituted tryptophols with arylidonium salts

Copper(I)-catalyzed dearomative arylation and vinylation of 2-substituted tryptophols were realized with a subsequent cyclization reaction. The cascade dearomatization sequence provided versatile furoindoline derivatives with two quaternary carbon centers

An environmentally friendly protocol for oxidative halocyclization of tryptamine and tryptophol derivatives

An environmentally friendly and efficient protocol (KX/oxone) for oxidative halocyclization of tryptamine/tryptophol derivatives was developed and demonstrated with 28 examples and concise total synthesis of cyclotryptamine alkaloid protubonines A and B. The distinct advantage of this protocol over all previous methods is that no organic byproduct is generated from a halogenating agent or oxidant, thus greatly reducing the environmental impact of halocyclization and facilitating the post-reaction purification.

Lead Optimization of 2-Phenylindolylglyoxylyldipeptide Murine Double Minute (MDM)2/Translocator Protein (TSPO) Dual Inhibitors for the Treatment of Gliomas

In glioblastoma multiforme (GBM), translocator protein (TSPO) and murine double minute (MDM)2/p53 complex represent two druggable targets. We recently reported the first dual binder 3 possessing a higher anticancer effect in GBM cells than the standards P

Dearomatization of tryptophols via a vanadium-catalyzed asymmetric epoxidation and ring-opening cascade

An enantioselective epoxidation of tryptophols followed by an intramolecular epoxide opening reaction was realized by chiral vanadium catalysts derived from C2 symmetric bis-hydroxamic acid (BHA) ligands. 3a-Hydroxyfuroindoline derivatives with up to 89% yield and 90% ee were obtained under mild reaction conditions.

Evaluation of novel N 1-methyl-2-phenylindol-3-ylglyoxylamides as a new chemotype of 18 kDa translocator protein-selective ligand suitable for the development of positron emission tomography radioligands

A novel series of N1-methyl-(2-phenylindol-3-yl)glyoxylamides, 19-31, designed in accordance with our previously reported pharmacophore/ topological model, showed high affinity for the 18 kDa translocator protein (TSPO) and paved the way for de

N,N-Dialkyl-2-phenylindol-3-ylglyoxylamides. A New Class of Potent and Selective Ligands at the Peripheral Renzodiazepine Receptor

We report the synthesis and the affinity data at both the peripheral (PBR) and the central benzodiazepine receptors of a series of N,N-dialkyl-2-phenylindol-3-ylglyoxylamide derivatives III, designed as conformationally constrained analogues of 2-phenylin

A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and β-carbolines

(matrix presented) Various tryptamines are captured by a vinylsulfonylmethyl polystyrene resin, generating a safety-catch linkage. β-Carbolines can be formed from 4 by a Pictet-Spengler reaction with the introduction of R1. Tryptamine 4 can also be derivatized by acylation or copper-mediated coupling to introduce R2. If X = Br, Suzuki coupling can be used to introduce R3. After derivatization, the indole derivatives are activated with methyl iodide and released under mild basic condition.

Synthesis and antiserotonin activity of ethyl 5-O-(4-methylpiperazin-1-ylacetyl)-2-methylindole-3-carboxylates and 3-(4-methyl-1-piperazinylglyoxyl)indoles

Ethyl-5-O-chloroacetyl-2-methylindole-3-carboxylates (2a-e) have been synthesised by the reaction of ethyl 5-hydroxy-2-methylindole-3-carboxylates (1a-e) with chloroacetyl chloride in dry benzene containing triethylamine.These indoles (2a-e) on condensation with methylpiperazine in dry acetone in the presence of anhydrous K2CO3, afford ethyl 5-O-(4-methylpiperazin-1-ylacetyl)-2-methylindole-3-carboxylates (3a-e).Compounds 3a-e are converted into their oxalate derivatives (4a-e).Indole-3-glyoxyl chlorides (6a-e) have been prepared from appropriate indoles (5a-e) byreaction with oxalyl chloride in dry ether. these derivatives on condensation with methylpiperazine yield 3-(4-methyl-1-piperazinylglyoxylyl)indoles (7a-e) wich are converted into oxalate salts (8a-e).Compounds 4a-e and 8a-e have been screened for their antiserotonin activity.Only compound 4d is found to exhibit antiserotonin activity.