23746-80-7

Usage

Molecular structure

An organic compound consisting of an indole ring with a chlorine atom at the 5th position and a phenyl ring with a chlorine atom at the 4th position.

Usage

Commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals due to its versatile reactivity and structural features.

Biological activities

Known for its diverse biological activities, including antimicrobial, antifungal, and anticancer properties.

Synthesis of heterocyclic compounds

Used as a starting material in the synthesis of various heterocyclic compounds.

Chemical reactivity

Can undergo various chemical reactions to form new derivatives with potentially valuable properties.

Applications in material science and organic electronics

Has potential applications due to its unique electronic and optical properties.

Upstream product

• 106-47-8 4-chloro-aniline 
• 937-20-2 p-chlorophenacyl chloride 
• 106-39-8 bromochlorobenzene 
• 17422-32-1 5-chloro-1H-indole 
• 99273-17-3 4-chloro-N-(4-chloro-2-methylphenyl)benzamide 
• 19158-57-7 (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide 

Downstream Products

• 117616-10-1 5-chloro-2-(4-chlorophenyl)-1-methyl-1H-indole 
• 104384-25-0 5-chloro-2-(4-chlorophenyl)-1H-indole-3-carbaldehyde 
• 837-58-1 2-amino-4'-chloro-5-chlorobenzophenone 

Relevant academic research and scientific papers

Pd/β-cyclodextrin-catalyzed C-H functionalization in water: A greener approach to regioselective arylation of (NH)-indoles with aryl bromides

A greener and more practical strategy for the site-selective C-H arylation of (NH)-indoles via coupling of (hetero)aryl bromides was developed, in which β-cyclodextrin, acting as both a ligand for Na2PdCl4 and a host for indoles, enables the reactions to occur easily in water. The key advantage of this method is the ingenious merging of aqueous homogeneous catalysis and ligand mediation, leading to the highly regioselective formation of C3-arylindoles with a broad substrate scope and functional-group tolerance. Moreover, the regioselectivity can be switched from the C3 to the C2-position by varying the nature of the base without recourse to employing ArI as substrates.

Palladium-Catalyzed C–C Ring Closure in α-Chloromethylimines: Synthesis of 1H-Indoles

The C-C ring closure of α-chloromethyl alkyl or aryl N-aryl imines catalyzed with 1 to 10 % Pd(OAc)2/P(p-tolyl)3 afford efficiently 2-aryl- and 2-alkyl-1H-indoles. The heterocyclization reaction involves the initial formation of [2-(arylimino)ethyl]palladium(II) chloride complexes with subsequent C-H activation of the aromatic amine ring. Readily or commercially available α-chloromethyl-aryl or -alkyl ketones are used as the precursors. Functionalized indoles at the benzene ring are obtained when the imines are derived from substituted anilines.

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

2-aryl indole derivatives and their use as therapeutic agents

The present invention relates compounds of the formula (I): wherein R1a, R1b; and R2 represent a variety of substituents; R3 represents an optionally substituted phenyl, biphenyl or naphthyl or heteroaryl group; R4 represents hydrogen, C1-6alkyl, carbonyl (=O), (CH2)pphenyl or a C1-2alkylene bridge across the piperidine ring; R5 and R6 each independently represent a variety of substituents; or R5 and R6 together are linked so as to form an optionally substituted 5-or 6-membered ring; X represents an oxygen or a sulfur atom, two hydrogen atoms, ═NH or ═N(C1-6alkyl); Y is a straight or branched C1-4alkylene, C2-4alkenylene or C2-4alkynylene chain; the dotted line represents an optional double bond; m is zero or an integer from 1 to 4; n is an integer from 1 to 4; and p is an integer from 1 to 4; or a pharmaceutically acceptable salt thereof. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migaine, emesis or postherpetic neuralgia.