21296-93-5

Basic information

• Product Name: 5-CHLORO-2,3-DIMETHYL-1H-INDOLE
• Synonyms: 5-CHLORO-2,3-DIMETHYL-1H-INDOLE;2,3-Dimethyl-5-chloroindole;5-Chloro-2,3-dimethylindole;1H-Indole, 5-chloro-2,3-dimethyl-
• CAS NO: 21296-93-5
• Molecular Formula: C₁₀H₁₀ClN
• Molecular Weight: 179.65
• Mol File: 21296-93-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 138-140℃
• Boiling Point: 319.1±37.0 °C(Predicted)
• Appearance: /
• Density: 1.227
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16.96±0.30(Predicted)
• CAS DataBase Reference: 5-CHLORO-2,3-DIMETHYL-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2,3-DIMETHYL-1H-INDOLE(21296-93-5)
• EPA Substance Registry System: 5-CHLORO-2,3-DIMETHYL-1H-INDOLE(21296-93-5)

Safety Data

• Hazardous Substances Data: 21296-93-5(Hazardous Substances Data)

Usage

General Description

5-CHLORO-2,3-DIMETHYL-1H-INDOLE is a chemical compound with the molecular formula C10H10ClN. It is an indole derivative with a chlorine atom and two methyl groups attached to the 2 and 3 positions of the indole ring. 5-CHLORO-2,3-DIMETHYL-1H-INDOLE is commonly used in the synthesis of pharmaceuticals, agrochemicals, and research chemicals. It has been found to exhibit various biological activities, including anticancer, antimicrobial, and antioxidant properties. Additionally, 5-CHLORO-2,3-DIMETHYL-1H-INDOLE has potential applications in the development of new drugs and can serve as a valuable intermediate in organic synthesis.

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Downstream Products

• 877178-50-2 3-benzyl-5-chloro-2,3-dimethyl-3H-indole 
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Relevant articles and documents

Dearomatization of Indoles via Palladium-Catalyzed Allylic C-H Activation

The first Pd-catalyzed allylic dearomatization of substituted indoles triggered by C-H bond activation is reported. The presence of a catalytic amount of 2,5-DMBQ is proven to be a key factor for the high yield. This one-pot tandem allylic C-H activation/dearomatization sequence provides a straightforward access to 3,3-disubstituted indolines.

Synthesis and evaluation of aryl substituted propyl piperazines for potential atypical antipsychotic activity

Background: Schizophrenia is a disorder with complex etiology with hyperdopaminer-gia as the leading underlying cause. Atypical antipsychotics are the agents which do not give rise to significant extrapyramidal side effects and are more effective against negative symptoms of schizophrenia. Introduction: A new series of chloro-substituted substituted aryloxypiperazine derivatives and their indole based derivatives was designed and evaluated for atypical antipsychotic activity based on established models for combined dopaminergic and serotonergic antagonism. Method: The present series of compounds were designed based on 3D similarity studies, synthesized and evaluated for atypical antipsychotic activity in animal models for combined dopaminer-gic and serotonergic antagonism. The blood-brain barrier penetration potential was assessed from theoretical log BB values computed through an online software program. Results: Theoretical ADME profiling of the designed compounds based on selected physicochem-ical parameters suggested excellent compliance with Lipinski’s rules. The log BB values obtained for the compounds suggested a good potential for brain permeation. Indole substitution contributed towards an improved efficacy over aryloxy analogs. Lead compounds showed a potential for combined dopaminergic and serotonergic antagonism. Conclusion: The 5-methoxy indole based compounds 16 and 17 were identified as the lead compounds displaying a potential atypical antipsychotic profile.

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode

The site-selective allylative and allenylative dearomatization of indoles with alcohols was performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt percent loading) as the promoter. Metal-free conditions, absence of stoichiometric additive, environmentally friendly conditions (H2O/CH3CN, 55 °C, 6 h), broad substrate scope (33 examples, yield up to 92 percent) and excellent site- and stereoselectivity characterize the present methodology. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, experimental and computational evidences. Recovering and regeneration of the GO catalyst through simple acidic treatment was also documented.

Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans

This report describes a palladium-catalyzed dearomatization and amination tandem reaction of 2,3-disubstituted indoles and benzofurans via the Catellani strategy. This reaction provides a new method for the construction of amino-substituted indoline-fused cyclic and benzofuran spiro compounds in good yields. The reaction has broad functional group compatibility and substrate scope.