38693-08-2

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-1-(2-METHYL-1H-INDOL-3-YL)-ETHANONE is used as an intermediate in the synthesis of various indole derivatives, which are significant for their potential as anticancer, antiviral, and antibacterial agents. These derivatives contribute to the development of new drugs that address a range of health concerns.
Used in Agrochemical Industry:
In the agrochemical sector, 2-CHLORO-1-(2-METHYL-1H-INDOL-3-YL)-ETHANONE serves as a key intermediate in the production of compounds that help protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
2-CHLORO-1-(2-METHYL-1H-INDOL-3-YL)-ETHANONE is utilized as a building block for the synthesis of a variety of organic molecules, expanding the horizons of chemical research and innovation.
Used in Neurological Disorder Treatment:
2-CHLORO-1-(2-METHYL-1H-INDOL-3-YL)-ETHANONE has been studied for its potential application in the treatment of neurological disorders, offering hope for the development of new therapeutic approaches to manage such conditions.

InChI:InChI=1/C11H10ClNO/c1-7-11(10(14)6-12)8-4-2-3-5-9(8)13-7/h2-5,13H,6H2,1H3

Upstream product

• 95-20-5 2-methyl-1H-indole 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 76397-72-3 3-(2-methyl-1H-indol-3-yl)-3-oxopropanenitrile 
• 337470-17-4 2-dimethylamino-1-(2-methyl-indol-3-yl)-ethanone 
• 27463-04-3 2-Methyl-3-hydroxyacetyl-indol 
• 50825-19-9 4-(2-methyl-1H-indol-3-yl)thiazol-2-amine 
• 113369-29-2 1-(2-methyl-3-indolyl)-2-<2-(3,4-dimethoxyphenyl)ethyl>aminoethanone hydrochloride 
• 89-52-1 o-acetylamino-benzoic acid 
• 113369-31-6 1-(2-methyl-3-indolyl)-2-<2-(3,4-dimethoxyphenyl)ethyl>aminoethanol 
• 113369-34-9 acid oxalate of N-<2-(2-methyl-3-indolyl)ethyl>-2-(3,4-dimethoxyphenyl)ethylamine 
• 264877-15-8 dithiocarbonic acid S-[1-cyanomethyl-4-(2-methyl-1H-indol-3-yl)-4-oxo-butyl] ester O-ethyl ester 
• 2731-06-8 2-methyltryptamine 
• 2826-95-1 2-methyltryptamine hydrochloride 

Relevant academic research and scientific papers

4-(Indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines as novel antimicrobial agents: Synthesis, in silico and in vitro evaluation

This manuscript deals with the synthesis and computational and experimental evaluation of the antimicrobial activity of twenty-nine 4-(indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines. An evaluation of antibacterial activity against Gram (+) and Gram (?) bacteria revealed that the MIC of indole derivatives is in the range of 0.06–1.88 mg/mL, while among fourteen methylindole derivatives, only six were active, with an MIC in the range of of 0.47–1.88 mg/mL. S. aureus appeared to be the most resistant strain, while S. Typhimurium was the most sensitive. Compound 5x was the most promising, with an MIC in the range of 0.06–0.12 mg/mL, followed by 5d and 5m. An evaluation of these three compounds against resistant strains, namely MRSA P. aeruginosa and E. coli, revealed that they were more potent against MRSA than ampicillin. Furthermore, compounds 5m and 5x were superior inhibitors of biofilm formation, compared to ampicillin and streptomycin, in terms Compounds 5d, 5m, and 5x interact with streptomycin in additive manner. The antifungal activity of some compounds exceeded or was equipotent to those of the reference antifungal agents bifonazole and ketoconazole. The most potent antifungal agent was found to be compound 5g. Drug likeness scores of compounds was in a range of ?0.63 to 0.29, which is moderate to good. According to docking studies, E. coli MurB inhibition is probably responsible for the antibacterial activity of compounds, whereas CYP51 inhibition was implicated in antifungal activity. Compounds appeared to be non-toxic, according to the cytotoxicity assessment in MRC-5 cells.

Synthesis method of panobinostat

The invention discloses a synthesis method of panobinostat. The synthesis method comprises a step of synthesizing 2-methyl tryptamine or hydrochloride thereof, namely taking 2-methylindole as a raw material, conducting reaction with chloroacetyl chloride or bromoacetyl bromide, and conducting reaction with potassium phthalimide to obtain the 2-methyl tryptamine. According to the technical scheme adopted by the invention, influence of toxic raw materials on the safety of a panobinostat product is avoided; meanwhile, the invention provides the synthesis method applicable to industrial production.

Collective Synthesis of 3-Acylindoles, Indole-3-carboxylic Esters, Indole-3-sulfinic Acids, and 3-(Methylsulfonyl)indoles from Free (N-H) Indoles via Common N-Indolyl Triethylborate

A general and direct C3 functionalization of free (N-H) indoles with readily available electrophiles such as acid chlorides, chloroformates, thionyl chloride, and methylsulfonyl chloride via a common N-indolyl triethylborate intermediate is reported. The reaction proceeds smoothly under mild conditions in up to 93% yield. Indoles with substituents at the C2, C4, C5, C6, and C7 positions are well tolerated. The easy accessibility of a variety of important 3-acylindoles, indole-3-carboxylic esters, indole-3-sulfinic acids, and 3-(methylsulfonyl)indoles demonstrates the high degree of compatibility and practicability of this method.

A Scalable Method for Regioselective 3-Acylation of 2-Substituted Indoles under Basic Conditions

Privileged structures such as 2-arylindoles are recurrent molecular scaffolds in bioactive molecules. We here present an operationally simple, high yielding and scalable method for regioselective 3-acylation of 2-substituted indoles under basic conditions

An expedient construction of seven-membered rings adjoining aromatic systems

An unusual radical-mediated fusion of a seven-membered ring onto an aromatic system exploits the relatively long lifetime of radicals generated using dithiocarbonares (xanthates). This type of annelation (an example is shown), which was hitherto very diff

SYNTHESIS OF THIAZOLIDINES OF THE INDOLE SERIES BASED ON 2-CHLORO-1-(3-INDOLYL)ETHANONE AND ITS DERIVATIVES

The reactions of 2-chloro-1-(3-indolyl)ethanone and its derivatives with homoveratrylamine, cysteamine, and cystamine were investigated.The amino group is alkylated in the case of homoveratrylamine, and the marcapto group in the case of cycteamine.A nontr