73187-30-1

Usage

Uses

Used in Pharmaceutical Research:
(1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone is used as a research tool for studying the brain and behavior due to its potential psychoactive properties. It aids in understanding the mechanisms of neurological disorders and the development of new therapeutic approaches.
Used in Neurological Disorders Treatment:
In the field of medicine, (1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone is considered for its potential applications in the treatment of neurological disorders. Its precise mechanisms of action and therapeutic uses are under investigation, but the compound's structure suggests it may interact with specific biological targets relevant to these conditions.
Used in Medicinal Chemistry:
(1H-indol-2-yl)(4-methylpiperazin-1-yl)methanone serves as an interesting target in medicinal chemistry for the development of new drugs. Its indole and piperazine moieties may offer opportunities for structural modifications to enhance pharmacological activity and selectivity.

Upstream product

• 109-01-3 1-methyl-piperazine 
• 1477-50-5 Indole-2-carboxylic acid 

Relevant academic research and scientific papers

In vitro antibacterial and antifungal activity and computational evaluation of novel indole derivatives containing 4-substituted piperazine moieties

Background: Lack of specificity and occurence of resistance to current antibacterial and antifungal agents are major shortcomings for the treatment of microbial diseases. Finding novel antimicrobial agents is therefore highly needed to develop more potent drugs. Within this framework, several indole derivatives were designed and reported in the literature. Methods: In vitro antibacterial and antifungal activities of previously synthesized novel indole compounds containing 4-substituted piperazine moieties were tested against Staphylococcus aureus (ATCC 25923), Methicilline resistant Staphylococcus aureus (MRSA, ATCC 43300), Escherichia coli (ATCC 25922), Bacillus subtilis (ATCC 6633) and Candida albicans (ATTC 10231). Sultamicillin T, ampicillin, ciprofloxacin and fluconazole were used as positive controls. Molecular docking was used to study the interaction of active compounds with their receptor. Results: Fifteen compounds were synthesized and their antibacterial activities were similar to that of the reference drugs used as controls. Compounds 4 and 15 were more active (MIC 25 μg/ml) than ampicillin (MIC 50 μg/ml) against MRSA, while they showed the same activity as sultamicillin T (MIC 25 μg/ml). All compounds showed lower activity than ciprofloxacin (MIC 25 μg/ml) against the tested microorganisms. However, none of the compounds showed remarkable antifungal activity against C. albicans. Conclusion: Compound 6 showed the best interaction with the amino acid residues of the targeted cofactor NAD+.

Synthesis and antioxidant activity of indole derivatives containing 4-substituted piperazine moieties

Background: Oxidative stress caused by reactive oxygen species (ROS) plays a significant role in many human disorder such as cancer, rheumatoid arthritis, atherosclerosis, stroke, neurodegeneration, and diabetes as well as the process of aging. Compounds interfere with the action of ROS might be useful in prevention and treatment of these pathologies. Indole nucleus seems to protect the nervous system against oxidative stress. Methods: Herein, several indole compounds containing 4-substituted piperazine moieties were synthesized. Compounds 1, and 4-15 were obtained by amidification reaction using 1,1'-carbonyldiimidazole (CDI) and compounds 2 and 3 were obtained by the reaction of amine and substituted chloropyridine ring using potassium carbonate. Antioxidant activities of compounds were determined by in vitro lipid peroxidation levels on rat liver, superoxide formation and 2,2-diphenyl-1-picrylhydrazyl (DPPH) stable radical scavenging activities in comparison with vitamine E (α-tocopherol). Results: The results indicated that compounds 6 (75%), 7 (66%), 8 (75%), 11 (88%), and 12 (69%) showed strong inhibiory effects on superoxide radical formation compare to vitamine E (62%). Compound 11 can be considered as the most active one among them. Compound 10 (38%) showed slight activity in lipid peroxidation inhibition assay. Compounds are not good inhibitor of DPPH except compound 10, which has also slight inhibition (20%).

HETEROCYCLIC COMPOUNDS

Heterocyclic compounds and methods of making them and using them.

Detailed structure-activity relationship of indolecarboxamides as H 4 receptor ligands

A series of 76 derivatives of the indolecarboxamide 1 were synthesized, which allows a detailed SAR investigation of this well known scaffold. The data enable the definition of a predictive QSAR model which identifies several compounds with an activity comparable to 1. A selection of these new H 4R antagonists was synthesized and a comparison of predicted and measured values demonstrates the robustness of the model (47-55). In addition to the H4-receptor activity general CMC and DMPK properties were investigated. Some of the new analogs are not only excellently soluble, but display a significantly increased half-life in mouse liver microsomes as well. These properties qualify these compounds as a possible new standard for future in vivo studies (e.g 51, 52 and 55). Moreover, the current studies also provide valuable information on the potential receptor ligand interactions between the indolcarboxamides and the H4R protein.

SUBSTITUTED INDOLES WITH SEROTONIN RECEPTOR AFFINITY, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention relates to the compounds represented by general formula (I) as shown below.

USE OF INDOLYL DERIVATIVES FOR THE MANUFACTURE OF A MEDICAMENT FOR THE TREATMENT ALLERGIC RHINITIS

A method to treat allergic rhinitis is disclosed in which patients are administered certain indolyl compounds.

The first potent and selective non-imidazole human histamine H4 receptor antagonists

Following the discovery of the human histamine H4 receptor, a high throughput screen of our corporate compound collection identified compound 6 as a potential lead. Investigation of the SAR resulted in the discovery of novel compounds 10e and 10l, which are the first potent and selective histamine H4 receptor antagonists to be described.

Heterocyclic compounds

Heterocyclic compounds and methods of making them and using them.