13078-91-6

Usage

Uses

Used in Pharmaceutical Industry:
2-IEA is used as a therapeutic agent for various conditions, including depression, anxiety, and drug addiction. Its ability to modulate neurotransmitter levels and receptor activity makes it a potential treatment option for these disorders.
Used in Neuroscience Research:
2-IEA is used as a research tool in neuroscience to study the effects of serotonin and its derivatives on the central nervous system. Its structural similarity to serotonin allows researchers to investigate the mechanisms of action and potential therapeutic applications of 2-(Indolin-3-yl)ethanaMine.
Used in Drug Discovery:
2-IEA is used as a lead compound in drug discovery for the development of new medications targeting the serotonergic system. Its potential as a dopaminergic agent and potential treatment for Parkinson's disease highlights its versatility and potential for further research and development.
Used in Chemical Synthesis:
2-IEA can be used as a building block or intermediate in the synthesis of other organic compounds, particularly those with potential pharmaceutical or chemical applications. Its indoline ring and amine group provide opportunities for further functionalization and modification to create new molecules with desired properties.

InChI:InChI=1/C10H14N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,8,12H,5-7,11H2

Upstream product

• 771-51-7 indole-3-acetonitrile 
• 61-54-1 tryptamine 
• 19260-03-8 1-(1H-indol-3-yl)-N,N,N-trimethylmethanaminium methyl sulfate 

Downstream Products

• 169129-61-7 Benzhydrylidene-[2-(2,3-dihydro-1H-indol-3-yl)-ethyl]-amine 
• 82575-82-4 N-2-(indol-3-yl)ethyl-indole-3-acetamide 
• 169129-63-9 2-[1-(Toluene-4-sulfonyl)-2,3-dihydro-1H-indol-3-yl]-ethylamine 
• 169129-62-8 Benzhydrylidene-{2-[1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indol-3-yl]-ethyl}-amine 
• 907969-24-8 tert-butyl N-(2-indolin-3-ylethyl)carbamate 
• 193551-50-7 (2-bromophenyl)-(9H-β-carbolin-1-yl)-methanone 

Relevant academic research and scientific papers

FUSED THIAZOLOPYRIMIDINE DERIVATIVES AS MNKS INHIBITORS

The present invention relates to compounds of formulae I and H, or pharmaceutically acceptable salts or esters thereof. Further aspects of the invention relate to pharmaceutical compositions and therapeutic uses of said compounds in the treatment of diseases of uncontrolled cell growth, proliferation and/or survival, inappropriate cellular immune responses, inappropriate cellular inflammatory responses, or neurodegenerative disorders, preferably tauopathies, even more preferably, Alzheimer's disease.

Heterogeneous catalytic hydrogenation of unprotected indoles in water: A green solution to a long-standing challenge

An environmentally benign procedure for the hydrogenation of unprotected indoles is described. The hydrogenation reaction is catalyzed by Pt/C and activated by p-toluenesulfonic acid in water as a solvent. The efficacy of the method is illustrated by the hydrogenation of a variety of substituted indoles to their corresponding indolines which were obtained in excellent yields.

Nucleophilic substitution reaction of N-2-(1-hydroxyindol-3-yl)ethylindole-3-acetamide and -1-hydroxyindole-3-acetamide

Syntheses of N-2-(1-hydroxyindol-3-yl)ethyl-1-hydroxyindole-3-acetamide (3a) and -indole-3-acetamide (4a) are reported. They undergo nucleophilic substitution reaction at the 1-position upon reaction with indole in 85% formic acid to give new type compounds, N-2-[1-(indol-3-yl)indol-3-yl]ethylindole-3-acetamide (13), N-2-(indol-3-yl)ethyl-(14), and N-2-[1-(indol-3-yl)indol-3-yl]ethyl-1-(indol-3-yl)indole-3-acetamide (15).

Mannich biscyclizations. Total synthesis of (-)-ajmalicine

A concise enantioselective total synthesis of the cardiovascular agent (-)-ajmalicine and an approach toward the synthesis of (+)-19-epiajmalicine are described. The key step of the (-)-ajmalicine synthesis is a carboxylate-terminated N-acyliminium ion biscyclization (74 → 67), which assembles the D and E rings of this heteroyohimbine alkaloid in one step. A related carboxylate-terminated iminium ion biscyclization (28 → 29) is the central step in the approach to (+)-epiajmalicine.

Cardiac-Slowing Amidines Containing the 3-Thioindole Group. Potential Antianginal Agents

A series of 3-thioindolamidines (and 3-indolamidines) related to mixidine (1) was studied for cardiac-slowing properties, allowing the discovery of activity for prototype thioindole 2.Structure-activity relationships were explored, leading to many potent antitachycardic agents (6-9, 12, 13, 15-17, 20, 23, 24, 30, 34, 35, 45, and 47-49).Relative to 2, cardiac-slowing activity is enhanced by substitution of the indole nitrogen with small (C1-C3) saturated alkyl groups (6-9), unsaturated alkyl groups (12, 13, and 15-17), or a methoxyethyl group (20); replacement of the N-methyl group with alkyl (23) or phenyl groups (24); and extension of the ethylene bridge by two methylene units (34).Dethio (i.e., 3-indole) analogues of 2 with alkyl substitution on the indole nitrogen (47-49) have greater activity as well.Several potent compounds were also found to have minimal myocardial depression (6-9, 13, 45, and 47).Secondary pharmacological testing is reported for thioindoles 2, 6, 7, 9, and 28.

Properties of Bis(trifluoroacetoxy)borane as a Reducing Agent of Organic Compounds

Reactions of bis(trifluoroacetoxy)borane-THF (1) with compounds containing representative organic functional groups were studied to determine the usefulness of 1 as a selective reducing agent.Reducible functionalities were indoles, ketones, aldehydes, imines, and compounds that readily generate carbocations in trifluoroacetic acid.Many functionalities were inert to 1.Epoxides and ortho esters suffered decomposition under the reaction conditions.Olefins and acetylenes were not hydroborated, and carboxylic acids were not reduced by 1.

Reduction of indole compounds to indoline compounds

A method for reducing indole compounds to the corresponding indoline compounds substantially free of undesirable side reactions is described. The method involves contacting an indole compound with a borane complex reagent in the presence of trifluoroacetic acid. The method is rapidly and readily carried out and provides an excellent method for preparing certain indoline compounds from the corresponding indole compounds. A novel dioxyborane useful as a borane reagent is also disclosed.