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Usage

Uses

Used in Pharmaceutical Research:
4-(2-(1H-indol-1-yl)ethyl)Morpholine is used as a research compound for its potential as a serotonin receptor agonist, which may contribute to the development of treatments for various neurological and psychiatric disorders.
Used in Anticancer Applications:
In the field of oncology, 4-(2-(1H-indol-1-yl)ethyl)Morpholine is used as an anticancer agent. Its specific mechanism of action and potential efficacy against different types of cancer are still under investigation.
Used in Neurological and Psychiatric Disorders Treatment:
4-(2-(1H-indol-1-yl)ethyl)Morpholine is used as a potential treatment for various neurological and psychiatric disorders due to its ability to modulate neurotransmitter activity in the brain. 4-(2-(1H-indol-1-yl)ethyl)Morpholine's impact on specific conditions and its therapeutic potential are areas of ongoing research.

Upstream product

• 622-40-2 2-(morpholin-4-yl)ethanol 
• 70390-93-1 1-(methylsulfonyl)indole 
• 120-72-9 indole 
• 46230-78-8 2-(morpholin-1-yl)ethyl methanesulfonate 

Downstream Products

• 131863-65-5 (2-Fluoro-phenyl)-[1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-methanone; hydrochloride 
• 103610-04-4 [1-[2-(morpholinyl)ethyl]-1H-indol-3-yl]-1-naphthalenyl-methanone 
• 133438-66-1 [1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl]-2-naphthalenylmethanone 
• 1199943-31-1 cyclohexyl(1-(2-morpholin-4-ylethyl)-1H-indol-3-yl)methanone 
• 166599-76-4 3-(4-methoxynaphthalene-1-carbonyl)-1-[2-(morpholin-4-yl)ethyl]-1H-indole 
• 133438-58-1 3-(4-methylnaphthalene-1-carbonyl)-1-[2-(morpholin-4-yl)ethyl]-1H-indole 

Relevant academic research and scientific papers

Amidoalkylindoles as Potent and Selective Cannabinoid Type 2 Receptor Agonists with in Vivo Efficacy in a Mouse Model of Multiple Sclerosis

Selective CB2 agonists represent an attractive therapeutic strategy for the treatment of a variety of diseases without psychiatric side effects mediated by the CB1 receptor. We carried out a rational optimization of a black market designer drug SDB-001 that led to the identification of potent and selective CB2 agonists. A 7-methoxy or 7-methylthio substitution at the 3-amidoalkylindoles resulted in potent CB2 antagonists (27 or 28, IC50 = 16-28 nM). Replacement of the amidoalkyls from 3-position to the 2-position of the indole ring dramatically increased the agonist selectivity on the CB2 over CB1 receptor. Particularly, compound 57 displayed a potent agonist activity on the CB2 receptor (EC50 = 114-142 nM) without observable agonist or antagonist activity on the CB1 receptor. Furthermore, 57 significantly alleviated the clinical symptoms and protected the murine central nervous system from immune damage in an experimental autoimmune encephalomyelitis (EAE) mouse model of multiple sclerosis.

Indol-3-ylcycloalkyl ketones: Effects of N1 substituted indole side chain variations on CB2 cannabinoid receptor activity

Several 3-acylindoles with high affinity for the CB2 cannabinoid receptor and selectivity over the CB1 receptor have been prepared. A variety of 3-acyl substituents were investigated, and the tetramethylcyclopropyl group was found to lead to high affinity CB2 agonists (5, 16). Substitution at the N1-indole position was then examined. A series of aminoalkylindoles was prepared and several substituted aminoethyl derivatives were active (23-27, 5) at the CB2 receptor.Astudy of N1 nonaromatic side chain variants provided potent agonists at the CB2 receptor (16, 35-41, 44-47, 49-54, and 57-58). Several polar side chains (alcohols, oxazolidinone) were well-tolerated for CB2 receptor activity (41, 50), while others (amide, acid) led to weaker or inactive compounds (55 and 56). N1 aromatic side chains also afforded several high affinity CB2 receptor agonists (61, 63, 65, and 69) but were generally less potent in an in vitro CB2 functional assay than were nonaromatic side chain analogues.

Transfer of Activation from Indoles to Alcohols: A New Method for the Synthesis of Aminoethylindoles.

Transfer of a sulfonyl group from an indole nitrogen to a β-amino alkoxide generates an indole anion and an aminoethylsulfonate which react to give aminoethylindoles.