50614-82-9

Usage

Uses

Used in Pharmaceutical Industry:
1-(3-methylbut-2-enyl)-1H-indole is used as a pharmaceutical compound for its analgesic and euphoric properties. 1-(3-methylbut-2-enyl)-1H-indole is known for its ability to act as an opioid receptor agonist, which makes it a potential candidate for the development of new drugs aimed at pain relief and mood enhancement.
Used in Research and Development:
1-(3-methylbut-2-enyl)-1H-indole is used as a research compound for studying the psychoactive effects of the Mitragyna speciosa plant and its potential applications in the pharmaceutical industry. 1-(3-methylbut-2-enyl)-1H-indole's interaction with opioid receptors can provide valuable insights into the development of new drugs for pain management and mood disorders.
Used in Traditional Medicine:
1-(3-methylbut-2-enyl)-1H-indole is used in traditional medicine, particularly in Southeast Asia, where the Mitragyna speciosa plant is native. The plant has been used for centuries for its analgesic and euphoric effects, and HEN-3 is believed to be a key component responsible for these properties.

InChI:InChI=1/C13H15N/c1-11(2)7-9-14-10-8-12-5-3-4-6-13(12)14/h3-8,10H,9H2,1-2H3

Upstream product

• 120-72-9 indole 
• 870-63-3 prenyl bromide 
• 861216-48-0 tert-butyl 2-methylbut-3-en-2-yl carbonate 
• 69486-75-5 tricarbonyl(η(6)-indole)chromium(0) 

Relevant academic research and scientific papers

Design, synthesis, biological evaluation and molecular modelling studies of conophylline inspired novel indolyl oxoacetamides as potent pancreatic lipase inhibitors

A novel series of 21 indolyl oxoacetamide analogues was designed based on the natural product lead conophylline, and evaluated for their pancreatic lipase inhibitory activity using porcine pancreatic lipase (Type II). Analogues 12c and 12b exhibited comparatively greater potential (IC50 values of 2.95 and 3.26 μM) than conophylline (IC50-3.31 μM), while the standard drug, orlistat, exhibited a potent IC50 value of 0.99 μM. Further, analogues 12b and 12c exhibited reversible competitive inhibition similar to orlistat and conophylline, and possessed Ki values of 1.89 and 1.69 μM, respectively. Molecular docking of these analogues was in agreement with the in vitro results, wherein the MolDock scores exhibited significant correlation with their inhibitory activity. A 10 ns molecular dynamics simulation of 12c complexed with pancreatic lipase confirmed the role of extended alkyl interactions, along with π-π stacking and π-cation interactions, in stabilising the ligand in the active site (maximum observed RMSD ≈ 3.5 ?). ADMET prediction indicated the GI absorption of these analogues to be high; however, they did not possess carcinogenicity and hepatotoxicity in contrast to orlistat and conophylline.

Palladium-catalyzed synthesis of N-tert-prenylindoles

Palladium-catalyzed N-tert-prenylations of indoles, tricarbonylchromium- activated indoles, and indolines that occur in high yields (up to 94%) with high tert-prenyl-to-n-prenyl selectivity (up to 12:1) are reported.