396091-50-2

Basic information

• Product Name: 1H-Indole,5-(1-methylethoxy)-(9CI)
• Synonyms: 1H-Indole,5-(1-methylethoxy)-(9CI);5-Isopropoxy-1H-indole;1H-Indole, 5-(1-Methylethoxy)-;5-(Propan-2-yloxy)-1H-indole
• CAS NO: 396091-50-2
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• Product Categories: METHOXY
• Mol File: 396091-50-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 313.651°C at 760 mmHg
• Flash Point: 114.984°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 1H-Indole,5-(1-methylethoxy)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole,5-(1-methylethoxy)-(9CI)(396091-50-2)
• EPA Substance Registry System: 1H-Indole,5-(1-methylethoxy)-(9CI)(396091-50-2)

Safety Data

• Hazardous Substances Data: 396091-50-2(Hazardous Substances Data)

Usage

General Description

1H-Indole, 5-(1-methylethoxy)-(9CI) is a chemical compound with the molecular formula C13H15NO. It belongs to the class of compounds known as indoles, which are heterocyclic aromatic compounds that contain a six-membered ring fused to a five-membered nitrogen-containing ring. This particular compound is characterized by the presence of a 1-methylethoxy group attached to the fifth carbon of the indole ring. It is used in the production of pharmaceuticals, agrochemicals, and other organic compounds. The compound has various applications in the chemical and medical industries due to its unique properties and functional groups. Further research and development may uncover new potential uses for this chemical.

InChI:InChI=1/C11H13NO/c1-8(2)13-10-3-4-11-9(7-10)5-6-12-11/h3-8,12H,1-2H3

Upstream product

• 1953-54-4 indol-5-ol 
• 75-26-3 isopropyl bromide 
• 67-63-0 isopropyl alcohol 
• 2581-34-2 3-methyl-4-nitrophenol 
• 52177-08-9 4-isopropoxy-2-methyl-1-nitrobenzene 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1335101-87-5 1-[(E)-2-(5-isopropoxy-2-nitrophenyl)vinyl]pyrrolidine 
• 75-30-9 2-iodo-propane 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 

Downstream Products

• 1428641-85-3 3-(2-(tert-butyldimethylsilyloxy)ethyl)-5-isopropoxy-1-tosylindole 
• 1428641-79-5 2-(5-isopropoxy-1-tosylindol-3-yl)ethanol 
• 1428641-78-4 2-(5-isopropoxy-1-tosylindol-3-yl)ethyl methanesulfonate 
• 1428641-80-8 C₂₈H₃₇N₃O₇S 
• 1428641-81-9 diisopropyl1,2-bis(2-(5-isopropoxy-1-tosylindol-3-yl)ethyl)hydrazine-1,2-dicarboxylate 
• 1446219-98-2 C₂₆H₂₇N₃O₂ 
• 1219139-33-9 5-isopropoxy-1-[3-(4-methylpiperazin-1-yl-methyl)phenylsulfonyl]-1H-indole 
• 1146972-49-7 N'-[3-(5-isopropoxyindole-1-sulfonyl)phenyl]-N,N-dimethylethane-1,2-diamine 
• 1021342-98-2 C₁₆H₂₂BNO₅ 
• 859832-55-6 (R,S)-1-(2-bromobenzenesulfonyl)-3-(1-ethylpyrrolidin-3-yl)-1H-5-isopropoxyindole 
• 859832-52-3 1-(2-bromobenzenesulfonyl)-3-(1-methylpyrrolidin-3-yl)-5-isopropoxy-1H-indole 

Relevant articles and documents

Discovery of novel indolinone-based, potent, selective and brain penetrant inhibitors of LRRK2

Mutations in leucine-rich repeat kinase-2 (LRRK2) are the most common genetic cause of Parkinson's disease (PD). The most frequent kinase-enhancing mutation is the G2019S residing in the kinase activation domain. This opens up a promising therapeutic avenue for drug discovery targeting the kinase activity of LRRK2 in PD. Several LRRK2 inhibitors have been reported to date. Here, we report a selective, brain penetrant LRRK2 inhibitor and demonstrate by a competition pulldown assay in vivo target engagement in mice.

Convenient modification of the Leimgruber-Batcho indole synthesis: Reduction of 2-nitro-p-pyrrolidinostyrenes by the FeCl3-activated carbon-N2H4H2O system

A new catalytic system containing ferric chloride, activated carbon, and hydrazine has been proposed for the reductive cyclization of β-dialkylamino-2-nitrostyrenes to give the corresponding indoles (Leimgruber-Batcho synthesis). Various substituted indoles may be obtained in high yield under these conditions.

Arylthioindole inhibitors of tubulin polymerization. 3. Biological evaluation, structure-activity relationships and molecular modeling studies

The new arylthioindole (ATI) derivatives 10, 14-18, and 21-24, which bear a halogen atom or a small size ether group at position 5 of the indole moiety, were compared with the reference compounds colchicine and combretastatin A-4 for biological activity. Derivatives 10, 11, 16, and 21-24 inhibited MCF-7 cell growth with IC50 values 2/M phase at 24 h, and at 48 h, 26% of the cells were hyperploid. Molecular modeling studies showed that, despite the absence of the ester moiety present in the previously examined analogues, most of the compounds bind in the colchicine site in the same orientation as the previously studied ATIs. Binding to β-tubulin involved formation of a hydrogen bond between the indole and Thr179 and positioning of the trimethoxy phenyl group in a hydrophobic pocket near Cys241.