1485-22-9

Usage

Uses

Used in Pharmaceutical Industry:
(1-METHYL-1H-INDOL-2-YL)-METHANOL is used as a reagent for the synthesis of peroxisome proliferator activated receptors (PPARs), specifically PPARα and PPARγ partial agonists. These agonists play a crucial role in the treatment of type 2 diabetes by regulating glucose and lipid metabolism, improving insulin sensitivity, and modulating inflammation.
The application of (1-METHYL-1H-INDOL-2-YL)-METHANOL in the pharmaceutical industry is primarily due to its ability to serve as a key intermediate in the synthesis of PPAR agonists, which are essential for managing type 2 diabetes and its associated complications. By facilitating the development of more effective and targeted treatments, (1-METHYL-1H-INDOL-2-YL)-METHANOL contributes to the advancement of diabetes care and the improvement of patients' quality of life.

InChI:InChI=1/C10H11NO/c1-11-9(7-12)6-8-4-2-3-5-10(8)11/h2-6,12H,7H2,1H3

Upstream product

• 16136-58-6 N-methyl-1H-indole-2-carboxylic acid 
• 37493-34-8 methyl 1-methyl-1H-indole-2-carboxylate 
• 18450-24-3 ethyl N-methylindole-2-carboxylate 
• 27421-51-8 1-methyl-1H-indole-2-carboxaldehyde 
• 41979-55-9 N,N-dimethyl-1-methylindole-2-carboxamide 
• 603-76-9 1-methylindole 
• 50-00-0 formaldehyd 
• 3770-50-1 2-carbethoxyindole 
• 1477-50-5 Indole-2-carboxylic acid 
• 1202-04-6 indole-2-carboxylic acid methyl ester 

Downstream Products

• 188722-87-4 1-methyl-2-(4-chlorophenoxymethyl)-1H-indole 
• 188722-88-5 2-[(2,4-dichlorophenoxy)methyl]-1-methyl-1H-indole 
• 1210346-98-7 2-(benzyloxymethyl)-1-methyl-1H-indole 
• 1413429-69-2 4-[(1-methyl-1H-indol-2-yl)methoxy]benzaldehyde 
• 1413429-68-1 4-[(1-methyl-1H-indol-2-yl)methoxy]aniline 
• 1413429-77-2 5-{4-[(1-methyl-1H-indol-2-yl)methoxy]benzylidene}-1,3-thiazolidine-2,4-dione 
• 1413429-67-0 C₁₆H₁₄N₂O₃ 
• 1434620-89-9 9-methyl-4-(4-chlorophenyl)-2-tosyl-1,2,3,4-tetrahydro-β-carboline 
• 1434620-96-8 9-methyl-4-(4-bromophenyl)-2-tosyl-1,2,3,4-tetrahydro-β-carboline 
• 1434621-08-5 9-methyl-4-(4-methylphenyl)-2-tosyl-1,2,3,4-tetrahydro-β-carboline 
• 1434621-14-3 9-methyl-4-(4-tert-butylphenyl)-2-tosyl-1,2,3,4-tetrahydro-β-carboline 
• 1434621-20-1 9-methyl-4-phenyl-2-(4-tert-butylphenylsulfonyl)-1,2,3,4-tetrahydro-β-carboline 
• 1434620-77-5 9-methyl-4-phenyl-2-tosyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 1434620-82-2 9-methyl-4-(4-fluorophenyl)-2-tosyl-1,2,3,4-tetrahydro-β-carboline 

Relevant academic research and scientific papers

Human serum albumin binding assay based on displacement of a non selective fluorescent inhibitor

In this paper, we describe a fluorescent antibacterial analog, 6, with utility as a competition probe to determine affinities of other antibacterial analogs for human serum albumin (HSA). Analog 6 bound to HSA with an affinity of 400 ± 100 nM and the fluorescence was environmentally sensitive. With 370 nm excitation, environmental sensitivity was indicated by a quenching of the 530 nm emission when the probe bound to HSA. Displacement of dansylsarcosine from HSA by 6 indicated it competed with compounds that bound at site II (ibuprofen binding site) on HSA. Analog 6 also shifted the NMR peaks of an HSA bound oleic acid molecule that itself was affected by compounds that bound at site II. In addition to binding at site II, 6 interacted at site I (warfarin binding site) as indicated by displacement of dansylamide and the shifting of NMR peaks of an HSA bound oleic acid molecule affected by warfarin site binding. Additional evidence for multiple site interaction was discovered when a percentage of 6 could be displaced by either ibuprofen or phenylbutazone. A competition assay was established using 6 to determine relative affinities of other antibacterial inhibitors for HSA.

Chirality in the absence of rigid stereogenic elements: The design of configurationally stable C3-symmetric propellers

Residual stereoisomerism is a form of stereoisomerism scarcely considered so far for applicative purposes, though extremely interesting, since the production of stereoisomers does not involve classical rigid stereogenie elements. In three-bladed propeller

Palladium-catalyzed acylation of a 1,2-disubstituted 3-indolylzine chloride

3-Acylindoles were prepared by palladium catalyzed coupling of an acid sensitive 1,2-disubstituted 3-indolylzinc chloride with a number of acid chlorides to give the corresponding ketones in 33-74% yields.

Palladium-catalyzed benzylic-like nucleophilic substitution of benzofuran-, benzothiophene- and indole-based substrates by dimethyl malonate anion

The palladium-catalyzed benzylic-like nucleophilic substitution of acetates derived from benzofuran, benzothiophene and indole was investigated. The asymmetric substitution on racemic 1-(2-benzofuryl) ethyl acetate gave disappointing results, but the subs

Controlled Reduction of Carboxamides to Alcohols or Amines by Zinc Hydrides

New protocols for controlled reduction of carboxamides to either alcohols or amines were established using a combination of sodium hydride (NaH) and zinc halides (ZnX2). Use of a different halide on ZnX2 dictates the selectivity, wherein the NaH-ZnI2 system delivers alcohols and NaH-ZnCl2 gives amines. Extensive mechanistic studies by experimental and theoretical approaches imply that polymeric zinc hydride (ZnH2)∞ is responsible for alcohol formation, whereas dimeric zinc chloride hydride (H?Zn?Cl)2 is the key species for the production of amines.

Cycloaddition of in Situ Formed Azaoxyallyl Cations with 2-Alkenylindoles: An Approach to Tetrahydro-β-carbolinones

A novel [3 + 3] cycloaddition between in situ formed azaoxyallyl cations and 2-alkenylindoles has been developed. This concise method allows the efficient construction of a series of tetrahydro-β-carbolinones in good yields under mild conditions. Gram-sca

Fluorination-Oxidation of 2-Hydroxymethylindole Using Selectfluor

An unexpected fluorination-oxidation of 2-hydroxymethylindole using selectfluor under mild condi-tions without a catalyst is described. This new chemistry allows for efficient and rapid synthesis of various 3-fluoroindole-2-aldehydes and novel quaternary

Rh(II)-catalyzed intramolecular annulation of N-sulfonyl 1,2,3-triazoles with indole derivatives: A new method for synthesis pyranoindoles

A direct and highly stereoselective approach for the synthesis of Z-alkenyl-pyranoindoles had been developed by utilizing Rh(II)-catalyzed intramolecular cyclization of N-sulfonyl-1,2,3-triazoles with indole derivatives. A variety of pyranoindoles were obtained in 44-93% yields. Moreover, a more convenient synthesis of pyranoindoles starting from terminal alkyne was realized via a Cu-Rh sequentially catalyzed one-pot cascade reaction.

Zinc-Catalyzed Alkyne Oxidation/C-H Functionalization: Highly Site-Selective Synthesis of Versatile Isoquinolones and β-Carbolines

An efficient zinc(II)-catalyzed alkyne oxidation/C￡H functionalization sequence was developed, thus leading to highly site-selective synthesis of a variety of isoquinolones and β-carbolines. Importantly, in contrast to the well-established gold-catalyzed intermolecular alkyne oxidation, over-oxidation can be completely suppressed in this system and the reaction most likely proceeds by a Friedel-Crafts-type pathway. Mechanistic studies and theoretical calculations are described.

Selective oxidations of activated alcohols in water at room temperature

Allylic and benzylic alcohols can be selectively oxidized to their corresponding aldehydes or ketones in water containing nanoreactors composed of the designer surfactant TPGS-750-M. The oxidation relies on catalytic amounts of CuBr, bpy, and TEMPO, with N-methyl-imidazole; air is the stoichiometric oxidant. the Partner Organisations 2014.