136831-13-5

Basic information

• Product Name: 1H-Indole-2-carboxylic acid, 4-Methyl-, Methyl ester
• Synonyms: 1H-Indole-2-carboxylic acid, 4-Methyl-, Methyl ester;methyl 4-methylindole-2-carboxylate
• CAS NO: 136831-13-5
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21054
• Mol File: 136831-13-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 344.1±22.0 °C(Predicted)
• Appearance: /
• Density: 1.212±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.33±0.30(Predicted)
• CAS DataBase Reference: 1H-Indole-2-carboxylic acid, 4-Methyl-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylic acid, 4-Methyl-, Methyl ester(136831-13-5)
• EPA Substance Registry System: 1H-Indole-2-carboxylic acid, 4-Methyl-, Methyl ester(136831-13-5)

Safety Data

• Hazardous Substances Data: 136831-13-5(Hazardous Substances Data)

Usage

General Description

1H-Indole-2-carboxylic acid, 4-methyl-, methyl ester is a chemical compound that is also known as 4-methylindole-2-carboxylic acid methyl ester. It is an ester derivative of 4-methylindole-2-carboxylic acid, which is a substituted indole compound. This chemical is commonly used as a building block and intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It has potential applications in the development of drugs for various medical conditions and as an ingredient in the formulation of pesticides and herbicides. Due to its versatile nature, 1H-Indole-2-carboxylic acid, 4-methyl-, methyl ester is of interest to researchers and chemists in various industries for its potential applications in drug discovery and development.

Upstream product

• 67-56-1 methanol 
• 18474-57-2 4-methyl-1H-indole-2-carboxylic acid 
• 888723-75-9 3-dimethylamino-2-m-tolylamino-acrylic acid methyl ester 
• 529-20-4 2-methylphenyl aldehyde 
• 126689-79-0 methyl 2-(m-tolylamino)acetate 
• 108-44-1 1-amino-3-methylbenzene 
• 41085-43-2 2-bromo-3-nitrotoluene 
• 136831-12-4 C₁₁H₁₁N₃O₂ 

Downstream Products

• 691362-81-9 methyl 3-formyl-4-methylindole-2-carboxylate 
• 18474-57-2 4-methyl-1H-indole-2-carboxylic acid 
• 1362861-12-8 methyl 3-(2,5-bis(methoxymethoxy)phenyl)-4-methyl-1H-indole-2-carboxylate 

Relevant articles and documents

A Bu4N[Fe(CO)3(NO)]-Catalyzed Hemetsberger–Knittel Indole Synthesis

The nucleophilic Fe complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of aryl vinyl azides to give the corresponding indole derivatives in good to excellent yields.

Intramolecular C-H amination reactions: Exploitation of the Rh 2(II)-catalyzed decomposition of azidoacrylates

Rhodium(II) perfluorobutyrate-mediated decomposition of vinyl azides provides a new, mild entry into Rh2(II) nitrenoid chemistry. This methodology allows rapid access to a variety of complex, functionalized N-heterocycles in two steps from commercially available starting materials. Copyright

Probing the subpockets of factor Xa reveals two binding modes for inhibitors based on a 2-carboxyindole scaffold: A study combining structure-activity relationship and X-ray crystallography

Structure-activity relationships within a series of highly potent 2-carboxyindole-based factor Xa inhibitors incorporating a neutral P1 ligand are described with particular emphasis on the structural requirements for addressing subpockets of the factor Xa enzyme. Interactions with the subpockets were probed by systematic substitution of the 2-carboxyindole scaffold, in combination with privileged P1 and P4 substituents. Combining the most favorable substituents at the indole nucleus led to the discovery of a remarkably potent factor Xa inhibitor displaying a Ki value of 0.07 nM. X-ray crystallography of inhibitors bound to factor Xa revealed substituent-dependent switching of the inhibitor binding mode and provided a rationale for the SAR obtained. These results underscore the key role played by the P1 ligand not only in determining the binding affinity of the inhibitor by direct interaction but also in modifying the binding mode of the whole scaffold, resulting in a nonlinear SAR.