70070-22-3

Basic information

• Product Name: 1H-Indole-2-carboxylic acid, 5-bromo-3-methyl-, ethyl ester
• Synonyms: 1H-Indole-2-carboxylic acid, 5-bromo-3-methyl-, ethyl ester;ethyl 5-bromo-3-methyl-1H-indole-2-carboxylate
• CAS NO: 70070-22-3
• Molecular Formula: C12H12BrNO2
• Molecular Weight: 282.13318
• Mol File: 70070-22-3.mol

Chemical Properties

• Melting Point: 163 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 394.6±37.0 °C(Predicted)
• Appearance: /
• Density: 1.494±0.06 g/cm3(Predicted)
• PKA: 14.35±0.30(Predicted)
• CAS DataBase Reference: 1H-Indole-2-carboxylic acid, 5-bromo-3-methyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylic acid, 5-bromo-3-methyl-, ethyl ester(70070-22-3)
• EPA Substance Registry System: 1H-Indole-2-carboxylic acid, 5-bromo-3-methyl-, ethyl ester(70070-22-3)

Safety Data

• Hazardous Substances Data: 70070-22-3(Hazardous Substances Data)

Usage

Ester derivative of 5-bromo-3-methylindole-2-carboxylic acid

This compound is an ester formed from 5-bromo-3-methylindole-2-carboxylic acid, which is a modification of the original compound.

Used in organic synthesis and medicinal chemistry

This compound is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its potential biological activities.

Structure allows for easy modification

The structure of this compound can be easily modified to create new derivatives with different properties and applications.

Potential risks to human health and the environment

This chemical may pose risks to human health and the environment if not used properly, so it is important to handle it with care.

Upstream product

• 600-18-0 2-Oxobutyric acid 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 607-97-6 ethyl 2-ethyl-3-oxobutanoate 
• 26304-51-8 ethyl 3-methyl-indole-2-carboxylate 
• 64-17-5 ethanol 
• 2999-46-4 Ethyl isocyanoacetate 
• 32937-55-6 1-(2,5-dibromophenyl)ethanone 

Downstream Products

• 70070-32-5 5-bromo-3-methyl-1H-indole-2-carboxylic acid 
• 10075-48-6 5-bromo-3-methyl-1H-indole 
• 6548-09-0 5-bromo-DL-tryptophan 
• 151417-95-7 1-benzenesulfonyl-5-bromo-3-methylindole 
• 151417-96-8 1-benzenesulfonyl-5-bromo-3-bromomethylindole 
• 151417-97-9 2-Acetylamino-2-(1-benzenesulfonyl-5-bromo-1H-indol-3-ylmethyl)-malonic acid diethyl ester 
• 666752-18-7 5-Bromo-3-methylindole-2-carbinol 

Relevant articles and documents

Property Focused Structure-Based Optimization of Small Molecule Inhibitors of the Protein-Protein Interaction between Menin and Mixed Lineage Leukemia (MLL)

Development of potent small molecule inhibitors of protein-protein interactions with optimized druglike properties represents a challenging task in lead optimization process. Here, we report synthesis and structure-based optimization of new thienopyrimidine class of compounds, which block the protein-protein interaction between menin and MLL fusion proteins that plays an important role in acute leukemias with MLL translocations. We performed simultaneous optimization of both activity and druglike properties through systematic exploration of substituents introduced to the indole ring of lead compound 1 (MI-136) to identify compounds suitable for in vivo studies in mice. This work resulted in the identification of compound 27 (MI-538), which showed significantly increased activity, selectivity, polarity, and pharmacokinetic profile over 1 and demonstrated a pronounced effect in a mouse model of MLL leukemia. This study, which reports detailed structure-activity and structure-property relationships for the menin-MLL inhibitors, demonstrates challenges in optimizing inhibitors of protein-protein interactions for potential therapeutic applications.

Assembly of indole-2-carboxylic acid esters through a ligand-free copper-catalysed cascade process

A straightforward synthesis of indole-2-carboxylic esters was developed through a ligand-free copper-catalysed condensation/coupling/deformylation cascade process from 2-halo aryl aldehydes or ketones with ethyl isocyanoacetate. The reactions proceeded we

INDOLES USEFUL IN THE TREATMENT OF INFLAMATION

There is provided compounds of formula (I), Wherein T, Y, X1 , R1, R2, R3, R4 and R5 have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful in the treatment of diseases in which inhibition of the activity of a member of the MAPEG family is desired and/or required, and particularly in the treatment of inflammation.

Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents

Novel compounds useful as chemotherapeutic and chemopreventive agents are provided. The compounds are analogs of indole-3-carbinol metabolites wherein the structures and substituents of the compounds are selected to enhance the compounds' overall efficacy, particularly with respect to therapeutic activity, oral bioavailability, long-term safety, patient tolerability, and therapeutic window. The compounds are useful not only in treatment of cancer but also in prevention of cancer. One preferred class of the novel compounds have the structure of formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 are defined herein. Pharmaceutical compositions are provided as well, as are methods of synthesis and use.

A new synthesis of 5-bromo-DL-tryptophan

A new synthesis of 5-bromotryptophan, a potential antisickling agent, from 5-bromo-3-methylindole is described.