136818-66-1

Basic information

• Product Name: METHYL 6-NITRO-1H-INDOLE-2-CARBOXYLATE
• Synonyms: 6-NITRO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 6-NITRO-1H-INDOLE-2-CARBOXYLATE
• CAS NO: 136818-66-1
• Molecular Formula: C10H8N2O4
• Molecular Weight: 220.18
• Mol File: 136818-66-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 424.2 °C at 760 mmHg
• Flash Point: 210.4 °C
• Appearance: /
• Density: 1.452
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 6-NITRO-1H-INDOLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 6-NITRO-1H-INDOLE-2-CARBOXYLATE(136818-66-1)
• EPA Substance Registry System: METHYL 6-NITRO-1H-INDOLE-2-CARBOXYLATE(136818-66-1)

Safety Data

• Hazardous Substances Data: 136818-66-1(Hazardous Substances Data)

Usage

Description

Methyl 6-nitro-1H-indole-2-carboxylate is an organic compound that belongs to the indole family. It is characterized by the presence of a nitro group at the 6th position and a carboxylate group at the 2nd position, which is esterified with a methyl group. Methyl 6-nitro-1H-indole-2-carboxylate is known for its potential applications in the pharmaceutical and chemical industries due to its unique structural features and reactivity.

Uses

Used in Pharmaceutical Industry:
Methyl 6-nitro-1H-indole-2-carboxylate is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structural features make it a valuable building block for the development of new drugs with potential therapeutic applications.
Used in the Preparation of CD73 Inhibitors:
Methyl 6-nitro-1H-indole-2-carboxylate is used as a starting material for the preparation of sulfamoyl hydroxybenzamide derivatives, which are known as CD73 inhibitors. These inhibitors play a crucial role in the treatment of various diseases by targeting the CD73 enzyme, which is involved in the regulation of immune responses and has been implicated in the pathogenesis of several disorders.

Upstream product

• 428861-43-2 methyl 6-nitroindoline-2-carboxylate 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 428861-42-1 6-nitroindoline-2-carboxylic acid 
• 106053-85-4 4-Nitro-α-azido-zimtsaeuremethylester 
• 67-56-1 methanol 
• 10242-00-9 6-Nitro-1H-indole-2-carboxylic Acid 
• 98081-78-8 methyl 2-azido-3-(4-nitrophenyl)acrylate 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 10242-00-9 6-Nitro-1H-indole-2-carboxylic Acid 
• 167027-30-7 methyl 6-amino-1H-indole-2-carboxylate 
• 541522-65-0 methyl 6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1H-indole-2-carboxylate 
• 1049677-82-8 1-(tert-butyl) 2-methyl 6-amino-1H-indole-1,2-dicarboxylate 
• 1093255-82-3 6-(acetylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide 
• 1093261-27-8 6-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1H-indole-2-carboxylic acid 
• 1093261-29-0 1,1-dimethylethyl (2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-6-yl)carbamate 
• 1093255-84-5 6-amino-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetate 

Relevant articles and documents

5-SULFAMOYL-2-HYDROXYBENZAMIDE DERIVATIVES

The invention is directed to substituted salicylamide derivatives. Specifically, the invention is directed to compounds according to Formula (I): wherein R, R1 and R2 are as defined herein, or a pharmaceutically acceptable salt thereof. The compounds of the invention are inhibitors of CD73 and can be useful in the treatment of cancer, pre-cancerous syndromes and diseases associated with CD73 inhibition, such as AIDS, the treatment of HIV, autoimmune diseases, infections, atherosclerosis, and ischemia–reperfusion injury. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting CD73 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Extending the versatility of the Hemetsberger-Knittel indole synthesis through microwave and flow chemistry

Microwave, flow and combination methodologies have been applied to the synthesis of a number of substituted indoles. Based on the Hemetsberger-Knittel (HK) process, modifications allow formation of products rapidly and in high yield. Adapting the methodology allows formation of 2-unsubstituted indoles and derivatives, and a route to analogs of the antitumor agent PLX-4032 is demonstrated. The utility of the HK substrates is further demonstrated through bioconjugation and subsequent ring closure and via Huisgen type [3+2] cycloaddition chemistry, allowing formation of peptide adducts which can be subsequently labeled with fluorine tags.

CHEMICAL COMPOUNDS

The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.