261352-47-0

Basic information

• Product Name: Indole-6-carboxylic acid
• Synonyms: 1H-Indole-6-carboxylic acid,radical ion(1+) (9CI)
• CAS NO: 261352-47-0
• Molecular Formula: C9H7 N O2
• Molecular Weight: 0
• Mol File: 261352-47-0.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Indole-6-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Indole-6-carboxylic acid(261352-47-0)
• EPA Substance Registry System: Indole-6-carboxylic acid(261352-47-0)

Safety Data

• Hazardous Substances Data: 261352-47-0(Hazardous Substances Data)

Usage

General Description

Indole-6-carboxylic acid is a chemical compound with a molecular formula C9H7NO2. It is a derivative of indole, which is a heterocyclic organic compound. Indole-6-carboxylic acid is used in the synthesis of various pharmaceuticals and agrochemicals due to its versatile biological activities. It has been found to exhibit anti-inflammatory, antiviral, and antimicrobial properties. Additionally, it has potential applications in cancer therapy and drug development. Its structure and properties make it a valuable building block in the synthesis of new drug candidates and bioactive compounds.

Upstream product

• 15861-36-6 1H-Indole-6-carbonitrile 
• 50820-65-0 indole-6-carboxylic acid methyl ester 
• 106851-27-8 3-Amino-4-(2,2-dimethoxy-ethyl)-benzoic acid 
• 7356-11-8 4-methyl-3-nitro-benzoic acid methyl ester 
• 104447-80-5 (E)-1-(dimethylamino)-2-[4-(methoxycarbonyl)-2-nitrophenyl]ethene 
• 14719-83-6 methyl 3-nitro-4-chlorobenzoate 
• 106851-22-3 4-(2,2-Dimethoxy-ethyl)-3-nitro-benzoic acid 
• 106867-41-8 methyl 4-(2-(trimethylsilyl)ethynyl)-3-nitrobenzoate 
• 96-98-0 4-methyl-3-nitrobenzoic acid 
• 93247-78-0 methyl 1H-indole-7-carboxylate 

Downstream Products

• 104447-78-1 6-indole 
• 199589-62-3 tert-butyl indole-6-carboxylate 
• 50820-64-9 indole 6-carboxylic acid ethyl ester 
• 885320-57-0 3-(2,5-dioxo-pyrrolidin-3-yl)-1H-indole-6-carboxylic acid 
• 50820-65-0 indole-6-carboxylic acid methyl ester 
• 697306-61-9 N,N-dimethyl-1H-indole-6-carboxamide 
• 1075-26-9 6-(hydroxymethyl)indole 
• 219508-17-5 3-chloro-1H-indole-6-carboxylic acid 
• 319474-35-6 3-formyl-1H-indazole-6-carboxylic acid 
• 1224699-05-1 3-chloro-1H-indole-5-carboxylic acid 
• 394653-94-2 6-(Ν-methoxy-N-methyl)-1H-indole-6-carboxamide 
• 1310744-80-9 benzyl 1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxylate 
• 215941-02-9 C₉H₆NClO 
• 354587-63-6 indole-1,6-dicarboxylic acid 1-tert-butyl ester 6-methyl ester 

Relevant articles and documents

Nickel-Catalyzed Dearomative Arylboration of Indoles: Regioselective Synthesis of C2- And C3-Borylated Indolines

Indole dearomatization is an important strategy to access indolines: a motif present in a variety of natural products and biologically active molecules. Herein, a method for transition-metal catalyzed regioselective dearomative arylboration of indoles to

Discovery of a Novel Class of Negative Allosteric Modulator of the Dopamine D2 Receptor Through Fragmentation of a Bitopic Ligand

Recently, we have demonstrated that N-((trans)-4-(2-(7-cyano-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)cyclohexyl)-1H-indole-2-carboxamide (SB269652) (1) adopts a bitopic pose at one protomer of a dopamine D2 receptor (D2R) dimer to negatively modulate the binding of dopamine at the other protomer. The 1H-indole-2-carboxamide moiety of 1 extends into a secondary pocket between the extracellular ends of TM2 and TM7 within the D2R protomer. To target this putative allosteric site, we generated and characterized fragments that include and extend from the 1H-indole-2-carboxamide moiety of 1. N-Isopropyl-1H-indole-2-carboxamide (3) displayed allosteric pharmacology and sensitivity to mutations of the same residues at the top of TM2 as was observed for 1. Using 3 as an "allosteric lead", we designed and synthesized an extensive fragment library to generate novel SAR and identify N-butyl-1H-indole-2-carboxamide (11d), which displayed both increased negative cooperativity and affinity for the D2R. These data illustrate that fragmentation of extended compounds can expose fragments with purely allosteric pharmacology.

New adenosine receptor ligands and uses thereof

The present invention provides new compounds with high affinity for adenosine A2A receptors. It also provides antagonists of adenosine A2A receptors and their use as medicaments for the treatment and/or prophylaxis of diseases and di