256935-86-1

Basic information

• Product Name: 6-chloro-1H-Indole-5-carboxylic acid
• Synonyms: 1H-Indole-5-carboxylicacid, 6-chloro-;6-chloro-1H-Indole-5-carboxylic acid;1H-indole-6-chloro-5-carboxylic acid
• CAS NO: 256935-86-1
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 195.60244
• Mol File: 256935-86-1.mol

Chemical Properties

• Boiling Point: 434.4±25.0 °C(Predicted)
• Appearance: /
• Density: 1.548
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.24±0.30(Predicted)
• CAS DataBase Reference: 6-chloro-1H-Indole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-1H-Indole-5-carboxylic acid(256935-86-1)
• EPA Substance Registry System: 6-chloro-1H-Indole-5-carboxylic acid(256935-86-1)

Safety Data

• Hazardous Substances Data: 256935-86-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-chloro-1H-Indole-5-carboxylic acid is used as a building block for the synthesis of various pharmaceutical compounds and intermediates, contributing to the development of new drugs with improved therapeutic properties.
Used in Research Chemicals:
6-chloro-1H-Indole-5-carboxylic acid is utilized as a research chemical in the study of indole derivatives and their potential biological activities, aiding in the exploration of novel therapeutic agents and understanding their mechanisms of action.

Upstream product

• 162100-83-6 6-chloro-1H-indole-5-carboxylic acid methyl ester 
• 935676-17-8 6-chloro-2-ethoxycarbonyl-7-iodo-5-methoxycarbonyl-indole 

Downstream Products

• 251107-17-2 6-chloro-(4-(4-fluorobenzyl) piperidinyl)indole-5-carboxamide 

Relevant articles and documents

Utility of Japp-Klingemann reaction for the preparation of 5-carboxy-6-chloroindole via Fischer indole protocol

5-Carboxy-6-chloroindole, a precursor for p38 kinase inhibitor, was prepared from 4-amino-2-chloro-3-iodobenzoicacid by following the Japp-Klingemann synthetic approach. The structures of the key intermediates were also confirmed by X-ray analyses. Computational analysis was helpful in understanding the importance of the substituents at the cyclization step of the synthesis.

Indole-type derivatives as inhibitors of p38 kinase

The invention is directed to methods to inhibit p38-α kinase using compounds comprising a phenyl or thienyl coupled through a piperidine or piperazine nucleus to an indole residue wherein the indole residue mandatorily has a substituent on the ring nitrogen which is an amino or substituted amino group.

Oxazoline antiproliferative agents

Compounds having Formula I are useful for treating cancer. Also disclosed are pharmaceutical compositions comprising compounds of Formula I, and methods of treating cancer in a mammal.