1026883-23-7

Basic information

• Product Name: 5-chloro-3-[(3,5-dimethoxyphenyl)thio]-1H-indole-2-carboxylic acid
• Synonyms: 5-chloro-3-[(3,5-dimethoxyphenyl)thio]-1H-indole-2-carboxylic acid
• CAS NO: 1026883-23-7
• Molecular Weight: 363.821
• Mol File: 1026883-23-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-chloro-3-[(3,5-dimethoxyphenyl)thio]-1H-indole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-3-[(3,5-dimethoxyphenyl)thio]-1H-indole-2-carboxylic acid(1026883-23-7)
• EPA Substance Registry System: 5-chloro-3-[(3,5-dimethoxyphenyl)thio]-1H-indole-2-carboxylic acid(1026883-23-7)

Safety Data

• Hazardous Substances Data: 1026883-23-7(Hazardous Substances Data)

Upstream product

• 10272-07-8 3.5-dimethoxyaniline 
• 19689-66-8 3,5-dimethoxybenzenethiol 
• 219696-68-1 bis(3,5-dimethoxyphenyl)-disulfide 
• 10517-21-2 5-chloro-1H-Indole-2-carboxylic acid 

Relevant articles and documents

New arylthioindoles: Potent inhibitors of tubulin polymerization. 2. Structure-activity relationships and molecular modeling studies

Arylthioindoles (ATIs) that possess a 3-methoxyphenylthio or a 3,5-dimethoxyphenylthio moiety at position 2 of the indole ring were effective tubulin assembly inhibitors, but weak inhibitors of MCF-7 cell growth. ATIs bearing a 3-(3,4,5-trimethoxyphenyl)thio moiety were potent tubulin polymerization inhibitors, with IC50s in the 2.0 (35) to 4.5 (37) μM range. They also inhibited MCF-7 cell growth at nanomolar concentrations. The 3,4,5-trimethoxy substituted ATIs showed potencies comparable to those of the reference compounds colchicine and combretastatin A-4 in both tubulin assembly and cell growth inhibition assays. Dynamics simulation studies correlate well with the observed experimental data. Furthermore, from careful analysis of the biological and in silico data, we can now hypothesize a basic pharmacophore for this class of compounds.