179626-79-0

Basic information

• Product Name: 3-(1H-INDOL-5-YL)-ACRYLIC ACID
• Synonyms: RARECHEM AL BK 0874;AKOS BAR-2481;3-(1H-INDOL-5-YL)-ACRYLIC ACID;(E)-3-(1H-Indol-5-yl)-2-propenoic acid
• CAS NO: 179626-79-0
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.19
• Mol File: 179626-79-0.mol

Chemical Properties

• Appearance: /
• Density: 1.361
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(1H-INDOL-5-YL)-ACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-INDOL-5-YL)-ACRYLIC ACID(179626-79-0)
• EPA Substance Registry System: 3-(1H-INDOL-5-YL)-ACRYLIC ACID(179626-79-0)

Safety Data

• Hazardous Substances Data: 179626-79-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-(1H-INDOL-5-YL)-ACRYLIC ACID is used as a building block for the synthesis of various organic compounds due to its reactive functional groups and versatile chemical structure.
Used in Pharmaceutical Industry:
3-(1H-INDOL-5-YL)-ACRYLIC ACID is used as an intermediate in the development of pharmaceuticals for its potential biological activities and the ability to be incorporated into drug molecules.
Used in Research and Development:
3-(1H-INDOL-5-YL)-ACRYLIC ACID is used as a subject of study in research for understanding the properties and potential applications of indole derivatives in various fields, including medicinal chemistry and materials science.

Upstream product

• 66417-80-9 3-(Indol-5-yl)acrylic Acid Methyl Ester 
• 16066-91-4 5-iodo-1H-indole 
• 79-10-7 acrylic acid 
• 10075-50-0 5-bromo-1H-indole 
• 1196-69-6 1H-indole-5-carboxaldehyde 

Relevant articles and documents

Heck Diversification of Indole-Based Substrates under Aqueous Conditions: From Indoles to Unprotected Halo-tryptophans and Halo-tryptophans in Natural Product Derivatives

The blending of synthetic chemistry with biosynthetic processes provides a powerful approach to synthesis. Biosynthetic halogenation and synthetic cross-coupling have great potential to be used together, for small molecule generation, access to natural product analogues and as a tool for chemical biology. However, to enable enhanced generality of this approach, further synthetic tools are needed. Though considerable research has been invested in the diversification of phenylalanine and tyrosine, functionalisation of tryptophans thorough cross-coupling has been largely neglected. Tryptophan is a key residue in many biologically active natural products and peptides; in proteins it is key to fluorescence and dominates protein folding. To this end, we have explored the Heck cross-coupling of halo-indoles and halo-tryptophans in water, showing broad reaction scope. We have demonstrated the ability to use this methodology in the functionalisation of a brominated antibiotic (bromo-pacidamycin), as well as a marine sponge metabolite, barettin.

Tandem heck/decarboxylation/heck strategy: Protecting-group-free synthesis of symmetric and unsymmetric hydroxylated stilbenoids

Ride the (micro)wave: The title strategy has been developed for the synthesis of various symmetric or unsymmetric hydroxylated stilbenoids utilizing 4-halophenols and acrylic acid as coupling partners (see scheme; DMA=N,N-dimethylacetamide, MW=microwave). Protecting groups are not necessary and a single palladium catalyst is used. Copyright

Cinnamic, Phenylpropiolic and Phenylpropanoic Acid Derivatives Useful as Anti-Tumor Agents

Cinnamic and phenylpropiolic acid derivatives of formula (I) having antitumour and chemo sensitizing activity are described. Also described are pharmaceutical compositions containing the above-mentioned compounds, for the treatment of tumours.

CINNAMIC, PHENYLPROPIOLIC AND PHENYLPROPANOIC ACID DERIVATIVES USEFUL AS ANTI-TUMOUR AGENTS

Cinnamic and phenylpropiolic acid derivatives of Formula (I) having antitumour and chemosensitizing activity are described. Also described are pharmaceutical compositions containing the above-mentioned compounds, for the treatment of tumours.