128373-22-8

Usage

Uses

Used in Pharmaceutical Research:
5-(2-FURYL)-1H-INDOLE is used as a building block for the synthesis of various drugs and bioactive compounds, leveraging its potential biological and pharmacological activities.
Used in the Food Industry:
5-(2-FURYL)-1H-INDOLE is used as a flavoring agent for its pleasant aromatic properties, enhancing the taste and aroma of food products.
Used in Anti-Inflammatory Applications:
5-(2-FURYL)-1H-INDOLE is used as an anti-inflammatory agent, potentially reducing inflammation and alleviating symptoms associated with inflammatory conditions.
Used in Anti-Bacterial Applications:
5-(2-FURYL)-1H-INDOLE is used as an anti-bacterial agent, exhibiting the ability to inhibit bacterial growth and combat infections.
Used in Anticancer Applications:
5-(2-FURYL)-1H-INDOLE is used as an anticancer agent, showing potential in inhibiting the growth and progression of cancer cells, and may be further explored for its synergistic effects with conventional chemotherapeutic drugs.

Upstream product

• 584-12-3 2-bromofuran 
• 144104-59-6 1H-indole-5-boronic acid 
• 10075-50-0 5-bromo-1H-indole 
• 13331-23-2 fur-2-ylboronic acid 
• 16066-91-4 5-iodo-1H-indole 

Relevant academic research and scientific papers

New 6- and 7-heterocyclyl-1H-indole derivatives as potent tubulin assembly and cancer cell growth inhibitors

We designed new 3-arylthio- and 3-aroyl-1H-indole derivatives 3–22 bearing a heterocyclic ring at position 5, 6 or 7 of the indole nucleus. The 6- and 7-heterocyclyl-1H-indoles showed potent inhibition of tubulin polymerization, binding of colchicine to tubulin and growth of MCF-7 cancer cells. Compounds 13 and 19 inhibited a panel of cancer cells and the NCI/ADR-RES multidrug resistant cell line at low nanomolar concentrations. Compound 13 at 50 nM induced 77% G2/M in HeLa cells, and at 20 nM caused 50% stable arrest of mitosis. As an inhibitor of HepG2 cells (IC50 = 20 nM), 13 was 4-fold superior to 19. Compound 13 was a potent inhibitor of the human U87MG glioblastoma cells at nanomolar concentrations, being nearly one order of magnitude superior to previously reported arylthioindoles. The present results highlight 13 as a robust scaffold for the design of new anticancer agents.

Rapid Syntheses of Heteroaryl-Substituted Imidazo[1,5-a]indole and Pyrrolo[1,2-c]imidazole via Aerobic C2-H Functionalizations

Here we report an aerobic Pd(0) catalyzed C2-H functionalization of indoles and pyrroles with tethered N-methoxylamide as the directing group. A Pd(0)-initiated mechanism overcomes the directing or poisoning effect from a wide range of heterocycles including pyridine, pyrimidine, and thiazole. The imidazo[1,5-a]indole products are transformed to bioactive analogs after one-step manipulations, demonstrating the potential utility of this reaction in drug discovery.

A general method for Suzuki-Miyaura coupling reactions using lithium triisopropyl borates

Conditions for the Suzuki-Miyaura coupling of lithium triisopropyl borates are reported, as well as a procedure for a one-pot lithiation, borylation, and subsequent Suzuki-Miyaura coupling of various heterocycles with aryl halides. These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature.

SYNTHESIS OF 5-ARYLATED INDOLES VIA PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF 5-INDOLYLBORONIC ACID WITH ARYL AND HETEROARYL HALIDES

Palladium(0)-catalyzed cross-coupling reaction of 5-indolylboronic acid with various aryl and heteroaryl halides results in regioselective formation of 5-arylated indoles in good yields.