128373-22-8

Basic information

• Product Name: 5-(2-FURYL)-1H-INDOLE
• Synonyms: 5-(2-FURYL)-1H-INDOLE;5-FURAN-2-YL-1H-INDOLE;AKOS BAR-1292
• CAS NO: 128373-22-8
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Mol File: 128373-22-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 366.7±17.0 °C(Predicted)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• PKA: 16.85±0.30(Predicted)
• CAS DataBase Reference: 5-(2-FURYL)-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-FURYL)-1H-INDOLE(128373-22-8)
• EPA Substance Registry System: 5-(2-FURYL)-1H-INDOLE(128373-22-8)

Safety Data

• Hazardous Substances Data: 128373-22-8(Hazardous Substances Data)

Usage

General Description

5-(2-FURYL)-1H-INDOLE is a chemical compound that belongs to the indole family, which are heterocyclic organic compounds containing a benzene ring fused to a pyrrole ring. The "5-(2-FURYL)" part of the compound refers to the position of the furan ring and the "1H" indicates that the compound is in the indole configuration. 5-(2-FURYL)-1H-INDOLE has potential biological and pharmacological activities, with research suggesting anti-inflammatory, anti-bacterial, and anticancer properties. It is commonly used in pharmaceutical research as a building block for the synthesis of various drugs and bioactive compounds. Additionally, it is also used as a flavoring agent in food industry due to its pleasant aromatic properties. Overall, 5-(2-FURYL)-1H-INDOLE is a versatile compound with diverse applications in the field of chemistry, medicine, and food industry.

Upstream product

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• 144104-59-6 1H-indole-5-boronic acid 
• 584-12-3 2-bromofuran 
• 10075-50-0 5-bromo-1H-indole 

Relevant articles and documents

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.

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.