129354-89-8

Usage

Uses

Used in Pharmaceutical Industry:
2-(5-methylbenzofuran-3-yl)acetic acid is used as a key intermediate in the synthesis of various pharmaceuticals and bioactive compounds. Its presence in the benzofuran family and the acetic acid functional group make it a valuable component for the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry Research:
2-(5-methylbenzofuran-3-yl)acetic acid is utilized as a starting material or building block in medicinal chemistry research for the preparation of novel compounds with potential biological activities. Its structural features allow for the exploration of new chemical entities that may exhibit beneficial pharmacological properties.
Used in Organic Synthesis:
2-(5-methylbenzofuran-3-yl)acetic acid is employed as a versatile reagent in organic synthesis, enabling the formation of a wide range of chemical products. Its unique structure allows for various synthetic transformations, making it a valuable tool for the creation of new organic compounds with diverse applications.

Upstream product

• 54120-66-0 5-methyl-benzofuran-3-one 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 82156-61-4 (5-Methyl-benzofuran-3-yl)-acetic acid ethyl ester 
• 41295-65-2 4‐chloromethylene‐6‐methyl‐2H‐chromene‐2‐one 
• 51317-87-4 2‐bromo‐1‐(2‐hydroxy‐5‐methylphenyl)ethanone 
• 79344-41-5 6-methyl-4-bromomethylcoumarin 
• 106-44-5 p-cresol 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 

Downstream Products

• 143883-36-7 5-methylbenzofuran-3-carbaldehyde 

Relevant academic research and scientific papers

Design and synthesis of tailored human caseinolytic protease P inhibitors

Human caseinolytic protease P (hClpP) is important for degradation of misfolded proteins in the mitochondrial unfolded protein response. We here introduce tailored hClpP inhibitors that utilize a steric discrimination in their core naphthofuran scaffold to selectively address the human enzyme. This novel inhibitor generation exhibited superior activity compared to previously introduced beta-lactones, optimized for bacterial ClpP. Further insights into the bioactivity and binding to cellular targets were obtained via chemical proteomics as well as proliferation- and migration studies in cancer cells.

Synthesis, anti-microbial and anti-cancer evaluation study of 3-(3-benzofuranyl)-coumarin derivatives

The series of 3-coumarin-substituted benzofuran derivatives 4a-4j have been synthesized under optimized experimental condition with excellent yields. All the isolated compounds were characterized and screened anti-microbiological and anti-cancer activity. The anti-microbiological results observed were extremely good against S. aureus, C. albicans and A. Niger. The comparative docking studies with gyrase type IIA topoisomerase from mycobacterium tuberculosis docked with ligands and 4j have found lowest docked energy.

Synthesis and preliminary evaluation of benzofuran-oxadiazole conjugates as potential antitubercular agents

In the present study, a series of benzofuran-oxadiazole conjugates 7(a-o) was designed, synthesized and characterized through IR,1H NMR,13C NMR and mass spectral data. All the compounds were screened for preliminary antitubercular activity against Mycobacterium phlei and Mycobacterium tuberculosis H37RV. Among all the target compounds, the compound possessing chlorine (7k, MIC 1.56 μg/mL) and bromine (7m, MIC 1.56 μg/mL) on 6th position of benzofuran showed highest activity against Mycobacterium phlei. Whereas, bromine on either 5th position (7l, MIC 3.125 μg/mL) or 6th position (7m MIC 3.125 μg/mL) on benzofuran exhibited highest activity for Mycobacterium tuberculosis (H37 RV).

Efficient and Convenient Method for Synthesis of Benzofuran-3-acetic Acids and Naphthafuran-acetic Acids

Herein, we report an efficient and convenient method for synthesis of benzofuran-3-acetic acids and naphthafuran-acetic acids 5a-p by the reaction of substituted-4-bromomethylcoumarins with aqueous sodium hydroxide at refluxing temperature. The obtained products are characterized by infrared, 1H NMR, 13C NMR, and mass spectral data. Structures 5a and 5e are confirmed by their single x-ray diffraction studies. The advantages of this method are good yields, easy workup, and no chromatographic purifications.

INDOLYLMALEIMIDE DERIVATIVES

A compound of formula (I) wherein R denotes another heterocylic residue and wherein Ra, Rb, Rc, Rd and Re, are as defined in the specification, processes for their production, their uses, in particular in transplantation, and pharmaceutical compositions containing them.

A CONVENIENT SYNTHESIS OF BENZOFURAN-3-ACETIC ACIDS

We describe a two-step synthesis of benzofuran-3-acetic acids (1) from phenols (2) involving alkali-mediated rearrangement of 4-halomethylcoumarins (3) via α,β-unsaturated acids (4).Electron-donating substituents at the meta position of the phenol favour high yields of the coumarin, which in all cases rearranges to afford benzofuran-3-acetic acids in near quantitative yields.

A convenient synthesis of benzofuran-3-carboxyaldehydes

The benzofuran-3-acetic acids (3a-c) on treatment with pyridine N-oxide give benzofuran-3-carboxyaldehydes (5a-c) on reduction with NaBH4 in methanol yields naturally occurring benzofuran 6a which is converted into 6b and 6c by the literature method.

Synthesis of 3-(3-Benzofuranyl)coumarins

The paper describes the synthesis of a new ring system 3-(3-benzofuranyl)coumarins.