92262-75-4

Usage

InChI:InChI=1/C14H10O3/c15-13(16)7-10-8-17-12-6-5-9-3-1-2-4-11(9)14(10)12/h1-6,8H,7H2,(H,15,16)

Upstream product

• 41295-62-9 chloromethyl-1 naphto<2,1-b>pyrannone-3 
• 135-19-3 β-naphthol 
• 151-50-8 potassium cyanide 
• 101553-94-0 5,6-benzo-4-bromomethylcoumarin 

Downstream Products

• 92262-87-8 ester methylique de l'acide (nitro-2 naphtho<2,1-b>furyl-1)-acetique 
• 92262-74-3 acide (nitro-2 naphto<2,1-b>furyl-1)acetique 

Relevant academic research and scientific papers

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).

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.

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.

Synthesis of novel coumarin and benzocoumarin derivatives and their biological and photophysical studies

(Chemical Equation Presented) Several derivatives of coumarin-3N- carboxamides (3-21) have been prepared via the reaction of the coumarin-3-carbonyl chloride (1) with a number of nucleophiles. Novel double-headed coumarin-3N-carboxamides (26-33) were also produced using the same method. The Pechmann-Duisberg reaction was applied to prepare new benzo[f]- benzo[h]coumarins and 4-(chloromethyl)-pyrano[3,2-c]coumarin-2-one (36-42). The reaction of 1-chloromethylbenzo[f]coumarins (36) with cyanide anion under different reaction conditions was also investigated in order to assess its suitability for nucleophilic substitution reactions as well as ring transformation products (43-49). Synthesis of 1-((benzo[d]thiazol-2-yl)methyl)- 9-hydroxybenzo[f]coumarin (50) represented the first example of methylene bridge-head heterocycle-containing benzo[f]coumarin. Some of the newly prepared coumarins exhibited anti-bacterial activity against Gram Positive and Gram negative bacteria. Compound 36d was found to be active against all the screened bacteria. Photophysical studies were performed on selected fluorescent benzo[f]- and benzo[h]coumarin and the quantum yields were also calculated. All new compounds were characterized by IR, MS, 1H and 13C NMR, as well as elemental analysis.

Carboxylic fused furans for amino acid fluorescent labelling

Four carboxylic fused furans are presented as new fluorescent labels for the amino and hydroxyl functions of organic molecules. Various representative l-amino acids were chosen as models, labelled at their N-terminus and also at their side-chain. Fluoresc

A naphtho[2,1-b]furan as a new fluorescent label: Synthesis and spectral characterisation

A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and coupled with various l-amino acids at their N-terminus or at side-chain functional groups, in order to evaluate its applicability as a fluorescent label for

Synthesis of 2-nitronaphtho [2,1-b] furan carboxylic acids derivatives

2-Nitro naphthofurans carrying a carboxyl group, an acetyl or oxy acetyl chain outer homocycle are obtained - either directly or through their ester - by condensations of bromonitromethane with suitably substituted ortho hydroxy naphthoic aldehydes. 2-Nitro naphthofuran, which bears an acetyl chain on the second carbon of its heterocycle, is formed by direct nitration of the acid or of a (naphtho[2,1-b]-3-furyl)-ecetic ester. These acids and their corresponding esters are nearly always less active against bacteria and protozoa than the reference 2-nitro naphthofurans.