49841-22-7

Usage

Uses

Used in Pharmaceutical Synthesis:
1-NAPHTHO[2,1-B]FURAN-2-YLETHANONE is utilized as a key intermediate in the synthesis of various pharmaceuticals and fine chemicals. Its chemical properties and structural features make it a valuable component in the development of new drugs.
Used in Anti-Cancer Research:
In the field of oncology, 1-NAPHTHO[2,1-B]FURAN-2-YLETHANONE has been studied for its potential anti-cancer properties. Its ability to interact with biological targets and modulate cellular processes suggests that it could be a promising candidate for the development of new cancer therapies.
Used in Anti-Inflammatory Applications:
1-NAPHTHO[2,1-B]FURAN-2-YLETHANONE has also shown potential in anti-inflammatory research, where it may be used to develop treatments for conditions characterized by inflammation. Its capacity to influence inflammatory pathways could lead to new therapeutic approaches.
Used as a Fluorescent Probe in Analytical Chemistry:
1-NAPHTHO[2,1-B]FURAN-2-YLETHANONE has demonstrated its potential as a fluorescent probe for detecting metal ions. This application takes advantage of its ability to emit light upon interaction with specific ions, which can be useful in environmental monitoring, medical diagnostics, and other analytical processes.
Used in the Synthesis of Complex Molecules:
Due to its versatile chemical structure, 1-NAPHTHO[2,1-B]FURAN-2-YLETHANONE serves as a building block in the synthesis of more complex organic molecules. This makes it a valuable tool in organic chemistry and materials science for creating novel compounds with specific properties and applications.

InChI:InChI=1/C14H10O2/c1-9(15)14-8-12-11-5-3-2-4-10(11)6-7-13(12)16-14/h2-8H,1H3

Upstream product

• 62019-35-6 1-(1,2-Dihydronaphtho[2,1-b]furan-2-yl)ethan-1-one 
• 78-95-5 chloroacetone 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 135-19-3 β-naphthol 
• 67-64-1 acetone 

Downstream Products

• 865367-58-4 2-imino-3-phenyl(1,3,4-thiadiazolin-5-yl) naphtho[1,2-d]furan-2-yl ketone 
• 865367-59-5 2-(azanitrosomethylene)-3-phenyl(1,3,4-thiadiazolin-5-yl) naphtho[1,2-d]furan-2-yl ketone 
• 865367-66-4 2-imino-3-phenyl(1,3,4-selenadiazolin-5-yl) naphtho[1,2-d]furan-2-yl ketone 
• 865367-67-5 2-(azanitrosomethylene)-3-phenyl(1,3,4-selenadiazolin-5-yl) naphtho[1,2-d]furan-2-yl ketone 
• 860269-14-3 4-(naphtho[2,1-b]furan-2-carbonyl)-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester 
• 860269-17-6 (3-benzoyl-1-phenyl-1H-pyrazol-4-yl)-naphtho[2,1-b]furan-2-yl-methanone 
• 860269-18-7 naphtho[2,1-b]furan-2-yl-[1-phenyl-3-(thiophene-2-carbonyl)-1H-pyrazol-4-yl]-methanone 

Relevant academic research and scientific papers

Synthesis and cytotoxic evaluation of α-methylene-γ-butyrolactone bearing naphthalene and naphtho[2,1-b]furan derivatives

Naphthalene α-methylene-γ-butyrolactones exhibits a unique cytotoxicity profile. They are highly cytostatic for leukaemia cancer cells but are not cytocidal. For almost all the solid tumours tested, they are both cytostatic and cytocidal. Substitution of a bromo atom on either naphthalene or both naphthalene and γ-phenyl moiety of the lactone enhanced potency while retaining the same cytotoxicity profile. The tricyclic naphtho[2,1-b]furan derivatives, prepared from 2-hydroxy-1-naphthaldehyde in an efficient pathway, also possess the same cytotoxicity profile.

Synthesis of symmetrical and asymmetrical azines encompassing naphtho[2,1-b]furan by a novel approach

The starting material 3-nitro-2-acetylnaphtho[2,1-b]furan (2) was obtained by nitration of 2-acetylnaphtho[2,1-b] furan (1), under mild condition. The compound 1 was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with chloroacetone, where in both condensation and cyclization took place in single step. The reaction of 3-nitro-2-acetylnaphtho[2,1-b]furan (2) with hydrazine hydrate produced corresponding hydrazone (3) in excellent yield, which on treatment with various aromatic aldehydes under different reaction conditions resulted in the formation of symmetrical azines (4a-e) and unsymmetrical azines (5a-e). All the newly synthesized compounds have been characterized by analytical and spectral studies and were screened for antibacterial antibacterial activity against Bacillus subtilus and Alcaligenes fecalies and antifungal activity against Aspergillus nidulans, Aspergillus parasiticus and Aspergillus terrus. The Second Harmonic Generation (SHG) efficiency of some of the synthesized compounds was measured by powder technique using Nd:YAG laser.

TBAI/TBHP mediated oxidative cross coupling of ketones with phenols and carboxylic acids: Direct access to benzofurans

TBAI/TBHP mediated oxidative cross coupling of phenols and carboxylic acids with ketones has been reported under metal-free, base free, solvent free conditions enabling environmentally benign synthesis of aryloxyketones, acyloxy ketones and benzofurans. Phenoxyketones and acyloxylcarbonyl compounds were synthesized in good to high yields, where as benzofurans were synthesized in moderate yields. This method is operationally simple, works under mild conditions, using commercially available as well as inexpensive TBAI and an oxidant TBHP.

NEW ARYLALKENYLPROPARGYLAMINE DERIVATIVES EXHIBITING NEUROPROTECTIVE ACTION FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES

The invention relates to novel arylalkenylpropargylamine derivatives of general formula (I) or enantiomers or diastereomers thereof or salts, optionally pharmaceutically acceptable salts, or solvates of any of these. The compounds can be used in treating or preventing a disease or condition in a mammal related to monoamine oxidase dysfunction, especially in neurodegenerative diseases, e.g. Parkinson's disease, Alzheimer's disease or Huntington's disease.

Synthesis and biological activity of some 3,4-dihydro-4-(4-substituted aryl)-6-(naptho[2,1-b]furan-2-yl pyrimidine-2(1H)-one derivatives

A series of new oxopyrimidine were prepared by cyclocondensation route with various substituted chalcones in presence of alcoholic solution of potassium hydroxide at reflux temperature. The synthesized oxopyrimidine derivatives were characterized by means

Synthesis, reactions and biological evaluation of some new naphtho[2,1-b]furan derivatives bearing a pyrazole nucleus

Vilsmeier formylation of 2-(1-phenylhydrazonoethyl)naphtho[2,1-b]furan (2) gave 3-naphtho[2,1-b]furan-2-yl-1-phenyl-1H-pyrazole-4-carbaldehyde (3), which was reacted with C-and N-nucleophiles to afford naphthofuranpyrazol derivatives 4-8. Treatment of 2-[(3-(naphtho[2,1-b]furan-2-yl)-1-phenyl-1H-pyrazol-4-yl) methylene]-malononitrile (4a) with reactants having active hydrogen and Et 3N gave the corresponding pyrazoline, pyran and chromene addition product derivatives 10, 12 and 13, consisting of three different connected heterocyclic moieties. Reaction of 1-((3-(naphtho[2,1-b]furan-2-yl)-1-phenyl-1H- pyrazol-4-yl) methylene)-2-phenylhydrazone (6b) with AcONa and ethyl bromoacetate or chloroacetone afforded the thiazolidinone and methylthiazole derivatives 14 and 15, respectively. In addition, intramolecular cyclization of 6d with Ac2O afford the corresponding 1,3,4-thiadiazol-2-yl acetamide derivative 16. The structures of the synthesized compounds were confirmed by IR,1H-NMR/13C-NMR and mass spectral studies. Compound 14 showed promising effects against the tested Gram positive and negative bacteria and fungi.

An efficient synthesis of benzofuran derivatives under conventional/non-conventional method

1-Methyl-3-ethyl imidazolium bromide [meim]Br/basic alumina (Al2O3) has been found to promote the cyclocondensation of chloroacetone/chloroethyl acetate with salicylaldehydes under conventional as well as microwave irradiation to yield benzofuran derivatives.

A straightforward synthesis of 1,2-dihydronaphtho[2,1-b]furans from 2- naphthols

A one-step synthesis of ethyl 1,2-dihydronaphtho[2,1-b]furan-2- carboxylates 2a-g from substituted 2-naphthols and ethyl 2,3- dibromopropanoate is described. 3,4-Dibromobutan-2-one and 2- chloroacrylonitrile react with 2-naphthol (1a) to afford the corres