574-96-9

Usage

Uses

Used in Pharmaceutical Industry:
1-HYDROXY-2-NAPHTHALDEHYDE is used as a reagent for the synthesis of naphthofurancarboxamides, which serve as melanin concentrating hormone receptor 1 (MCHR1) antagonists. These antagonists are of significant interest in the development of treatments for various conditions, including obesity, depression, and sleep disorders, as they help regulate the balance of melanin-concentrating hormone in the body.
1-HYDROXY-2-NAPHTHALDEHYDE is also used as a reagent in the synthesis of hydropyridinylphenoxyacetohydrazones, a class of compounds that exhibit anticonvulsant, anti-inflammatory, and analgesic properties. These compounds have potential applications in the development of new drugs for the treatment of epilepsy, pain management, and inflammation-related conditions.

Upstream product

• 60859-75-8 ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate 
• 90-15-3 α-naphthol 
• 4885-02-3 Dichloromethyl methyl ether 
• 68-12-2 N,N-dimethyl-formamide 
• 252054-88-9 1-(trimethylsilyl)naphthalen-2-yl triflate 

Downstream Products

• 7469-77-4 2-methylnaphthalen-1-ol 
• 99833-52-0 C₂₃H₁₉NO₃ 
• 125796-52-3 3-benzyl-7,8-benzocoumarin 
• 94258-48-7 1-Hydroxy-naphthaldehyd-⁽²⁾-benzyloxy-thiocarbonyl-hydrazon 
• 59648-32-7 2-(hydroxymethyl)-1-naphthol 
• 86-48-6 1-hydroxy-2-naphthoic acid 
• 4743-58-2 (3-oxo-1,3-dihydroisobenzofuran-1-yl)acetic acid 
• 18454-53-0 (E)-o-carboxycinnamic acid 
• 27832-35-5 N-(1-hydroxy-2-naphthyl-methylidene)aniline 
• 197015-53-5 2-{2-[1-Methyl-2-phenylsulfanyl-eth-(E)-ylidene]-cyclobutyl}-1-vinyl-naphthalene 
• 197015-54-6 2-{2-[2-Benzenesulfinyl-1-methyl-eth-(E)-ylidene]-cyclobutyl}-1-vinyl-naphthalene 
• 82119-82-2 2-oxo-2H-benzo[h]chromene-3-carboxylic acid 
• 109380-65-6 1-(benzyloxy)-2-naphthaldehyde 

Relevant academic research and scientific papers

Insertion of arynes into the carbon-oxygen double bond of amides and its application into the sequential reactions

The reaction of arynes, generated from ortho-(trimethylsilyl)aryl triflates, with the CO bond of formamides gave salicylaldehyde derivatives via the formation of formal [2+2] adducts. The sequential transformation of arynes into ortho-disubstituted arenes, o-aminoalkylphenols or o-hydroxyalkylphenols, was achieved by one-pot procedure using dialkylzincs.

SYNTHESIS AND CONFIGURATION OF SOME NEW BICYCLIC 3-ARYLIDENE- AND 3-HETEROARYLIDENE-2-OXINDOLES

The synthesis of a novel class of bicyclic 3-arylidene- and 3-heteroarylidene-2-oxindoles possessing tyrosine kinase inhibitory activity is described.Compounds 1-16 have been prepared by condensation of 2-oxindole with a (hetero)aromatic aldehyde belonging to the naphthalene, tetralin, quinoline or indole series.The compounds so obtained were single E or Z isomers or separable mixtures thereof.The single E or Z isomers could be partially transformed into their isomers by acid or basic catalysis.The E/Z configuration assignment was achieved by 1H NMR spectroscopy on the basis of chemical shifts and NOE data obtained from NOESY spectra.

PHOTOCHEMICAL REACTION OF NAPHTHYL α-NITROACRYLATES

Photolysis of 2-nitro-3-(1-naphthyl)acrylates (1) in acetone gave novel naphthofuran-2-carboxylates (2) and 2-(alkoxyoxalylamino-methylene)naphthalen-1-ones (3). 2-Nitro-3-(2-naphthyl)acrylate also produced the furan derivative 2 on irradiation.A mechanism for this new photorearrangement reaction is described.KEYWORDS -- photochemical rearrangement; naphthyl α-nitroacrylate; naphtholfuran-2-carboxylate; 2-(ethoxyoxalylaminomethylene)naphthalen-1-one; α-keto-β-hydroxyiminoester