64954-45-6

Usage

Uses

Used in Organic Synthesis:
1,3-Naphthalenediol,6,8-dimethoxyis used as a key intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure and functional groups make it a valuable building block for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
1,3-Naphthalenediol,6,8-dimethoxyis used as a starting material for the development of new pharmaceuticals. Its presence in various natural products and its potential antioxidant and anti-inflammatory activities make it an attractive target for the discovery of novel therapeutic agents.
Used in Natural Product Synthesis:
1,3-Naphthalenediol,6,8-dimethoxyis used as a precursor in the synthesis of natural products, which often exhibit a wide range of biological activities. Its unique structure and functional groups facilitate the preparation of complex natural products with potential applications in medicine and healthcare.
Used in Antioxidant and Anti-inflammatory Research:
1,3-Naphthalenediol,6,8-dimethoxyis used as a subject of research in the development of antioxidants and anti-inflammatory agents. Its potential to modulate oxidative stress and inflammation pathways makes it a promising candidate for the treatment of various diseases and conditions associated with oxidative damage and inflammation.

InChI:InChI=1/C12H12O4/c1-15-9-4-7-3-8(13)5-10(14)12(7)11(6-9)16-2/h3-6,13-14H,1-2H3

Upstream product

• 6512-33-0 2-acetyl-3,5-dimethoxyphenylacetic acid methyl ester 
• 6512-32-9 methyl 2-(3,5-dimethoxyphenyl)acetate 

Downstream Products

• 18512-30-6 1,3,6,8-Tetrahydroxynaphthalene 
• 13586-04-4 3,6,8-trimethoxy-1-naphthol 
• 1609191-92-5 1,3-dimethoxy-6,8-bis(triisopropylsilyloxy)naphthalene 
• 65253-82-9 2,6-Dihydroxy-8-methoxy-1-methyl-2-phenyl-2H-naphtho[2,1-b]furan-5-one 
• 65253-83-0 2,6-Dihydroxy-8-methoxy-2-methyl-1-phenyl-2H-naphtho[2,1-b]furan-5-one 
• 49598-85-8 3,6,8-Trihydroxy-3,4-dihydronaphthalen-1(2H)-one 

Relevant academic research and scientific papers

Biosynthetically Guided Structure–Activity Relationship Studies of Merochlorin A, an Antibiotic Marine Natural Product

The onset of new multidrug-resistant strains of bacteria demands continuous development of antibacterial agents with new chemical scaffolds and mechanisms of action. We present the first structure–activity relationship (SAR) study of 16 derivatives of a s

Mechanistic evidence for an α-oxoketene pathway in the formation of β-ketoamides/esters via Meldrum's acid adducts

A practical, one-pot process for the preparation of β-keto amides via a three-component reaction, including Meldrum's acid, an amine, and a carboxylic acid, has been developed. Key to development of an efficient, high-yielding process was an in-depth understanding of the mechanism of the multistep process. Kinetic studies were carried out via online IR monitoring and subsequent principal component analysis which provided a means of profiling the concentration of both the anionic and free acid forms of the Medrum's adduct 6 in real time. These studies, both in the presence and absence of nucleophiles, strongly suggest that formation of β-keto amides from acyl Meldrum's acids occurs via α-oxoketene species 2 and rule out other possible reaction pathways proposed in the literature, such as via protonated α-oxoketene intermediates 3 or nucleophilic addition-elimination pathways.

Biomimetic total synthesis of (±)-merochlorina

Inspired: The proposed biosynthetic pathway toward the potent antibiotic meroterpenoid (±)-merochlorinA inspired its concise total synthesis. The key steps in the synthesis are a one-pot aromatization-alkylation reaction, followed by a biomimetic oxidativ

Biomimetic synthesis of (±)-merochlorin B

A short total synthesis, guided by biosynthetic considerations, of racemic merochlorin B is presented. The formation of its isomer, merochlorin A, was not observed under the conditions. Key steps include a directed ortho-metalation (DoM), a selective demethylation, an ortho-allylation, and an oxidative [3 + 2]-cycloaddition mediated by an iodine(III) reagent.