83710-62-7

Usage

Uses

Used in Pharmaceutical Industry:
6-Methoxy-1-bromo naphthalene is used as a key intermediate in the synthesis of pharmaceuticals for its high reactivity, enabling the production of a wide range of medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 6-Methoxy-1-bromo naphthalene serves as an intermediate in the synthesis of various agrochemicals, contributing to the development of effective crop protection agents.
Used in Dye and Pigment Production:
6-Methoxy-1-bromo naphthalene is utilized in the production of dyes and pigments due to its chemical properties, which allow for the creation of a diverse array of colorants for various applications.
Used in Organic Synthesis:
As a highly reactive compound, 6-Methoxy-1-bromo naphthalene is employed in organic synthesis for the preparation of a broad spectrum of organic compounds, showcasing its versatility in chemical reactions.
Environmental and Health Impact Study:
6-Methoxy-1-bromo naphthalene is also a potential environmental contaminant, and its impact on human health and the environment is a subject of ongoing research and monitoring to ensure safety and sustainability.

InChI:InChI=1/C11H9BrO/c1-13-9-5-6-10-8(7-9)3-2-4-11(10)12/h2-7H,1H3

Upstream product

• 5302-77-2 6-methoxynaphthylamine 
• 607-45-4 5-Nitro-2-naphthol 
• 128557-02-8 4-bromo-7-methoxy-1,2-dihydronaphthalene 
• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 86-97-5 5-amino-2-naphthol 
• 116632-05-4 5-bromonaphthalen-2-ol 
• 77-78-1 dimethyl sulfate 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 93624-01-2 O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate 
• 607-44-3 2-amino-5-nitronaphthalene 
• 31199-12-9 2-Methoxy-5-nitronaphthalene 
• 412041-55-5 ((4-methoxy-1,2-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane) 

Downstream Products

• 93-04-9 2-Methoxynaphthalene 
• 1263428-86-9 1-(tert-butyl)-6-methoxynaphthalene 
• 107419-52-3 methyl-[5-(2-nitro-phenyl)-[2]naphthyl]-ether 
• 101441-56-9 2-(6-methoxy-[1]naphthyl)-aniline 

Relevant academic research and scientific papers

TRICYCLIC SUBSTITUTED PIPERIDINE DIONE COMPOUND

Disclosed is a series of tricyclic substituted piperidine dione compounds, and applications thereof in the preparation of medicines for treating diseases related to CRBN protein; specifically disclosed are the derivative compound represented by formula (I) or a pharmaceutically acceptable salt thereof.

Asymmetric Dearomative Fluorination of 2-Naphthols with a Dicarboxylate Phase-Transfer Catalyst

A linked dicarboxylate phase-transfer catalyst enables smooth asymmetric dearomative fluorination of 2-naphthols with Selectfluor under mild conditions to give the corresponding 1-fluoronaphthalenone derivatives in a highly enantioselective manner. This r

PYRAZOLE-CONTAINING MACROPHAGE MIGRATION INHIBITORY FACTOR INHIBITORS

In one aspect, the invention comprises compounds that bind and inhibit macrophage migration inhibitory factor. In another aspect, the invention provides methods of treating inflammatory disease, neurological disorders and cancer using the compounds of the invention.

Practical and Scalable Kinetic Resolution of BINOLs Mediated by a Chiral Counterion

BINOLs are valuable and widely used building blocks, chiral ligands, and catalysts that are effective across a remarkable range of different chemical transformations. Here we demonstrate that an ammonium salt catalyzed kinetic resolution of racemic BINOLs with benzyl tosylate proceeds with s up to 46. This is a scalable and practical process that can be applied across >30 different C2- and non-C2-symmetric BINOLs. Implementation of this method enables the enantioselective synthesis of a wide range of BINOL derivatives with over 99:1 e.r.

Optimization of Pyrazoles as Phenol Surrogates to Yield Potent Inhibitors of Macrophage Migration Inhibitory Factor

Macrophage migration inhibitory factor (MIF) is a proinflammatory cytokine that is implicated in the regulation of inflammation, cell proliferation, and neurological disorders. MIF is also an enzyme that functions as a keto–enol tautomerase. Most potent MIF tautomerase inhibitors incorporate a phenol, which hydrogen bonds to Asn97 in the active site. Starting from a 113-μm docking hit, we report results of structure-based and computer-aided design that have provided substituted pyrazoles as phenol alternatives with potencies of 60–70 nm. Crystal structures of complexes of MIF with the pyrazoles highlight the contributions of hydrogen bonding with Lys32 and Asn97, and aryl–aryl interactions with Tyr36, Tyr95, and Phe113 to the binding.

Design, synthesis and biological evaluation of Rose Bengal analogues as SecA inhibitors

SecA, a key component of bacterial Sec-dependent secretion pathway, is an attractive target for exploring novel antimicrobials. Rose bengal (RB), a polyhalogenated fluorescein derivative, was found from our previous study as a potent SecA inhibitor. Here we describe the synthesis and structure-activity relationships (SAR) of 23 RB analogues that were designed by systematical dissection of RB. Evaluation of these analogues allowed us to establish an initial SAR in SecA inhibition. The antimicrobial effects of these SecA inhibitors are confirmed in experiments using E.coli and B.subtilis.

A convergent approach to polycyclic aromatic hydrocarbons

A new concise route to Polycyclic Aromatic Hydrocarbons (PAHs) through radical addition and cyclisation of xanthates is described. The Royal Society of Chemistry 2011.

Regioselective haloaromatization of 1,2-bis(ethynyl)benzene via halogen acids and PtCl2. Platinum-catalyzed 6-π electrocyclization of 1,2-bis(1′-haloethenyl)benzene intermediates

Treatment of 1,2-bis(ethynyl)benzene (1) with aqueous HX (X = Br, I) in hot 3-pentanone (100-105 °C, 2 h) afforded 1,2-bis(1′-haloethenyl)benzene species 2-Br and 2-I in 98% and 95% yields, respectively. The hydrochlorination of endiyne 1 failed to proceed at elevated temperature but was implemented efficiently by PtCl2 (5 mol %) in hot 3-pentanone (100 °C, 2 h) to give 1,2-bis(1′-chloroetheny)benzene 2-Cl in 80% yield. In the presence of PtCl2 (5 mol %), these halides 2-Cl, 2-Br, and 2-I were subsequently converted to 1-halonaphthalenes 3-Cl, 3-Br, and 3-I in the mother solution via sequential 6-π electrocyclization and dehalogenation reactions. PtCl2 (5 mol %) also effected direct haloaromatization of endiyne 1 with HX (X = Cl, Br, I) and gave 1-halonaphthalenes 3-Cl, 3-Br, and 3-I in 64-71% yields. This investigation reports the scope and the regioselectivity of haloaromatization of various enediynes catalyzed by PtCl2.