57744-68-0

Usage

Uses

Used in Pharmaceutical Industry:
7-bromo-3,4-dihydronaphthalen-1(2H)-one is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific enzyme systems.
Used in Chemical Synthesis:
In the chemical industry, 7-bromo-3,4-dihydronaphthalen-1(2H)-one serves as a versatile building block for the creation of a wide range of organic compounds. Its reactivity and structural features make it suitable for use in the synthesis of various specialty chemicals, including dyes, pigments, and other complex organic molecules.
Used in Enzyme Inhibition:
7-bromo-3,4-dihydronaphthalen-1(2H)-one is used as a matrix metalloproteinase (MMP) inhibitor, specifically targeting MMP-12 and MMP-13. These enzymes are involved in various physiological processes, and their inhibition can be beneficial in treating conditions related to their overactivity, such as certain types of cancer and inflammatory diseases.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 2441, 1996 DOI: 10.1016/0040-4039(96)00313-9

InChI:InChI=1/C8H7ClO2/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5H,3-4H2

Upstream product

• 493-09-4 benzo-1,4-dioxane 
• 1585-74-6 dimethylchloroamine 
• 2138-22-9 4-chloro-1,2-benzenediol 
• 106-93-4 ethylene dibromide 
• 1892-43-9 2-(4-chlorophenoxy)ethanol 
• 110851-18-8 5-Chloro-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.0^3,8]trideca-3,5,7-triene 

Downstream Products

• 1415640-06-0 5-(7-chloro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N-(2,6-difluorobenzyl)pyridin-2-amine 
• 1415640-05-9 C₂₀H₁₃ClF₂N₂O₃ 

Relevant academic research and scientific papers

Preparation method of thiazole derivative

The invention discloses a preparation method of a thiazole derivative which is (4-(7-chlorine-2,3-dihydrobenzo[b][1,4]dioxane-6-yl)thiazole-2-yl)methanol. The method is characterized by taking 4-chlorocatechol as a starting raw material, carrying out cyclization, Friedel-Crafts reaction, cyclization, deacetalization protection and reduction to obtain the target product. The compound is used as animportant medical intermediate.

COMPOUNDS THAT MODULATE INTRACELLULAR CALCIUM

Described herein are compounds and pharmaceutical compositions containing such compounds, which modulate the activity of store-operated calcium (SOC) channels. Also described herein are methods of using such SOC channel modulators, alone and in combinatio

Formation and synthetic use of oxygen-centred radicals with (diacetoxyiodo)arenes

o-Alkyl- or o-aryl-benzenecarboxylic acids and alcohols containing an aromatic ring are treated with a (diacetoxyiodo)arene-iodine system to give the corresponding cyclized products such as phthalide, benzocoumarin and chromane derivatives in moderate to good yields via the corresponding oxygen-centred radicals. For the carboxylic acids, [bis(trifluoroacetoxy)iodo]benzene functions effectively, while (diacetoxyiodo)benzene is effective for the alcohols. Chromane and its derivatives are obtained as iodinated compounds by hypoiodite species derived from (diacetoxyiodo)benzene and iodine. Copyright 1997 by the Royal Society of Chemistry.

Remote functionalization: Cyclic alkoxylation onto aromatic ring via radical pathway

Oxidative cyclization of alcohols containing an aromatic ring with (diacetoxyiodo)benzene and iodine gave the corresponding cyclic ethers via alkoxy radicals in good yields. The present method is very useful for the direct preparation of flavonoid and vitamin E analogues from the alcohols.

HOMOLYTIC AMINATION OF BENZO-1,4-DIOXANE

When 5,6-benzo-1,4-dioxane was reacted with N,N-dialkylchloramines in the presence of FeSO4 at 10-20 deg C in a solution of acetic and sulfuric acids, 6-(N,N-dialkylamino)benzo-1,4-dioxanes and 6-chloro- and 6,7-dichlorobenzo-1,4-dioxanes were obtained.Under the conditions used in the study mainly chlorination products were synthesized.Reaction of 5,6-benzo-1,4-dioxane with the system (NH3OH)2SO4-TiCl3 resulted in the formation of 6-aminobenzo-1,4-dioxane.

Photolysis of the Ozonide Derived from 1,4-Benzodioxins. Synthesis of Labile o-Benzoquinones

By the photolysis of the ozonide derived from 1,4-benzodioxins, o-benzoquinones were obtained in moderate yields independent of the stability of o-benzoquinones and of the substituent groups, except the nitro group.Through the mechanistic studies, it was indicated that o-benzoquinones were formed through a radical decomposition pathway, while catechols were formed through an ionic decomposition pathway induced by acidic impurities.