2879-20-1

Usage

Uses

Used in Pharmaceutical Industry:
6-Acetyl-1,4-benzodioxane is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a versatile building block in the development of new drugs, potentially leading to novel treatments for various medical conditions.
Used in Chemical Synthesis:
6-Acetyl-1,4-benzodioxane is used as a key intermediate in the preparation of acetylenic alcohols. These acetylenic alcohols have a wide range of applications, including the production of specialty chemicals, pharmaceuticals, and materials with unique properties.
Used in Research and Development:
Due to its unique chemical structure, 6-Acetyl-1,4-benzodioxane can be utilized in research and development for exploring new chemical reactions, understanding reaction mechanisms, and developing new synthetic methodologies. This can lead to the discovery of new compounds with potential applications in various industries.

InChI:InChI=1/C10H10O3/c1-7(11)8-2-3-9-10(6-8)13-5-4-12-9/h2-3,6H,4-5H2,1H3

Upstream product

• 493-09-4 benzo-1,4-dioxane 
• 29668-44-8 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde 
• 7338-03-6 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethan-1-ol 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 
• 106-93-4 ethylene dibromide 

Downstream Products

• 163726-58-7 3-(1-benzylpiperidin-4-yl)-1-(2,3-dihydrobenzo<1,4>dioxin-6-yl)-3-hydroxypropan-1-one 
• 7159-14-0 2,3-dihydro-1,4-benzodioxin-6-yl acetate 
• 74053-94-4 ethyl 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-oxopropanoate 
• 17253-11-1 2,3-dihydro-1,4-benzodioxin-6-ylacetic acid 
• 871563-20-1 7-(1-hydroxyethyl)-6-(4-methylphenylsulfonamido)-2,3-dihydro-1,4-benzodioxine 
• 713502-14-8 7-acetyl-6-(4-methylsulfonylamido)-2,3-dihydro-1,4-benzodioxine 
• 924635-53-0 7-[1-(5-methyl-2-furyl)ethyl]-6-(4-methylphenylsulfonamido)-2,3-dihydro-1,4-benzodioxine 
• 164526-13-0 1-(7-amino-2,3-dihydro-1,4-benzodioxin-6-yl)-1-ethanone 
• 1023921-72-3 1-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2-(p-tolylsulfonyloxy)ethanone 
• 343609-17-6 (E)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-phenylprop-2-en-1-one 
• 331862-83-0 C₂₁H₁₆O₃ 

Relevant academic research and scientific papers

Unusual behaviour of 7-diethylamino-3-(3,4-ethylen-dioxybenzoyl)coumarin towards Group IIA cations: A potential photoactive probe for magnesium

The titled compound showed, upon spectrophotometric titrations with Group II cations, a spectacular bathochromic shift (c.a. 50 nm) with Mg2+ but not with the other cations. This result is - understood in terms of internal charge-transfer species expressly favored by Et2N and ArCO substituents and best matching of ionic diameter and charge density of Mg2+. This finding may lead to new simple photoactive probes.

Development of new highly potent imidazo[1,2-b[pyridazines targeting Toxoplasma gondii calcium-dependent protein kinase 1

Using a structure-based design approach, we have developed a new series of imidazo[1,2-b]pyridazines, targeting the calcium-dependent protein kinase-1 (CDPK1) from Toxoplasma gondii. Twenty derivatives were thus synthesized. Structure-activity relationships and docking studies confirmed the binding mode of these inhibitors within the ATP binding pocket of TgCDPK1. Two lead compounds (16a and 16f) were then identified, which were able to block TgCDPK1 enzymatic activity at low nanomolar concentrations, with a good selectivity profile against a panel of mammalian kinases. The potential of these inhibitors was confirmed in vitro on T. gondii growth, with EC50 values of 100 nM and 70 nM, respectively. These best candidates also displayed low toxicity to mammalian cells and were selected for further in vivo investigations on murine model of acute toxoplasmosis.

Design, synthesis and pharmacology of 1,1-bistrifluoromethylcarbinol derivatives as liver X receptor β-selective agonists

A novel series of 1,3-bistrifluoromethylcarbinol derivatives that act as liver X receptor (LXR) β-selective agonists was discovered. Structure-activity relationship studies led to the identification of molecule 62, which was more effective (Emax) and selective toward LXRβ than T0901317 and GW3965. Furthermore, 62 decreased LDL-C without elevating the plasma TG level and significantly suppressed the lipid-accumulation area in the aortic arch in a Bio F1B hamster fed a diet high in fat and cholesterol. We demonstrated that our LXRβ agonist would be potentially useful as a hypolipidemic and anti-atherosclerotic agent. In this manuscript, we report the design, synthesis and pharmacology of 1,3-bistrifluoromethylcarbinol derivatives.

Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus.

Synthesis and anti-inflammatory activity of rac-2-(2,3-dihydro-1,4-benzodioxin)propionic acid and its R and S enantiomers

Racemic (R,S)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)propionic acid (3) has been prepared from 2,3-dihydro-1,4-benzodioxin. R-(-)-Pantolactone has been used as auxiliary for the synthesis of R-3 and S-3. The anti-inflammatory properties of the new carboxylic acids are described and compared with other anti-inflammatory agents. The highest activity is exhibited by compound S-3.

Synthesis and antiinflammatory activity of 2,3-dihydro-1,4-benzodioxin methyl carboxylic acids

Synthesis and antiinflammatory properties of new carboxylic acids containing the 2,3-dihydro-1,4-benzodioxin subunit are described. The 2-(2,3-dihydro-1,4-benzodioxin-6-yl)acetic acid was of comparable potency to Ibuprofen, in carrageenan induced rat paw edema assay.