70654-71-6

Usage

Uses

Used in Pharmaceutical Applications:
4-bromo-2,6-dimethoxyphenol is utilized as a pharmaceutical agent for its antioxidant and antimicrobial activities. Its presence in a phenol ring with a bromine atom and methoxy groups endows it with the ability to combat oxidative stress and inhibit the growth of microorganisms, making it a promising candidate for the development of new drugs and therapies.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-bromo-2,6-dimethoxyphenol serves as a building block for the synthesis of other organic compounds with potential therapeutic applications. Its unique structure allows for the creation of novel molecules with enhanced biological activities, contributing to the advancement of drug discovery and development.
Used in Industrial Applications:
4-bromo-2,6-dimethoxyphenol is also explored for its potential use in industrial applications. It has been investigated for its role in the development of new materials and as a chemical intermediate in the production of other compounds. Its versatility in chemical reactions and potential to improve material properties make it an interesting compound for various industries.
Overall, 4-bromo-2,6-dimethoxyphenol is a chemical compound of interest for its potential biological and industrial applications, with ongoing research aimed at harnessing its properties for the betterment of human health and material development.

Upstream product

• 2539-27-7 3,4,5-tribromo-2,6-dimethoxyphenol 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 634-36-6 1,2,3-trimethoxybenzene 

Downstream Products

• 125106-77-6 2-(benzyloxy)-5-bromo-1,3-dimethoxybenzene 
• 211192-53-9 4-bromo-2,6-dimethoxy-O-triisopropylsilylphenol 
• 3687-28-3 aucuparin 
• 908141-84-4 4-hydroxy-3,5-dimethoxyphenylboronic acid 
• 94670-97-0 α-(3,4,5-trimethoxyphenyl)-6-bromobenzo-1,3-dioxole-5-acetaldehyde dimethyl acetal 
• 94670-93-6 α-(3,4,5-trimethoxyphenyl)-6-bromobenzo-1,3-dioxole-5-methanol 
• 94670-95-8 5-<1-(3,4,5-trimethoxyphenyl)-1,2-epoxyethyl>-6-bromobenzo-1,3-dioxole 
• 94670-96-9 α-(3,4,5-trimethoxyphenyl)-6-bromobenzo-1,3-dioxole-5-acetaldehyde 
• 94670-98-1 (EZ)-1-(benzo-1,3-dioxol-5-yl)-2,3',4',5'-tetramethoxystyrene 
• 94670-94-7 6-bromobenzo-1,3-dioxol-5-yl 3,4,5-trimethoxyphenyl ketone 
• 42123-15-9 6-<(3,4,5-trimethoxyphenyl)methyl>benzo-1,3-dioxole-5-carboxaldehyde 
• 211192-55-1 2,6-dimethoxy-4-O-(2',4'-dinitrophenyl)-1-O-triisopropylsilyl-1,4-hydroquinone 
• 211192-54-0 2,6-dimethoxy-1-O-triisopropylsilyl-1,4-hydroquinone 
• 205868-71-9 2,6-dimethoxy-4-O-(2',4'-dinitrophenyl)-1,4-hydroquinone 

Relevant academic research and scientific papers

Aqueous Assembly of Zwitterionic Daisy Chains

The synthesis and characterization of zwitterionic molecular [c2]- and [a2]-daisy chains are described, relying on recognition of a positively charged cyclophane and a negatively charged oligo(phenylene-ethynylene) (OPE) rod in aqueous medium. For this pu

Total Synthesis of (±)-Codonopiloneolignanin A

An intramolecular formal [3 + 2] cationic cycloaddition between benzylic carbocation and styrene was developed for the total synthesis of codonopiloneolignanin A. Further study shows benzocycloheptene as a good substrate for 1,3-dipolar cycloaddition, and a model study toward cephalocyclidine A skeleton was reported.

BRD9 BIFUNCTIONAL DEGRADERS AND THEIR METHODS OF USE

The disclosure provides BRD9 bifunctional compounds of Formula (A) or a pharmaceutically acceptable salt, hydrate, solvate, prodrug, stereoisomer, or tautomer thereof, to their preparation, to pharmaceutical compositions comprising them, and to their use in the treatment of diseases and disorders mediated by a bromodomain-containing protein, such as bromodoma in-containing protein 9 (BRD9)

Investigating homogeneous Co/Br-/H2O2 catalysed oxidation of lignin model compounds in acetic acid

Oxidation of α-O-4, β-O-4 and monomeric lignin model compounds by Co/Br-/H2O2 in acetic acid at 70 °C was investigated. Co and Br- were introduced as cobalt acetate tetrahydrate and KBr respectively. The degree of methoxylation of the substrate was found to affect its reactivity. For the α-O-4 model compounds, increased methoxylation of the benzyl moiety influenced product selectivity, while increased methoxylation of the phenolic moiety increased substrate conversion. The β-O-4 model compounds exhibited similar conversions to the α-O-4 models, but afforded a lesser amount of monomeric products. The formation of phenol and guaiacol from α-O-4 bond cleavage inhibited substrate conversion and sequestered oxidation products due to the formation of phenoxy radicals and polyguaiacols. Similar to the α-O-4 model compounds, increased methoxylation of the monomers changed the types of products formed, from polyphenols (phenol and guaiacol) to quinones (syringol). The behaviour of syringol was explored extensively, revealing that the corresponding 1,4-hydroquinone strongly inhibited syringol oxidation, and the syringol oxidation product, 4,4′-diphenoquinone, was susceptible to over-oxidation. The deleterious effects of phenols on oxidation of an α-O-4 model could be reduced by substitution of the Br- co-catalyst with N-hydroxyphthalimide (NHPI), improving substrate conversion and product selectivity.

Stereoselective Total Synthesis of (+)-Aristolactam GI

Aristolactams are an important subgroup of aporphinoids, which all share a common phenanthrene chromophore motif that is thought to be responsible for the range of interesting physicochemical and biological properties exhibited by these compounds. Among all of the aristolactams discovered, (+)-aristolactam GI displays a unique structural feature of having the aristolactam scaffold linked via a benzodioxane ring to a phenyl propanoid unit, resulting in the compound being an aporphinoid-lignan hybrid. The synthesis of (+)-aristolactam GI was achieved first by synthesis of an orthogonally protected aristolactam, which was prepared using a Suzuki/aldol cascade to convert a differentially protected isoindolin-1-one to the required phenanthrene. The required enantiopure phenyl propanoid unit was prepared from readily available (R)-methyl lactate. A selective Mitsunobu reaction was used to combine these two key fragments, prior to the formation of the linking benzodioxane in the final step. The absolute stereochemistry of the natural product was confirmed to be 7′S, 8′S.

Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system

A practical electrophilic bromination procedure for phenols and phenol-ethers was developed under efficient and very mild reaction conditions. A broad scope of arenes was investigated, including the benzimidazole and carbazole core as well as analgesics such as naproxen and paracetamol. The new I(iii)-based brominating reagent PhIOAcBr is operationally easy to prepare by mixing PIDA and AlBr3. Our DFT calculations suggest that this is likely the brominating active species, which is prepared in situ or isolated after centrifugation. Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.

Discovery of novel selective GPR120 agonists with potent anti-diabetic activity by hybrid design

GPR120 is an attractive target for the treatment of type 2 diabetes. In this study, a series of biphenyl derivatives were designed, synthesized by hybrid design. The selected compound 6a exhibited potent GPR120 agonist activity (EC50 = 93 nM) and high selectivity over GPR40. The results of oral glucose tolerance test (OGTT) demonstrated that 6a exhibited significant glucose-lowering effect in glucose-loaded ICR male mice. Analysis of the structure–activity relationship is also presented. Compound 6a deserves further biological evaluation and structural modifications.

Method for selective demethylation of ortho-trimethoxybenzene compounds

The invention relates to a method for selective demethylation of ortho-trimethoxybenzene compounds and provides a method for preparation of 2,6-dimethoxyphenol derivatives by selective demethylation of ortho-trimethoxybenzene in different substitution types. By taking substitutional or non-substitutional ortho-trimethoxybenzene as a raw material, taking ZrCl4 as a catalyst and taking anisole as an additive, a ratio of the raw material to the catalyst to the additive is optimized in a reaction process to realize selective demethylation at a low reaction temperature ranging from the room temperature to 60 DEG C. The method has the advantages of mild reaction conditions, safety, reliability, low cost and easiness in operation and acquisition of the additive and the catalyst for reaction, simplicity and easiness in separation of reaction products, wide substrate application range and the like. The method effectively improves reaction safety and controllability and has an extensive application prospect in preparation of medicines, material intermediates and fine chemicals.

First Enantioselective Synthesis of Surinamensinol B and a Non-Natural Polysphorin Analogue by a Two-Stereocentered Hydrolytic Kinetic Resolution

An efficient and economical approach to the synthesis of antitumor and anti-inflammatory surinamensinol B (1) and antimalarial polysphorin analogue 2 has been achieved with high enantiomeric purity (96 % ee) by starting from commercially available 3,4,5-trimethoxybenzaldehyde. The key steps of the strategy include a Co-catalyzed two-stereocentered hydrolytic kinetic resolution (HKR) of racemic 2-[(methoxymethoxy)(3,4,5-trimethoxyphenyl)methyl]oxirane (13) as the chiral inducing step followed by a Mitsunobu reaction. Chiral epoxide 14 and chiral diol 15 were utilized in the syntheses of both compounds.

Outside rules inside: The role of electron-active substituents in thiophene-based heterophenoquinones

The biradicaloid vs. quinoidal character of the ground state of thiophene-based heterophenoquinones bearing donor or acceptor groups is investigated. Keeping the conjugation length fixed, namely, the 5,5′-bis(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadiene-1-y