6096-83-9

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE is utilized as a precursor in the production of agrochemicals, aiding in the creation of compounds that can enhance crop protection and yield.
Used in Organic Chemistry Research:
2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE is employed as a reagent in organic chemistry reactions, particularly for the formation of carbon-carbon bonds, which is essential for the synthesis of complex organic molecules.
Used in Chemical Synthesis:
2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE is used as a building block in the synthesis of various organic compounds, leveraging its reactivity to form new chemical entities with potential applications in different industries.

Upstream product

• 35310-75-9 3-bromo-4-methoxyacetophenone 
• 50870-41-2 4,4,8,8-Tetrabrom-1,5-dimethoxy-tricyclo-<5.1.0.0.3.5>-octan 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 637-69-4 4-Methoxystyrene 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 3114-30-5 1-(3,4-dibromophenyl)ethan-1-one 

Downstream Products

• 6285-62-7 2-(3-bromo-4-methoxy-phenyl)-indolizine 
• 109016-34-4 2-(3-bromo-4-methoxy-phenyl)-imidazo[1,2-a]pyrimidine 
• 100873-98-1 2-(3-bromo-4-methoxy-phenyl)-6-chloro-imidazo[1,2-a]pyridine 
• 6411-00-3 {[2-(3-Bromo-4-methoxy-phenyl)-2-oxo-ethyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 23722-38-5 ω-Hydrazono-3-brom-4-methoxy-acetophenon 
• 5502-59-0 {[2-(3-Bromo-4-methoxy-phenyl)-2-oxo-ethyl]-carboxymethyl-amino}-acetic acid 
• 1196105-19-7 2-(3-bromo-4-methoxyphenyl)quinoxaline 
• 1156766-40-3 1-(3-bromo-4-methoxyphenyl)-2-(3-methoxyphenylthio)ethanone 
• 1649501-82-5 (3-bromo-4-methoxyphenyl)(6-methoxybenzo[b]thiophen-2-yl)methanone 
• 1649501-97-2 (Z)-1-(3-bromo-4-methoxyphenyl)-2-(3-methoxyphenylthio)-3-(dimethylamino)prop-2-en-1-one 
• 927802-90-2 2-hydroxy-1-(3-bromo-4-methoxyphenyl)-ethanone 
• 1414518-14-1 (Z)-5-(3-bromo-4-hydroxybenzylidene)-4-(3-bromo-4-hydroxyphenyl)-3-(3,5-dibromo-4-hydroxybenzoyl)furan-2(5H)-one 

Relevant academic research and scientific papers

Synthesis and pharmacological evaluation of naftopidil-based arylpiperazine derivatives containing the bromophenol moiety

Background: Prostate cancer (PCa) is the most common malignancy in men and in the absence of any effective treatments available. Methods: For the development of potential anticancer agents, 24 kinds of naftopidil-based arylpiperazine derivatives containin

Synthesis of 3-bromo-5-(2-ethylimidazo[1, 2-a]pyridine-3-carbonyl)-2-hydroxybenzonitrile

The invention discloses a synthetic method of 3-bromo-5-(2-ethylimidazo[1,2-a]pyridine-3-carbonyl)-2-hydroxybenzonitrile, particularly relates to a synthetic method of a compound shown as a formula (III), and particularly relates to a step A or a step B;

Toward a treatment of diabesity: In vitro and in vivo evaluation of uncharged bromophenol derivatives as a new series of PTP1B inhibitors

Protein tyrosine phosphatase 1B (PTP1B) has been considered as a validated biological target for type 2 diabetes treatment, but past endeavors to develop inhibitors of PTP1B into drugs have been unsuccessful. Two challenging aspects are selective inhibition and cell permeability. A structure-based strategy was employed to develop uncharged bromophenols as a new series of PTP1B inhibitors. The most potent compound 22 (LXQ46) inhibited PTP1B with an IC50 value of 0.190 μM, and showed remarkable selectivity over other protein tyrosine phosphatases (PTPs, 20–200 folds). In the SPR study, increasing concentrations of compound 22 led to concentration-dependent increases in binding responses, indicating that compound 22 could bind to the surface of PTP1B via noncovalent means. By treating insulin-resistant C2C12 myotubes with compound 22, enhanced insulin and leptin signaling pathways were observed. Long-term oral administration of compound 22 reduced the blood glucose level of diabetic BKS db mice. The glucose tolerance tests (OGTT) and insulin tolerance tests (ITT) in BKS db mice showed that oral administration of compound 22 could increase insulin sensitivity. In addition, long-term oral administration of compound 22 could protect mice from obesity, which was not the result of toxicity. Our pharmacokinetics results from the rat-based assays showed that orally administered compound 22 was absorbed rapidly from the gastrointestinal tract, extensively distributed to the tissues, and rapidly eliminated from the body. All these results indicate that compound 22 could serve as a qualified agent to treat type II diabetes.

Synthesis method for aromatic ring bromination of acetophenones derivative

The invention relates to a synthesis method for aromatic ring bromination of an acetophenones derivative, and belongs to the technical field of organic synthesis. The synthesis method consists of twokinds of synthesis methods: method A, adding the acetophenone derivative into a first oxidizing agent and stirring to form a suspension system, controlling the temperature of the suspension system tobe 10-50 DEG C, adding a first reducing agent or a second reducing agent, stirring and reacting for 2-20 h, and performing aftertreatment after the reaction is completed to obtain the aromatic ring brominated acetophenone derivative; method B, adding the acetophenone derivative into the second reducing agent and stirring to form a suspension system, controlling the temperature of the suspension system to be 10-50 DEG C, then adding a second oxidizing agent or the first oxidizing agent, stirring and reacting for 2-20 h, and performing aftertreatment after the reaction is completed to obtain thearomatic ring brominated acetophenone derivative. According to the synthesis method provided by the invention, an inorganic and non-toxic bromination reagent is used, water is used as a reaction solvent, the prepared product is mutually incompatible with water, so that separation and the aftertreatment are convenient to perform, therefore, the synthesis method of the invention is applicable to large-scale industrial production of intermediate products for aromatic ring bromination of the acetophenones derivative.

1,3-Dibromo-5,5-dimethylhydantoin mediated oxidative amidation of terminal alkenes in water

A variety of terminal alkenes were converted to the corresponding amides in yields of 25 to 86% in water via treatment with 1,3-dibromo-5,5-dimethylhydantoin, followed by reaction with molecular iodine and aq. NH3 (or amine) in one pot. This metal- and organic solvent-free protocol is not only suitable for styrene derivatives, but also, for the first time, works well on terminal aliphatic alkenes.

Synthesis and antibacterial activities of cadiolides A, B and C and analogues

The one-pot multicomponent synthesis of natural butenolides named cadiolides A, B, C and analogues has been realized. The antibacterial structure activity relationship shows that the presence of phenolic hydroxyl groups and the number and position of bromine atoms on the different aromatic rings are important features for antibacterial activity, besides it was demonstrated the tolerance of both benzene and furan ring at position 3 of the butenolide nucleus. Furthermore, none of the most relevant antibacterial compounds showed any cytotoxicity in freshly isolated human neutrophils.

Efficient synthetic approach to substituted benzo[b]furans and benzo[b]thiophenes by iodine-promoted cyclization of enaminones

An efficient synthetic approach to the substituted benzo[b]furan and benzo[b]thiophene scaffolds by iodine-mediated cyclization of the corresponding enaminones is described. This protocol was applied to a large series of these latter precursors to afford the respective benzoheterocycles substituted at the C-2 position by a carbonyl group functionality. A study of the factors that control this process reveals that the reactivity depends on the presence of electron-donor groups in the aryl ring of the aryloxycarbonylic and arylthiocarbonylic moieties.

Diarylspiro[2.4]heptenes as orally active, highly selective cyclooxygenase-2 inhibitors: Synthesis and structure-activity relationships

A novel series of 5,6-diarylspiro[2.4]hept-5-enes was shown to provide highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. A study of structure-activity relationships in this series suggests that 3,4- disubstituted phenyl analogs are generally more selective than 4-substituted phenyl analogs and that replacement of the methyl sulfone group on the 6- phenyl ring with a sulfonamide moiety results in compounds with superior in vivo pharmacological properties, although with lower COX-2 selectivity. Several compounds have been shown to possess promising pharmacological properties in adjuvant-induced arthritis and edema analgesia models. The absence of gastrointestinal (GI) toxicity at 200 mpk of several selected compounds in rats and mice corresponds well with the weak potency for inhibition of COX-1 observed in the enzyme assay. Methyl sulfone 55 and sulfonamide 24 were shown to have superior in vivo pharmacological profiles, low GI toxicity, and good oral bioavailability and duration of action.

Halogenated 4'-methoxyacetophenones as microbicides and preservatives

Halogenated 4'-methoxyacetophenones of formula I: STR1 wherein X is a halogen; Y is a halogen; and n is 1 or 2 as microbicides for inhibiting the growth of microorganisms in aqueous systems and on surfaces, as well as for inhibiting slime formation in aqueous systems and biocidal compositions containing effective amounts of the halogenated 4'-methoxyacetophenones.

Evidence for the Mechanism of Formation of N-(1,2-Dihydrobenzocyclobut-1-enyl)pyridinium Bromides and Acetophenones from Bis-dibromocyclopropane Adducts

The bis-dibromocarbene adducts (1a-e) when boiled with xylene in the presence of 1,4-diazabicyclooctane gave the corresponding bicyclo-octadienes (2a-e).These except for (2d,e) invariably gave the pyridinium salts (3) with boiling pyridine.Besides,