74746-10-4

Usage

Uses

Used in Organic Synthesis:
Ethanone, 1-(2-bromo-4,5-dimethoxyphenyl)is used as a key intermediate in organic synthesis for the production of various chemical products. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, Ethanone, 1-(2-bromo-4,5-dimethoxyphenyl)serves as a building block for the development of new drugs. Its structure and properties make it suitable for the design and synthesis of bioactive compounds with potential therapeutic applications.
Used in Drug Discovery:
Ethanone, 1-(2-bromo-4,5-dimethoxyphenyl)is utilized in drug discovery as a starting material for the synthesis of novel drug candidates. Its unique chemical features enable the development of compounds with specific biological activities, contributing to the advancement of new therapeutic agents.
Used in Medicinal Chemistry:
In medicinal chemistry, Ethanone, 1-(2-bromo-4,5-dimethoxyphenyl)is employed as a structural component in the design and optimization of drug molecules. Its presence in a compound can influence the pharmacokinetic and pharmacodynamic properties, thereby enhancing the overall effectiveness of the drug.
Used in Materials Science:
Ethanone, 1-(2-bromo-4,5-dimethoxyphenyl)is also used in materials science for the development of new materials with specific properties. Its unique structure can contribute to the creation of materials with tailored characteristics, such as improved stability, reactivity, or selectivity, for various applications.

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 6286-46-0 2-bromo-4,5-dimethoxybenzoic acid 
• 676-58-4 methylmagnesium chloride 
• 55171-61-4 2-bromo-4,5-dimethoxybenzoyl chloride 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 75-16-1 methylmagnesium bromide 
• 89978-46-1 4-bromo-5-iodoveratrole 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 5293-52-7 6-bromo-3,4-dimethoxy-α-methylbenzyl alcohol 

Downstream Products

• 161199-93-5 5-bromo-1,2-dimethoxy-4-(3-dimethylaminopropionyl)benzene hydrochloride 
• 74746-11-5 2,2'-dibromo-4,4',5,5'-tetramethoxychalcone 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 125575-50-0 (o-acetylphenyl)-2 dimethyl-2',4' methoxy-6' acetophenone 
• 910136-50-4 4,5-dimethoxy-2-(2-trimethylsilylethynyl)acetophenone 
• 321681-28-1 2-bromo-1-(2-bromo-4,5-dimethoxyphenyl)-ethanone 
• 1354364-37-6 2-(2-bromo-4,5-dimethoxyphenyl)butan-2-ol 
• 1432493-85-0 C₁₂H₁₅BrO₃ 
• 1432493-90-7 C₁₂H₁₅BrO₃ 
• 1233979-74-2 (Z)-N'-[1-(2-bromo-4,5-dimethoxyphenyl)ethylidene]-4-methylbenzenesulfonohydrazide 
• 1233979-79-7 5,6-dimethoxy-3-methyl-1-(p-tolylsulfonyl)indazole 
• 1215858-80-2 2-bromo-1-(2-bromo-4,5-dimethoxyphenyl)ethanone oxime 
• 1616606-35-9 C₁₄H₁₉BrN₂O₃ 
• 1609071-67-1 C₁₄H₁₈N₂O₃ 

Relevant academic research and scientific papers

α-Oxocarboxylic Acids as Three-Carbon Insertion Units for Palladium-Catalyzed Decarboxylative Cascade Synthesis of Diverse Fused Heteropolycycles

A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-a]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1H-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramolecular carbopalladation, C-H activation, and decarboxylation.

Atmosphere-Controlled Palladium-Catalyzed Divergent Decarboxylative Cyclization of 2-Iodobiphenyls and α-Oxocarboxylic Acids

A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and α-oxocarboxylic acids utilizing the atmosphere as a controlled switch is reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Notably, preliminary mechanistic studies indicate that the formation of triphenylenes involves a double decarboxylation.

Annulative Morita-Baylis-Hillman reaction to synthesise chiral dibenzocycloheptanes

We describe the first metal-free and organocatalytic strategy to access highly functionalised dibenzocycloheptanesviaa phosphine-promoted annulative Morita-Baylis-Hillman (MBH) reaction. The method is manipulated to access to chiral dibenzocycloheptanes as well. This work represents a rare entry for the construction of seven-membered carbocyclesviathe MBH route. The realisation of several bioactive molecules possessing the dibenzocycloheptane core makes this an attractive strategy.

Asymmetric Synthesis and Application of Chiral Spirosilabiindanes

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.

Asymmetric Synthesis of 1,2-Dihydronaphthalene-1-ols via Copper-Catalyzed Intramolecular Reductive Cyclization

We describe a copper-catalyzed intramolecular reductive cyclization of easily accessible benz-tethered 1,3-dienes containing a ketone moiety. This process provided biologically active 1,2-dihydronaphthalene-1-ol derivatives in good yields with excellent enantio- and diastereoselectivity. Mechanistic investigations using density functional theory revealed that (Z)- and (E)-allylcopper intermediates formed in situ from the diene and copper catalyst undergo isomerization and selective intramolecular allylation of the (E)-allylcopper form of the major product through a six-membered boatlike transition state. The resulting products were further transformed to fully saturated naphthalene-1-ols by reactions of the olefin moiety.

Palladium-catalyzed monoarylation of arylhydrazines with aryl tosylates

A palladium-catalyzed C-N bond coupling reaction between arylhydrazines and aryl tosylates for facile synthesis of unsymmetrical N,N-diarylhydrazines has been developed. Employing the catalyst system of Pd(TFA)2 associated with newly developed phosphine ligand L1, the monoarylation of arylhydrazine proceeds smoothly to afford desired products in good-to-excellent yields (up to 95%) with good functional group compatibility. This method provides an alternative synthetic pathway for accessing structurally diversified N,N-diarylhydrazines from simple and easily accessible coupling components.

From catechol-tocopherol to catechol-hydroquinone polyphenolic antioxidant hybrids

Multidefence antioxidants represent a valuable solution for the protection against oxidative stress. From the planned synthesis of a catechol-tocopherol hybrid, we isolated a catechol-hydroquinone hybrid through a BBr3-mediated benzochromene-fluoren-1-ol transposition. The compound prepared showed a remarkable chain-breaking antioxidant in the catechol portion, while the very sensitive hydroquinone moiety revealed to be an efficient generator of hydroperoxyl radicals.

PdII-Catalyzed Oxidative Tandem aza-Wacker/Heck Cyclization for the Construction of Fused 5,6-Bicyclic N,O-Heterocycles

A PdII-catalyzed oxidative tandem cyclization was developed for the construction of fused 5,6-bicyclic N, O-heterocycles. This reaction was enabled by the combined use of a 3-methylpyridine ligand and pentafluorobenzoic acid additive. A range of heterocyclic products with different substituents could be prepared in moderate to good yields via this methodology. Several transformations, including a scaled-up preparation of product 2 a, were also carried out showing the good applicability of our methodology.

2 - Substituted cephem compound-containing pharmaceutical composition

PROBLEM TO BE SOLVED: To provide a cephem compound which has a strong antimicrobial activity, in particular effective against various β-lactamase producing Gram negative bacteria, and a composition comprising the compound.SOLUTION: The present invention provides a pharmaceutical composition comprising a compound represented by formula (I), an ester at a carboxyl group, an amino-protected compound when the amino is present on a ring in the 7-side chain, or a pharmaceutically acceptable salt thereof.

Efficient Synthesis of Glaziovianin A Isoflavone Series from Dill and Parsley Extracts and Their in Vitro/in Vivo Antimitotic Activity

A concise six-step protocol for the synthesis of isoflavone glaziovianin A (GVA) and its alkoxyphenyl derivatives 9 starting with readily available plant metabolites from dill and parsley seeds was developed. The reaction sequence involved an efficient conversion of the key intermediate epoxides 7 into the respective β-ketoaldehydes 8 followed by their Cu(I)-mediated cyclization into the target series 9. The biological activity of GVA and its derivatives was evaluated using a panel of seven human cancer cell lines and an in vivo sea urchin embryo assay. Both screening platforms confirmed the antimitotic effect of the parent GVA (9cg) and its alkoxy derivatives. Structure-activity relationship studies suggested that compounds 9cd and 9cf substituted with trimethoxy- and dillapiol-derived B-rings, respectively, were less active than the parent 9cg. Of the evaluated human cancer cell lines, the A375 melanoma cell line was the most sensitive to the tested molecules. Notably, the target compounds were not cytotoxic against human peripheral blood mononuclear cells up to 10 μM concentration. Phenotypic readouts from the sea urchin assay unequivocally suggest a direct microtubule-destabilizing effect of isoflavones 9cg, 9cd, and 9cf.