4160-65-0

Usage

Uses

Due to the limited information available on (4-Bromophenyl)(thiophen-2-yl)methanone, its specific applications are not well-defined. However, given its structure and the properties of similar compounds, it can be hypothesized that it may have potential uses in various industries, such as:
Used in Pharmaceutical Industry:
(4-Bromophenyl)(thiophen-2-yl)methanone could be used as an intermediate compound in the synthesis of pharmaceutical drugs. Its unique structure may allow it to form new molecular entities with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, (4-Bromophenyl)(thiophen-2-yl)methanone may serve as a subject for studying the properties and reactivity of aromatic ketones and their derivatives. This could contribute to the development of new synthetic methods and the discovery of novel compounds with potential applications.
Used in Material Science:
(4-Bromophenyl)(thiophen-2-yl)methanone might be explored for its potential use in the development of new materials, such as organic electronic devices, sensors, or advanced polymers. Its aromatic and sulfur-containing structure could provide unique electronic or optical properties.

Upstream product

• 188290-36-0 thiophene 
• 586-75-4 4-chlorobenzoyl chloride 
• 586-76-5 4-Bromobenzoic acid 
• 40310-36-9 2-[α-(4-bromophenyl)-α-hydroxymethyl]thiophene 
• 2786-07-4 2-thienyl lithium 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 
• 3437-95-4 2-Iodothiophene 
• 201230-82-2 carbon monoxide 
• 5467-74-3 4-Bromophenylboronic acid 
• 623-00-7 4-bromobenzenecarbonitrile 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 589-87-7 1,4-bromoiodobenzene 
• 112375-37-8 p-bromobenzoyl trifluoromethanesulfonate 
• 5543-27-1 4-(pyrrolidinocarbonyl)phenyl bromide 

Downstream Products

• 25706-30-3 2-(4-Aminobenzoyl)thiophene 
• 79204-44-7 (thiophen-3-yl)(4-vinylphenyl)methanone 
• 698356-02-4 3-[4-(thiophene-2-carbonyl)-phenyl]-5-isobutyl-N-tert-butylthiophene-2-sulfonamide 
• 1604048-08-9 (4-bromophenyl)(5-(2-nitrophenyl)thiophen-2-yl)methanone 
• 929643-04-9 1-methyl-5-[4-(thien-2-yl-carbonyl)phenyl]-1H-pyrrole-2-carbonitrile 

Relevant academic research and scientific papers

Identification and optimization of biphenyl derivatives as novel tubulin inhibitors targeting colchicine-binding site overcoming multidrug resistance

Microtubule targeting agents (MTAs) are among the most successful chemotherapeutic drugs, but their efficacy is often limited by the development of multidrug resistance (MDR). Therefore, the development of novel MTAs with the ability to overcome MDR is urgently needed. In this contribution, through modification of the unsymmetric biaryl compounds, we discovered a novel compound dxy-1-175 with potent anti-proliferative activity against cancer cells. Mechanistic study revealed that dxy-1-175 inhibited tubulin polymerization by interacting with the colchicine-binding site of tubulin, which caused cell cycle arrest at G2/M phase. Based on the predicted binding model of dxy-1-175 with tubulin, a series of new 4-benzoylbiphenyl analogues were designed and synthesized. Among them, the hydrochloride compound 12e with improved solubility and good stability in human liver microsome, exhibited the most potent anti-proliferative activity with IC50 value in the low nanomolar range, and markedly inhibited the growth of breast cancer 4T1 xenograft in vivo. Notably, 12e effectively overcame P-gp-mediated MDR and our preliminary data suggested that 12e may not be a substrate of P-glycoprotein (P-gp). Taken together, our study reveals a novel MTA 12e targeting the colchicine-binding site with potent anticancer activity and the ability to circumvent MDR.

A Fast and General Route to Ketones from Amides and Organolithium Compounds under Aerobic Conditions: Synthetic and Mechanistic Aspects

We report that the nucleophilic acyl substitution reaction of aliphatic and (hetero)aromatic amides by organolithium reagents proceeds quickly (20 s reaction time), efficiently, and chemoselectively with a broad substrate scope in the environmentally responsible cyclopentyl methyl ether, at ambient temperature and under air, to provide ketones in up to 93 % yield with an effective suppression of the notorious over-addition reaction. Detailed DFT calculations and NMR investigations support the experimental results. The described methodology was proven to be amenable to scale-up and recyclability protocols. Contrasting classical procedures carried out under inert atmospheres, this work lays the foundation for a profound paradigm shift of the reactivity of carboxylic acid amides with organolithiums, with ketones being straightforwardly obtained by simply combining the reagents under aerobic conditions and with no need of using previously modified or pre-activated amides, as recommended.

Mitochondrial targeting fluorescent probe as well as synthesis method and application thereof

The invention relates to a mitochondrial targeting fluorescent probe as well as a synthesis method and application thereof. The mitochondrial targeting fluorescent probe (TPP-TPEDCH) is synthesized through a chemical reaction by taking a fluorescent molec

Lysosome targeted photosensitizer, synthesis method and application in biological imaging

The invention relates to a lysosome targeted photosensitizer as well as a synthesis method and application thereof in biological imaging. The lysosome targeted photosensitizer and (MP-TPEDCH) are formed by connecting MP as a lysosome targeted group and TP

Decarboxylation with Carbon Monoxide: The Direct Conversion of Carboxylic Acids into Potent Acid Triflate Electrophiles

We report a new strategy for the conversion of carboxylic acids into potent acid triflate electrophiles. The reaction involves oxidative carbonylation of carboxylic acids with I2 in the presence of AgOTf, and is postulated to proceed via acyl hypoiodites that react with CO to form acid triflates. Coupling this chemistry with subsequent trapping with arenes offers a mild, room temperature approach to generate ketones directly from broadly available carboxylic acids without the use of corrosive and reactive Lewis or Bronsted acid additives, and instead from compounds that are readily available, stable, and functional group compatible.

Synthesis of plasmodione metabolites and 13C-enriched plasmodione as chemical tools for drug metabolism investigation

Malaria is a tropical parasitic disease threatening populations in tropical and sub-tropical areas. Resistance to antimalarial drugs has spread all over the world in the past 50 years, thus new drugs are urgently needed. Plasmodione (benzylmenadione series) has been identified as a potent antimalarial early lead drug, acting through a redox bioactivation on asexual and young sexual blood stages. To investigate its metabolism, a series of plasmodione-based tools, including a fully 13C-labelled lead drug and putative metabolites, have been designed and synthesized for drug metabolism investigation. Furthermore, with the help of UHPLC-MS/MS, two of the drug metabolites have been identified from urine of drug-treated mice.

Highly efficient photosensitizers with aggregation-induced emission characteristics obtained through precise molecular design

We herein report a new strategy to obtain highly efficient photosensitizers (PSs) by reducing the singlet-triplet energy gap (ΔEST) and blocking the non-radiative decay pathways. Through precise molecular design, TP1-8 were synthesized to exhibit predictable properties including moderate to high photosensitizing efficacy, tunable absorption and emission wavelengths and aggregation-induced emission characteristics.

Catalytic asymmetric alkylation of aryl heteroaryl ketones

Tertiary diarylmethanols are highly bioactive structural motifs. A new strategy to access chiral tertiary diarylmethanols through copper-catalyzed direct alkylation of (di)(hetero)aryl ketones by using Grignard reagents was developed. The low reactivity a

Synthesis of 2-acylthiophenes by palladium-catalyzed addition of thiophenes to nitriles

A direct synthesis of 2-acylthiophenes has been developed through palladium-catalyzed addition of thiophenes to nitriles. The reaction proceeded well under the palladium(II) acetate/2,2'-bipyridine system and using d-(+)-camphorsulfonic acid as the additive. In addition, the obtained 2-acylthiophenes could undergo further coupling reactions to generate novel products.

Ligand-free Pd-catalyzed carbonylative cross-coupling reactions under atmospheric pressure of carbon monoxide: Synthesis of aryl ketones and heteroaromatic ketones

The carbonylative Suzuki cross-coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand-free catalyst under atmospheric pressure of carbon monoxide has been firstly developed. Under mild reaction conditions, a broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields at low catalyst loadings (0.05 to 2 mol-%). Moreover, the catalyst can also be recycled. The carbonylative Suzuki cross-coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand-free catalyst under an atmosphere of carbon monoxide has been developed. A broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields. The catalyst can also be recycled.