62810-46-2

Usage

Preparation

Preparation by reaction of m-anisoyl chloride with bromo-benzene in the presence of an excess of aluminium chloride: first at 20°, then at reflux for 2 h (65%).

Upstream product

• 108-86-1 bromobenzene 
• 1711-05-3 m-anisoyl chloride 
• 5467-74-3 4-Bromophenylboronic acid 
• 100-83-4 meta-hydroxybenzaldehyde 
• 586-75-4 4-chlorobenzoyl chloride 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 151239-47-3 (4-bromophenyl)-(3-methoxyphenyl)-methanone 
• 106-37-6 1.4-dibromobenzene 
• 17264-90-3 m-methoxybenzoic acid Na-salt 

Downstream Products

• 74167-94-5 2-[3-(4-Bromo-benzoyl)-phenoxy]-propionic acid ethyl ester 
• 74168-06-2 2-[3-(4-Bromo-benzoyl)-phenoxy]-propionic acid 

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.

Synthesis and biological evaluation of N-cyclopropylbenzamide-benzophenone hybrids as novel and selective p38 mitogen activated protein kinase (MAPK) inhibitors

A series of hybrid molecules consisting of benzophenones and N-cyclopropyl-3-methylbenzamides were synthesized and biologically evaluated as novel p38 mitogen activated protein kinase (MAPK) inhibitors. In particular, we found that compound 10g displayed

Tandem catalysis: Access to ketones from aldehydes and arylboronic acids via rhodium-catalyzed addition/oxidation

Direct cross-coupling reactions of aromatic aldehydes with arylboronic acids afforded ketones in high yields and under mild conditions in the presence of a rhodium catalyst, acetone and a base. This new reaction, involving a formal aldehyde C-H bond activation, is believed to proceed via a tandem process involving addition of the organometallic species to the aldehyde followed by oxidation by β-hydride transfer.