93534-20-4

Upstream product

• 100-39-0 benzyl bromide 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 103-80-0 phenylacetyl chloride 
• 541-73-1 1,3-Dichlorobenzene 
• 2123-27-5 2,4-dichlorostyrene 
• 100-63-0 phenylhydrazine 

Downstream Products

• 74613-73-3 2-bromo-1-(2,4-dichlorophenyl)-2-phenylethanone 

Relevant academic research and scientific papers

Metal-free synthesis of ketones by visible-light induced aerobic oxidative radical addition of aryl hydrazines to alkenes

A green and cost-effective method has been developed for the conversion of alkenes to ketones under metal-free conditions. The reaction involves the oxidative addition of alkenes with aryl radicals, which are generated by visible-light induced aerobic oxidation of arylhydrazines. The key features of this reaction include broad substrate scope, readily available reagents and amenability to gram-scale synthesis.

Discovery of the First in Vivo Active Inhibitors of the Soluble Epoxide Hydrolase Phosphatase Domain

The emerging pharmacological target soluble epoxide hydrolase (sEH) is a bifunctional enzyme exhibiting two different catalytic activities that are located in two distinct domains. Although the physiological role of the C-terminal hydrolase domain is well-investigated, little is known about its phosphatase activity, located in the N-terminal phosphatase domain of sEH (sEH-P). Herein we report the discovery and optimization of the first inhibitor of human and rat sEH-P that is applicable in vivo. X-ray structure analysis of the sEH phosphatase domain complexed with an inhibitor provides insights in the molecular basis of small-molecule sEH-P inhibition and helps to rationalize the structure-activity relationships. 4-(4-(3,4-Dichlorophenyl)-5-phenyloxazol-2-yl)butanoic acid (22b, SWE101) has an excellent pharmacokinetic and pharmacodynamic profile in rats and enables the investigation of the physiological and pathophysiological role of sEH-P in vivo.

Novel Tetrazole-Containing Analogues of Itraconazole as Potent Antiangiogenic Agents with Reduced Cytochrome P450 3A4 Inhibition

Itraconazole has been found to possess potent antiangiogenic activity, exhibiting promising antitumor activity in several human clinical studies. The wider use of itraconazole in the treatment of cancer, however, has been limited by its potent inhibition of the drug metabolizing enzyme cytochrome P450 3A4 (CYP3A4). In an effort to eliminate the CYP3A4 inhibition while retaining its antiangiogenic activity, we designed and synthesized a series of derivatives in which the 1,2,4-triazole ring is replaced with various azoles and nonazoles. Among these analogues, 15n with tetrazole in place of 1,2,4-triazole exhibited optimal inhibition of human umbilical vein endothelial cell proliferation with an IC50 of 73 nM without a significant effect on CYP3A4 (EC50 > 20 μM). Similar to itraconazole, 15n induced Niemann-Pick C phenotype (NPC phenotype) and blocked AMPK/mechanistic target of rapamycin signaling. These results suggest that 15n is a promising angiogenesis inhibitor that can be used in combination with most other known anticancer drugs.

TiCl4-catalyzed indirect anti-Markovnikov hydration of alkynes: Application to the synthesis of benzo[b]furans

(Chemical Equation Presented) An efficient methodology for the indirect anti-Markovnikov hydration of unsymmetrically substituted terminal and internal alkynes is based on TiCl4-catalyzed hydroamination reactions. Its application to ortho-alkynylhaloarenes, followed by a copper-catalyzed O-arylation, provides flexible access to substituted benzo[b]furans.

Kinetics of silver(I) catalysed peroxydisulphate oxidation of benzylphenylglycollic acids

Ag(I) catalysed peroxydisulphate oxidation of benzylphenylglycollic and substituted benzylphenylglycollic acids in acetic acid-water mixture (30percent v/v) at constant ionic strength is first order each in and and independent of .Addition of allyl acetate inhibits the reaction.The thermodynamic parameters have been evaluated.The log k1 values have been fitted with ?+ values and the value of ρ+ calculated.The rate laws have been proposed on the basis of free radical mechanism involving silver(I).

Kinetics and Mechanism of Osmium Tetroxide Catalysed Oxidation of Benzylphenylglycollic Acids by Alkaline Hexacyanoferrate (III)

The kinetics of osmium tetroxide catalysed oxidation of benzylphenylglycollic acid and four substituted benzylphenylglycollic acids by alkaline hexacyanoferrate (III) have been studied in 30percent (v/v) t-butanol-water mixture at a constant ionic strength.The reaction is found to be first order each in , and ( -3) but independent of .The rates of reaction decrease with decrease in dielectric constant and increase with increase in ionic strength of the medium.The entropy of activation is found to be negative.The mechanism involves the formation of an intermediate complex between the acid anion and Os(VIII) which rapidly decomposes followed by a fast reaction between the reduced osmium species and hexacyanoferrate (III).