61035-74-3

Usage

Uses

Used in Pharmaceutical Research and Organic Synthesis:
1-(4-[(4-CHLOROBENZYL)OXY]PHENYL)ETHANONE is utilized as a building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the creation of a wide range of biologically active compounds, making it a valuable asset in drug development.
Used in Antimicrobial Applications:
1-(4-[(4-CHLOROBENZYL)OXY]PHENYL)ETHANONE has demonstrated antifungal and antibacterial properties, showcasing its potential as a useful compound for the development of new antimicrobial agents. Its ability to combat microbial infections positions it as a promising candidate for further research and application in the medical and pharmaceutical industries.

Upstream product

• 873-76-7 para-Chlorobenzyl alcohol 
• 99-93-4 4-Hydroxyacetophenone 
• 13329-40-3 4-Iodoacetophenone 
• 431-03-8 dimethylglyoxal 
• 622-95-7 4-chlorobenzyl bromide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 

Downstream Products

• 122399-84-2 4-[4-(4-Chloro-benzyloxy)-phenyl]-2-hydroxy-4-oxo-butyric acid 
• 79040-33-8 ω-chloro-4-(4-chlorobenzoyloxy)acetophenone 
• 79615-84-2 ω-bromo-4(4-chlorobenzoyloxy)acetophenone 
• 79040-37-2 2-acetamido-4-<4-(Chlorobenzyloxy)phenyl>thiazole 
• 122399-91-1 3-<4-(4-chlorobenzyloxy)benzoyl>acrylic acid 
• 79040-38-3 4-<4-(4-chlorobenzyloxy)phenyl>-2-methylaminothiazole 
• 79615-58-0 4-<4-(4-chlorobenzyloxy)phenyl>-2-dimethylaminothiazole 
• 79040-29-2 Allyl-{4-[4-(4-chloro-benzyloxy)-phenyl]-thiazol-2-yl}-amine 
• 79040-26-9 4-<4-(Chlorobenzyloxy)phenyl>-2-formamidothiazole 
• 79040-27-0 4-[4-(4-chlorobenzyloxy)phenyl]-2-propionylaminothiazole 
• 79040-28-1 N-{4-[4-(4-Chloro-benzyloxy)-phenyl]-thiazol-2-yl}-2,2-dimethyl-propionamide 
• 122399-33-1 2-Acetylsulfanyl-4-[4-(4-chloro-benzyloxy)-phenyl]-4-oxo-butyric acid 
• 79615-47-7 2-butyramido-4-<4-(4-chlorobenzyloxy)phenyl>thiazole 
• 79615-56-8 {4-[4-(4-Chloro-benzyloxy)-phenyl]-thiazol-2-yl}-cyclohexyl-amine 

Relevant academic research and scientific papers

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.

Metal-Free and Redox-Neutral Conversion of Organotrifluoroborates into Radicals Enabled by Visible Light

Converting organoboron compounds into the corresponding radicals has broad synthetic applications in organic chemistry. To achieve these transformations, various strong oxidants such as Mn(OAc)3, AgNO3/K2S2O8, and Cu(OAc)2, in stoichiometric amounts are required, proceeding by a single-electron transfer mechanism. Established herein is a distinct strategy for generating both aryl and alkyl radicals from organotrifluoroborates through an SH2 process. This strategy is enabled by using water as the solvent, visible light as the energy input, and diacetyl as the promoter in the absence of any metal catalyst or redox reagent, thereby eliminating metal waste. To demonstrate its synthetic utility, an efficient acetylation to prepare valuable aryl (alkyl) methyl ketones is described and applications to construct C?C, C?I, C?Br, and C?S bonds are also feasible. Experimental evidence suggests that triplet diacetyl serves as the key intermediate in this process.

Acetophenone derivatives: Novel and potent small molecule inhibitors of monoamine oxidase B

Two series of acetophenone derivatives have been designed, synthesized and evaluated for human monoamine oxidase A and B inhibitory activity in vitro. Most of the tested compounds acted preferentially on MAO-B with IC50 values in the nanomolar range and weak or no inhibition of MAO-A. In particular, compounds 1j (IC50 = 12.9 nM) and 2e (IC50 = 11.7 nM) were the most potent MAO-B inhibitors being 2.76- and 2.99-fold more active than selegiline. In addition, the structure-activity relationships for MAO-B inhibition indicated that substituents at C3 and C4 of the acetophenone moiety, particularly with the halogen substituted benzyloxy, were more favorable for MAO-B inhibition. Molecular docking and kinetic studies have been carried out to explain the binding modes of MAO-B with the acetophenone derivatives. Furthermore, the representative compounds 1j and 2e showed low neurotoxicity in SH-SY5Y cells. It may be concluded that the acetophenone derivatives could be used to develop promising lead compounds for treating neurodegenerative diseases.

Effects of the aryl linker and the aromatic substituent on the anti-HCV activities of aryl diketoacid (ADK) analogues

Based on our pharmacophore model of the aryl diketoacids (ADKs), we designed and prepared a series of novel ADK analogues, which showed potent inhibitory activities against the NS5B polymerase in the submicromolar range. Pharmacophore-guided docking study revealed that the antiviral activities of the ADKs are highly dependent upon the aryl linker as well as the size and position of the aromatic substituent. It is of another importance that, unlike previously reported ADKs, three ADK analogues synthesized in this study effectively blocked Hepatitis C Virus (HCV) replication in the replicon systems.

Synthesis of several benzyloxphenyl derivatives with local anesthetic activity (author's transl)

Several 2- and 4-benzyloxy- and 4-(2'- and 4'-substituted) benzyloxy-beta-substituted amino-propiophenones, some of the corresponding alcohols, some 4-benzyloxy-alpha-substituted amino-acetophenones were synthetised and tested for their pharmacological activity.