38401-71-7

Usage

Uses

Used in Pharmaceutical Research:
5-(4-chlorophenyl)thiophene-2-carbaldehyde is utilized as a building block in pharmaceutical research for the development of new drugs. Its versatile reactivity and potential for creating novel scaffolds and molecular structures make it a promising candidate for various therapeutic purposes.
Used in Organic Synthesis:
In the field of organic synthesis, 5-(4-chlorophenyl)thiophene-2-carbaldehyde is employed as a key intermediate. Its unique structure allows for the synthesis of diverse organic compounds, contributing to the advancement of chemical libraries and the discovery of new chemical entities.
Used in the Production of Advanced Materials and Fine Chemicals:
5-(4-chlorophenyl)thiophene-2-carbaldehyde is also used in the production of advanced materials and fine chemicals. Its functional groups and reactivity enable the creation of specialized compounds that can be applied in various high-value industries.
Used in Research and Development:
5-(4-chlorophenyl)thiophene-2-carbaldehyde is of significant interest to researchers and chemists due to its potential for exploring new chemical reactions and developing innovative molecular structures. Its application in research and development aids in expanding the understanding of chemical properties and reactions, potentially leading to breakthroughs in various scientific fields.

Upstream product

• 40133-23-1 2-(4-chlorophenyl)thiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 637-87-6 1-Chloro-4-iodobenzene 
• 108-90-7 chlorobenzene 
• 98-03-3 thiophene-2-carbaldehyde 
• 106-47-8 4-chloro-aniline 
• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 1679-18-1 4-Chlorophenylboronic acid 
• 873-77-8 (4-chlorphenyl)magnesium bromide 

Downstream Products

• 108967-83-5 2-(4-{(E)-2-[5-(4-Chloro-phenyl)-thiophen-2-yl]-vinyl}-phenyl)-5-phenyl-oxazole 
• 135491-42-8 5-[5-(4-Chloro-phenyl)-thiophen-2-ylmethylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 135491-50-8 2-{(E)-2-[5-(4-Chloro-phenyl)-thiophen-2-yl]-vinyl}-1H-benzoimidazole 
• 108967-90-4 2-(4-{(E)-2-[5-(4-Chloro-phenyl)-thiophen-2-yl]-vinyl}-phenyl)-5-phenyl-[1,3,4]oxadiazole 
• 40133-14-0 5-(4-chlorophenyl)thiophene-2-carboxylic acid 
• 1195960-94-1 2-(4-((5-(4-chlorophenyl)thiophen-2-yl)methylene)-5-oxo-2-thioxoimidazolidin-1-yl)-3-phenylpropanoic acid 
• 950094-47-0 3-[5-(4-chloro-phenyl)-thiophen-2-yl]-acrylic acid 
• 1262512-78-6 2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-3-methoxy-5-(tetrahydro-furan-3-ylmethyl)cyclopent-2-enone 
• 1262511-91-0 2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-4-(tetrahydro-furan-3-ylmethyl)cyclopentane-1,3-dione 
• 1262512-68-4 3-[5-(4-chloro-phenyl)thiophen-2-ylmethoxy]cyclopent-2-enone 
• 1262512-70-8 2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]cyclopentane-1,3-dione 
• 1262512-72-0 2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-3-methoxy-cyclopent-2-enone 
• 1262512-74-2 2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-5-[hydroxy-(tetrahydro-pyran-4-yl)methyl]-3-methoxy-cyclopent-2-enone 
• 1262512-76-4 2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-4-[1-(tetrahydro-pyran-4-yl)meth-(E)-ylidene]cyclopentane-1,3-dione 

Relevant academic research and scientific papers

Design, synthesis and evaluation of phenylthiazole and phenylthiophene pyrimidindiamine derivatives targeting the bacterial membrane

As the continuous rise in the incidence of antibiotic resistance, it is urgent to develop novel chemical scaffolds with antibacterial activities to control the spread of resistance to conventional antibiotics. In this study, a series of phenylthiazole and

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Catalytic Deprotonative α-Formylation of Heteroarenes by an Amide Base Generated in Situ from Tetramethylammonium Fluoride and Tris(trimethylsilyl)amine

Heteroarene formylations in DMF solution proceed in the presence of an amide base catalyst generated in situ from tetramethylammonium fluoride (TMAF) and tris(trimethylsilyl)amine (N(TMS)3). The reaction proceeds at room temperature and has an operationally simple procedure. Various heteroarenes, including benzothiophene, thiophene, benzothiazole, oxazole, and indole derivatives, can be formylated with high functional group tolerance.

Role of pyridine nitrogen in palladium-catalyzed imine hydrolysis: A Case Study of (E)-1-(3-bromothiophen-2-yl)-N-(4-methylpyridin-2-yl)methanimine

In the present study, 4-methylpyridin-2-amine was reacted with 3-bromothiophene-2-carbaldehyde and the Schiff base (E)-1-(3-bromothiophen-2-yl)-N-(4-methylpyridin-2-yl) methanimine was obtained in a 79% yield. Coupling of the Schiff base with aryl/het-aryl boronic acids under Suzuki coupling reaction conditions, using Pd(PPh3)4 as catalyst, yielded products with the hydrolysis of the imine linkages (5a–5k, 6a–6h) in good to moderate yields. To gain mechanistic insight into the transition metal-catalyzed hydrolysis of the compounds, density functional theory (DFT) calculations were performed. The theoretical calculations strongly supported the experiment and provided an insight into the transition metal-catalyzed hydrolysis of imines.

Discovery of selective protein arginine methyltransferase 5 inhibitors and biological evaluations

Protein arginine methyltransferase 5 (PRMT5) is an important protein arginine methyltransferase that catalyzes the symmetric dimethylation of arginine resides on histones or non-histone substrate proteins. It has been thought as a promising target for many diseases, particularly cancer. Despite the potential applications of PRMT5 inhibitors in cancer treatment, very few of PRMT5i have been publicly reported. In this investigation, virtual screening and structure–activity relationship studies were carried out to discover novel PRMT5i, which finally led to the identification of a number of new PRMT5i. The most active compound, P5i-6, exhibited a considerable inhibitory potency against PRMT5 with an IC50 value of 0.57?μm, and a high selectivity for PRMT5 against other tested PRMTs. It displayed a very good antiviability activity against two colorectal cancer cell lines, HT-29 and DLD-1, and one hepatic cancer cell line, HepG2, in a sensitivity assay against 36 different cancer cell lines. Western blot assays indicated that P5i-6 selectively inhibited the symmetric dimethylations of H4R3 and H3R8 in DLD-1 cells. Overall, P5i-6 could be used as a chemical probe to investigate new functions of PRMT5 in biology and also served as a good lead compound for the development of new PRMT5-targeting therapeutic agents.

Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis

Atom-efficient cross-coupling reactions of functionalized 2-bromo- and 2-iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields. Georg Thieme Verlag Stuttgart · New York.

Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors

A novel series of CHK1 inhibitors based on thienopyridine template has been designed and synthesized. These inhibitors maintain critical hydrogen bonding with the hinge and conserved water in the ATP binding site. Several compounds show single digit nanomolar CHK1 activities. Compound 70 shows excellent enzymatic activity of 1 nM.

Synthesis and reactions of 5-aryl-2-thiophenecarbaldehydes

The reaction of 2-thiophenecarbaldehyde with arene diazonium chlorides in the presence of CuCl2 catalyst gave 5-aryl-2-thiophenecarbaldehydes. Use of 4-nitrobenzene diazonium chloride in the reaction also gave the isomeric 3-(4-nitrophenyl)-2-t

Anthrax lethal factor protease inhibitors: Synthesis, SAR, and structure-based 3D QSAR studies

We have recently identified a series of compounds that efficiently inhibit anthrax lethal factor (LF) metallo-protease. Here we present further structure-activity relationship and CoMFA (comparative molecular field analysis) studies on newly derived inhibitors. The obtained 3D QSAR model was subsequently compared with the X-ray structure of the complex between LF and a representative compound. Our studies form the basis for the rational design of additional compounds with improved activity and selectivity.

Pyrimidinone compounds

Pyrimidinone compounds of formula (I) are inhibitors of the enzyme Lp-PLA2 and of use in therapy, in particular for treating atherosclerosis.