221018-02-6

Basic information

• Product Name: 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE
• Synonyms: 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE;4'-(METHYLSULFANYL)[1,1'-BIPHENYL]-4-CARBALDEHYDE;4-(4-METHYLTHIOPHENYL)BENZALDEHYDE;AKOS BAR-0265
• CAS NO: 221018-02-6
• Molecular Formula: C₁₄H₁₂OS
• Molecular Weight: 228.31
• Product Categories: pharmacetical
• Mol File: 221018-02-6.mol

Chemical Properties

• Boiling Point: 387.1 °C at 760 mmHg
• Flash Point: 212.9 °C
• Appearance: /
• Density: 1.17 g/cm³
• CAS DataBase Reference: 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE(221018-02-6)
• EPA Substance Registry System: 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE(221018-02-6)

Safety Data

• Hazardous Substances Data: 221018-02-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE is used as a building block for the synthesis of various organic compounds, providing a foundation for creating novel chemical structures with specific properties and applications.
Used in Chemical Research:
In the field of chemical research, 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE is utilized as an intermediate, facilitating the exploration of new chemical reactions and the development of innovative synthetic pathways.
Used in Pharmaceutical Development:
4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE is used as a precursor in the development of pharmaceuticals, contributing to the creation of new drugs with potential therapeutic benefits.
Used in Agrochemical Development:
In agrochemical research, 4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE is employed as a starting material for the synthesis of new agrochemicals, aiming to improve crop protection and yield.
Used in Materials Science:
4'-METHYLSULFANYL-BIPHENYL-4-CARBALDEHYDE is utilized in materials science for the development of new materials with unique properties, such as enhanced stability, reactivity, or selectivity in various applications.

Upstream product

• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 

Downstream Products

• 1049800-48-7 (E)-2-(5-fluoro-1-((4'-(methylthio)biphenyl-4-yl)methylene)-1Hinden-3-yl)ethanoic acid 

Relevant articles and documents

Structure-Based Optimization of N-Substituted Oseltamivir Derivatives as Potent Anti-Influenza A Virus Agents with Significantly Improved Potency against Oseltamivir-Resistant N1-H274Y Variant

Due to the emergence of highly pathogenic and oseltamivir-resistant influenza viruses, there is an urgent need to develop new anti-influenza agents. Herein, five subseries of oseltamivir derivatives were designed and synthesized to improve their activity toward drug-resistant viral strains by further exploiting the 150-cavity in the neuraminidases (NAs). The bioassay results showed that compound 21h exhibited antiviral activities similar to or better than those of oseltamivir carboxylate (OSC) against H5N1, H5N2, H5N6, and H5N8. Besides, 21h was 5- to 86-fold more potent than OSC toward N1, N8, and N1-H274Y mutant NAs in the inhibitory assays. Computational studies provided a plausible rationale for the high potency of 21h against group-1 and N1-H274Y NAs. In addition, 21h demonstrated acceptable oral bioavailability, low acute toxicity, potent antiviral activity in vivo, and high metabolic stability. Overall, the above excellent profiles make 21h a promising drug candidate for the treatment of influenza virus infection.

CuPd nanoparticles as a catalyst in carbon-carbon cross-coupling reactions by a facile oleylamine synthesis

CuPd bi-metallic nanoparticles were synthesized in oleylamine without the use of additional surfactants, ligands, or reducing agents. The alloyed nanoparticles showed high catalytic activity in Suzuki cross-coupling reactions with excellent turnover number (6000) and turnover frequency of 72:000 h-1 under microwave irradiation. These nanoparticles were successfully utilized in a Suzuki coupling reaction with a diverse range of functionalized substrates. The catalyst also demonstrated multiple recyclability for Suzuki coupling reactions. The CuPd nanoparticles have also probed the utility in other cross-coupling reactions such as Heck and Sonogashira coupling reactions. According to the XPS data, two oxidation states of each metal exist on the surface of the nanoparticle. This is advantageous especially for Sonogashira cross-coupling reactions because having Cu+ present on the surface of the catalyst eliminates the need for a copper salt to stabilize the alkyne during the reaction.

Highly efficient and magnetically recyclable graphene-supported Pd/Fe3O4 nanoparticle catalysts for Suzuki and Heck cross-coupling reactions

Herein, we report a facile and efficient one-step method for the synthesis of highly active, Pd/Fe3O4 nanoparticles supported on graphene nanosheets (Pd/Fe3O4/G) that exhibit excellent catalytic activity for Suzuki and Heck coupling reactions and that can be magnetically separated from the reaction mixture and recycled multiple times without loss of catalytic activity. The synthesis approach is based on the Microwave (MW)-assisted reduction of palladium and ferric nitrates in the presence of graphene oxide (GO) nanosheets using hydrazine hydrate as the reducing agent. The results provide a fundamental understanding of the system variables by comparing the catalytic activity and recyclability of four different catalysts with different properties. The most active and recyclable catalyst contains 7.6 wt% Pd nanoparticles with 4-6nm diameters in Pd(0) oxidation state well-dispersed with 30wt% Fe3O4 nanoparticles with 12-16 nm diameters on highly reduced GO containing a C/O ratio of 8.1. These combined properties produce remarkable catalytic activity for Suzuki cross coupling reactions under MW reaction conditions with an extremely high turnover number (TON) of 9250 and turn over frequency (TOF) of 111,000 h-1 at 80 °C. The magnetic properties imparted by the Fe3O4 component of the catalyst enables the catalyst to be easily isolated and recycled, thus greatly simplifying the ability to purify the reaction products and increasing the economic value of the catalyst. The utility of these magnetic catalysts towards Suzuki and Heck cross coupling reactions with a variety of functionalized substrates was also demonstrated.

Highly efficient and magnetically recyclable graphene-supported Pd/Fe3O4 nanoparticle catalysts for Suzuki and Heck cross-coupling reactions

Herein, we report a facile and efficient one-step method for the synthesis of highly active, Pd/Fe3O4 nanoparticles supported on graphene nanosheets (Pd/Fe3O4/G) that exhibit excellent catalytic activity for Suzuki and Heck coupling reactions and that can be magnetically separated from the reaction mixture and recycled multiple times without loss of catalytic activity. The synthesis approach is based on the Microwave (MW)-assisted reduction of palladium and ferric nitrates in the presence of graphene oxide (GO) nanosheets using hydrazine hydrate as the reducing agent. The results provide a fundamental understanding of the system variables by comparing the catalytic activity and recyclability of four different catalysts with different properties. The most active and recyclable catalyst contains 7.6 wt% Pd nanoparticles with 4-6 nm diameters in Pd(0) oxidation state well-dispersed with 30 wt% Fe3O4 nanoparticles with 12-16 nm diameters on highly reduced GO containing a C/O ratio of 8.1. These combined properties produce remarkable catalytic activity for Suzuki cross coupling reactions under MW reaction conditions with an extremely high turnover number (TON) of 9250 and turn over frequency (TOF) of 111,000 h-1 at 80°C. The magnetic properties imparted by the Fe3O4 component of the catalyst enables the catalyst to be easily isolated and recycled, thus greatly simplifying the ability to purify the reaction products and increasing the economic value of the catalyst. The utility of these magnetic catalysts towards Suzuki and Heck cross coupling reactions with a variety of functionalized substrates was also demonstrated.

Microwave-assisted synthesis of palladium nanoparticles supported on graphene: A highly active and recyclable catalyst for carbon-carbon cross-coupling reactions

We have developed an efficient method to generate highly active Pd nanoparticles supported on graphene (Pd/G) by microwave-assisted chemical reduction of the corresponding aqueous mixture of a palladium salt and dispersed graphite oxide (GO) sheets. The Pd/G demonstrated excellent catalytic activity for the carbon-carbon cross-coupling reactions (Suzuki, and Heck) with a broad range of utility under ligand-free ambient conditions in an environmentally friendly solvent system. It also offers a remarkable turnover frequency (108,000 h-1) observed in the microwave-assisted Suzuki cross-coupling reactions with easy removal from the reaction mixture, recyclability with no loss of activity, and significantly better performance than the well-known commercial Pd/C catalyst. The catalyst was fully characterized by a variety of spectroscopic techniques including X-ray diffraction (XRD), Raman, TGA, electron microscopy (SEM, TEM), and X-ray photoelectron spectroscopy (XPS). The remarkable reactivity of the Pd/G catalyst toward Suzuki cross-coupling reactions is attributed to the high degree of the dispersion and concentration of Pd(0) nanoparticles supported on graphene sheets with small particle size of 7-9 nm due to an efficient microwave-assisted reduction method.

Palladium chloride/tetraphenylphosphonium bromide intercalated clay: New catalyst for cross-coupling of aryl halides with arylboronic acids

A facile method for the preparation of biaryl compounds is described from readily accessible aryl halides and arylboronic acids using palladium chloride/tetraphenylphosphonium bromide intercalated clay as a new catalyst.