29559-24-8

Usage

Uses

Used in Pharmaceutical Industry:
1-chloro-4-(nitromethyl)benzene is used as a synthetic intermediate for the production of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 1-chloro-4-(nitromethyl)benzene is utilized as an intermediate in the synthesis of pesticides and other agrochemical products, contributing to the development of effective solutions for crop protection.
Used in Dye Industry:
1-chloro-4-(nitromethyl)benzene is also employed as an intermediate in the manufacture of dyes. Its chemical properties make it suitable for creating a range of dye products used in different industries.
Safety Note:
It is important to handle 1-chloro-4-(nitromethyl)benzene with care due to its moderately toxic nature. It can cause skin and eye irritation upon contact and is harmful if ingested or inhaled. Adequate safety precautions should be taken during its use and storage to minimize risks.

Upstream product

• 17333-85-6 4-chlorophenyldiazonium salt 
• 873-76-7 para-Chlorobenzyl alcohol 
• 106-39-8 bromochlorobenzene 
• 75-52-5 nitromethane 
• 106-43-4 para-chlorotoluene 
• 104-88-1 4-chlorobenzaldehyde 
• 3848-36-0 4-chlorobenzaldoxime 
• 622-95-7 4-chlorobenzyl bromide 
• 140-53-4 p-chlorobenzyl cyanide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 896-31-1 2-(4-chloro-phenyl)-2-nitro-indan-1,3-dione 
• 64-17-5 ethanol 

Downstream Products

• 89114-31-8 [3-(4-Chloro-phenyl)-[1,2,4]oxadiazol-5-yl]-[3-(4-chloro-phenyl)-[1,2,4]oxadiazol-5-ylmethyl]-methyl-amine 
• 16112-20-2 3,5-di(4′-methylphenyl)isoxazole 
• 26218-72-4 3,4-bis-(4-chloro-phenyl)-furazan 2-oxide 
• 84655-40-3 [3-(4-Chloro-phenyl)-6-phenyl-4H-[1,2,4]oxadiazin-5-yl]-phenyl-methanone 
• 81798-09-6 [5-(4-Chloro-benzoyl)-2,4-bis-(4-chloro-phenyl)-1H-pyrrol-3-yl]-(4-chloro-phenyl)-methanone 
• 15500-74-0 4-chlorobenzonitrile N-oxide 
• 548472-68-0 nutlin-3a 
• 1353891-88-9 tert-butyl ((1R,2S)-2-amino-1,2-bis(4-chlorophenyl)ethyl)carbamate 
• 1353891-92-5 N-((1S,2R)-2-amino-1,2-bis(4-chlorophenyl)ethyl)-2-isopropoxy-4-methoxybenzamide 
• 1353891-90-3 tert-butyl (1R,2S)-1,2-bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxybenzamido)ethylcarbamate 
• 1353891-93-6 N-((1R,2S)-1,2-bis(4-chlorophenyl)-2-(2-isopropoxy-4-methoxybenzamido)ethyl)-3-oxopiperazine-1-carboxamide 
• 1353891-52-7 tert-butyl ((1R,2S)-1,2-bis(4-chlorophenyl)-2-nitroethyl)carbamate 
• 104-88-1 4-chlorobenzaldehyde 

Relevant academic research and scientific papers

Broadening antifungal spectrum and improving metabolic stablity based on a scaffold strategy: Design, synthesis, and evaluation of novel 4-phenyl-4,5-dihydrooxazole derivatives as potent fungistatic and fungicidal reagents

5-phenylthiophene derivatives exhibited excellent antifungal activity against Candida albicans, Candida tropicalis and Cryptococcus neoformans. However, optimal compound 7 was inactive against Aspergillus fumigatus and unstable in human liver microsomes in vitro with a half-life of 18.6 min. To discover antifungal agents with a broad spectrum and improve the metabolic properties of the compounds, the scaffold hopping strategy was adopted and a series of 4-phenyl-4,5-dihydrooxazole derivatives were designed and synthesized. It was especially encouraging that compound 22a displayed significant antifungal activities against eight susceptible strains and seven FLC-resistant strains. Furthermore, the potent compound 22a could prevent the formation of fungalbiofilms and displayed satisfactory fungicidal activity. In addition, the metabolic stability of compound 22a was improved significantly, with the half-life of 70.5 min. Compound 22a was almost nontoxic to mammalian A549, MCF-7, HepG2, and 293T cells. Moreover, pharmacokinetic studies in SD rats showed that compound 22a exhibited pharmacokinetic properties with a bioavailability of 15.22% and a half-life of 4.44 h, indicating that compound 22a is worthy of further study.

Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents

To discover antifungal compounds with broad-spectrum and stable metabolism, a series of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives was designed and synthesized. Compounds A30-A34 exhibited excellent broad-spectrum antifungal activity against Candida albicans with MIC values in the range of 0.03–0.5 μg/mL, and against Cryptococcus neoformans and Aspergillus fumigatus with MIC values in the range of 0.25–2 μg/mL. In addition, compounds A31 and A33 showed high metabolic stability in human liver microsomes in vitro, with the half-life of 80.5 min and 69.4 min, respectively. Moreover, compounds A31 and A33 showed weak or almost no inhibitory effect on the CYP3A4 and CYP2D6. The pharmacokinetic evaluation in SD rats showed that compound A31 had suitable pharmacokinetic properties and was worthy of further study.

Integrating Hydrogen Production and Transfer Hydrogenation with Selenite Promoted Electrooxidation of α-Nitrotoluenes to E-Nitroethenes

Developing an electrochemical carbon-added reaction with accelerated kinetics to replace the low-value and sluggish oxygen evolution reaction (OER) is markedly significant to pure hydrogen production. Regulating the critical steps to precisely design electrode materials to selectively synthesize targeted compounds is highly desirable. Here, inspired by the surfaced adsorbed SeOx2? promoting OER, NiSe is demonstrated to be an efficient anode enabling α-nitrotoluene electrooxidation to E-nitroethene with up to 99 % E selectivity, 89 % Faradaic efficiency, and the reaction rate of 0.25 mmol cm?2 h?1 via inhibiting side reactions for energy-saving hydrogen generation. The high performance can be associated with its in situ formed NiOOH surface layer and absorbed SeOx2? via Se leaching-oxidation during electrooxidation, and the preferential adsorption of two -NO2 groups of intermediate on NiOOH. A self-coupling of α-carbon radicals and subsequent elimination of a nitrite molecule pathway is proposed. Wide substrate scope, scale-up synthesis of E-nitroethene, and paired productions of E-nitroethene and hydrogen or N-protected aminoarenes over a bifunctional NiSe electrode highlight the promising potential. Gold also displays a similar promoting effect for α-nitrotoluene transformation like SeOx2?, rationalizing the strategy of designing materials to suppress side reactions.

Improving the metabolic stability of antifungal compounds based on a scaffold hopping strategy: Design, synthesis, and structure-activity relationship studies of dihydrooxazole derivatives

L-amino alcohol derivatives exhibited high antifungal activity, but the metabolic stability of human liver microsomes in vitro was poor, and the half-life of optimal compound 5 was less than 5 min. To improve the metabolic properties of the compounds, the scaffold hopping strategy was adopted and a series of antifungal compounds with a dihydrooxazole scaffold was designed and synthesized. Compounds A33-A38 substituted with 4-phenyl group on dihydrooxazole ring exhibited excellent antifungal activities against C. albicans, C. tropicalis and C. krusei, with MIC values in the range of 0.03–0.25 μg/mL. In addition, the metabolic stability of compounds A33 and A34 in human liver microsomes in vitro was improved significantly, with the half-life greater than 145 min and the half-life of 59.1 min, respectively. Moreover, pharmacokinetic studies in SD rats showed that A33 exhibited favourable pharmacokinetic properties, with a bioavailability of 77.69%, and half-life (intravenous administration) of 9.35 h, indicating that A33 is worthy of further study.

The hydrophobically-tagged MDM2-p53 interaction inhibitor Nutlin-3a-HT is more potent against tumor cells than Nutlin-3a

We present the first application of hydrophobic tagging to a non-covalent inhibitor of protein-protein interactions. Nutlin-3a-HT, created by fusing the hydrophobic tag HyT13 to the MDM2-p53 interaction inhibitor Nutlin-3a, prevented cellular accumulation of MDM2 upon p53 reactivation, and had a stronger effect on cell viability and the induction of apoptosis than Nutlin-3a.

Continuous Platform to Generate Nitroalkanes On-Demand (in Situ) Using Peracetic Acid-Mediated Oxidation in a PFA Pipes-in-Series Reactor

The synthetic utility of the aza-Henry reaction can be diminished on scale by potential hazards associated with the use of peracid to prepare nitroalkane substrates and the nitroalkanes themselves. In response, a continuous and scalable chemistry platform to prepare aliphatic nitroalkanes on-demand using the oxidation of oximes with peracetic acid and direct reaction of the nitroalkane intermediate in an aza-Henry reaction is reported. A uniquely designed pipes-in-series plug-flow tube reactor addresses a range of process challenges, including stability and safe handling of peroxides and nitroalkanes. The subsequent continuous extraction generates a solution of purified nitroalkane, which can be directly used in the following enantioselective aza-Henry chemistry to furnish valuable chiral diamine precursors with high selectivity, thus completely avoiding isolation of the potentially unsafe low-molecular-weight nitroalkane intermediate. A continuous campaign (16 h) established that these conditions were effective in processing 100 g of the oxime and furnishing 1.4 L of nitroalkane solution.

Preparation method for p-chlorophenylnitromethane

The invention relates to a preparation method for p-chlorophenylnitromethane, and belongs to the field of pharmaceutical pesticide intermediates. The method provided by the invention does not need a plurality of recrystallization, has a simple process, an

Catalytic Asymmetric Cycloadditions of Silyl Nitronates Bearing α-Aryl Group

1,3-Dipolar cycloadditions of 2-alkylacroleins or atropaldehyde with triisopropylsilyl nitronates bearing an α-aryl group produced 3-aryl-2-isoxazolines having a chiral quaternary center in up to 94% ee and up to 88% yield with the aid of Corey’s oxazaborolidine catalyst. Specifically, the TIPS nitronate with an α-(p-methoxyphenyl) group gave mainly the 2-isoxazolines having an all-carbon quaternary center.

A 1 - (4 - chlorophenyl) - 2 - cyclopropyl - 1 - propanone preparation method

The invention relates to a 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone preparation method. The preparation method comprises that chlorobenzyl alcohol, sodium nitrite, acetic acid and concentrated hydrochloric acid undergo a reaction, the reaction product is treated to form a compound I, the compound I and cyclopropyl methyl ketone undergo a condensation reaction in the presence of an alkali and a solvent, the reaction product is treated to form a compound II, the compound II undergoes a reduction reaction in the presence of a reducer and a solvent, the reaction product is treated to form a compound III, the compound III undergoes a reduction reaction in the presence of a reducer and a solvent, and the reaction product is treated to form 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone. The preparation method has the advantages of simple processes, use of cheap and easily available raw materials, low cost, less three wastes, industrial production feasibility and high product yield and content.

Development of an Intermittent-Flow Enantioselective Aza-Henry Reaction Using an Arylnitromethane and Homogeneous Br?nsted Acid-Base Catalyst with Recycle

A stereoselective aza-Henry reaction between an arylnitromethane and Boc-protected aryl aldimine using a homogeneous Br?nsted acid-base catalyst was translated from batch format to an automated intermittent-flow process. This work demonstrates the advanta