5153-70-8

Usage

Uses

Used in Pharmaceutical Industry:
4'-Chloro-beta-nitrostyrene is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique chemical structure allows it to be a key component in the development of new drugs and medications.
Used in Chemical Research and Development:
4'-CHLORO-BETA-NITROSTYRENE is also utilized in research and development for the creation of new chemical processes. Its properties make it a valuable tool for scientists and researchers working on innovative chemical reactions and applications.

Upstream product

• 75-52-5 nitromethane 
• 104-88-1 4-chlorobenzaldehyde 
• 1749-03-7 N-(4-chlorobenzylidene)-4-methoxyaniline 
• 89979-04-4 1-(4-chlorophenyl)-2-nitroethanol 
• 625-75-2 nitroacetic acid 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 79-24-3 Nitroethane 
• 108-90-7 chlorobenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 1075-77-0 4-chlorocinnamaldehyde 
• 1615-02-7 p-chlorocinnamic acid 
• 3395-81-1 4-chlorobenzaldehyde dimethyl acetal 
• 135711-37-4 Butyl-[1-(4-chloro-phenyl)-2-nitro-ethyl]-amine 

Downstream Products

• 10125-48-1 4-Chlor-1-<1,3,3-trinitro-butyl-2>-benzol 
• 82947-77-1 [1-(4-Chloro-phenyl)-2-nitro-ethyl]-phosphonic acid diisopropyl ester 
• 82947-81-7 [2-(4-Chloro-phenyl)-2-(diisopropoxy-phosphoryl)-ethyl]-phosphonic acid diisopropyl ester 
• 134541-93-8 2-Anilino-4-(4-chlorophenyl)-1-nitro-3-phenylcyclobutene 
• 87361-72-6 diethyl p-chloro-α-cyanobenzylphosphonate 
• 63509-22-8 [1-(4-Chloro-phenyl)-2-nitro-ethyl]-phosphonic acid dimethyl ester 
• 81307-00-8 3-(1-<4-Chlor-phenyl>-2-nitro-ethylmercapto)-2-amino-propionsaeure 
• 91089-82-6 3-(1-<4-Chlorphenyl>-2-nitro-ethylmercapto)-propionsaeure 
• 4099-60-9 1-Chlor-2-<4-chlor-phenyl>-2-<4-fluor-phenyl>-1-oximino-aethan 
• 4380-24-9 2-Phenyl-2-<2-nitro-1-(4-chlor-phenyl)-ethyl>-indandion-(1,3) 
• 194496-92-9 1-(4-Chloro-phenyl)-2-nitro-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one 
• 22518-27-0 4-(4-chlorophenyl)pyrrolidin-2-one 
• 70206-22-3 Baclofen hydrochloride 

Relevant academic research and scientific papers

Microwave-assisted rapid synthesis of spirooxindole-pyrrolizidine analogues and their activity as anti-amyloidogenic agents

A library of Sox-pyrrolizidines was rapidly prepared by microwave-assisted, one-pot, three-component, 1,3-dipolar cycloaddition of azomethine ylides from l-proline and isatin, with various β-nitrostyrenes. Nitro-Sox compounds, 4b, 4d and 4e inhibit HEWL amyloid fibril formation by ThT studies with percentages of fluorescence intensity of 55.4, 42.9 and 40.3%, respectively. Further studies with MTT assay, Raman spectroscopy, TEM and molecular docking supported these promising candidates for activity against amyloid misfolding, a phenomenon leading to Alzheimer's disease pathology.

Palladium-Catalyzed Formal (3 + 2) Cycloaddition Reactions of 2-Nitro-1,3-enynes with Vinylaziridines, -epoxides, and -cyclopropanes

A two-step Pd-catalyzed (3 + 2) cycloaddition/HNO2 elimination reaction sequence has been developed to give novel cyclic 1,3-dien-5-yne systems from Pd-stabilized zwitterionic 1,3-dipoles and 2-nitro-1,3-enyne substrates. The process is highly atom-efficient and tolerates the reaction of 2-vinyloxirane, 1-tosyl-2-vinylaziridine, and diethyl 2-vinylcyclopropane-1,1-dicarboxylate derived 1,3-dipoles with a variety of 2-nitro-1,3-enyne substrates. The stereochemistry of the intermediate (3 + 2) cycloadducts was determined by single crystal X-ray analysis. Furthermore, a selective kinetic elimination of the cycloadduct with an antiperiplanar relationship between the NO2 group and the participating hydrogen was demonstrated, allowing for efficient isolation of a single diastereoisomer of the cycloadduct.

A green metal-free "one-pot" microwave assisted synthesis of 1,4-dihydrochromene triazoles

The synthesis of several 4-aryl-1,4-dihydrochromene-triazoles was achieved via a metal-free "one-pot"procedure using PEG400 as the sole solvent in an eco-friendly process. Using microwave irradiation, the triazole derivatives were obtained in good yields and short reaction times starting from readily accessible building blocks.

Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles

An asymmetric [3+3] cyclization of nitroenynes and 3-pyrrolyloxindoles has been realized with a chiral bifunctional squaramide catalyst. This Michael/Friedel-Crafts cascade strategy provides a facile and efficient access to enantioenriched polycyclic aza-spirooxindoles with 32-95% isolated yields and excellent stereocontrol under mild reaction conditions.

Skeletally Tunable Seven-Membered-Ring Fused Pyrroles

We describe a copper-mediated method that enables the synthesis of seven-membered-ring fused pyrroles (7-mrFPs). The protocol proceeds via an in situ spiro-intermediate ring expansion and tolerates a library of 7-mrFP derivatives with a broad range of functional groups in a simple step with tangible parameters and substrate adaptations. These rare 7-mrFPs are now accessible on a millimolar scale, and selected examples exhibit high antioxidant activity.

Preparation method of trans-4-chloro-beta-nitrostyrolene

The invention discloses a preparation method of trans-4-chloro-beta-nitrostyrolene, which comprises the following steps of under the protection of nitrogen atmosphere, with p-chlorobenzaldehyde and nitromethane as raw materials, heating to 20-120 DEG C in

Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles

A metal-free, mild and chemodivergent transformation involving nitroalkanes has been developed. Under optimized reaction conditions, in the presence of trichlorosilane and a tertiary amine, aliphatic nitroalkanes were selectively converted into amines or nitriles. Furthermore, when chiral β-substituted nitro compounds were reacted, the stereochemical integrity of the stereocenter was maintained and α-functionalized nitriles were obtained with no loss of enantiomeric excess. The methodology was successfully applied to the synthesis of chiral β-cyano esters, α-aryl alkylnitriles, and TBS-protected cyanohydrins, including direct precursors of four active pharmaceutical ingredients (ibuprofen, tembamide, aegeline and denopamine).

Catalytic Asymmetric Construction of Tertiary Carbon Centers Featuring an α-Difluoromethyl Group with CF2H-CH2-NH2as the "building Block"

We report here for the first time a novel difluoromethylated ketimine building block condensed by thioisatin and difluoroethylamine, offering efficient access to a broad range of enantioenriched products bearing difluoroethylamine units (27 examples, ≤98% yield, >99% ee) in the presence of quinine-derived squaramide. Further transformation of the intermediate would generate a variety of versatile functional blocks like α-difluoromethyl amines, β-amino acid, and β-diamine with retention of the enantiomeric excess at the difluoromethyl-bound carbon.

Synthesis and Characterization of the Novel Rodent-Active and CNS-Penetrant P2X7 Receptor Antagonist Lu AF27139

There remains an insufficient number of P2X7 receptor antagonists with adequate rodent potency, CNS permeability, and pharmacokinetic properties from which to evaluate CNS disease hypotheses preclinically. Herein, we describe the molecular pharmacology, s