2604-08-2

Usage

Uses

Used in Pharmaceutical Research and Development:
N,N-DIMETHYL-N-4-[2-NITROVINYL]PHENYLAMINE is used as a building block for the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows for the modification of chemical structures and the creation of new compounds with potential pharmaceutical applications.
Used in Organic Synthesis:
In the field of organic synthesis, N,N-DIMETHYL-N-4-[2-NITROVINYL]PHENYLAMINE is used as a reagent for the modification of chemical structures. It plays a crucial role in the development of new compounds that may have applications in various industries, including pharmaceuticals.
Safety Precautions:
It is important to handle N,N-DIMETHYL-N-4-[2-NITROVINYL]PHENYLAMINE with care, as it can be harmful if ingested or inhaled and may cause skin and eye irritation. Proper safety measures should be taken during its use to minimize any potential risks.

InChI:InChI=1/C10H12N2O2/c1-11(2)10-5-3-9(4-6-10)7-8-12(13)14/h3-8H,1-2H3/b8-7+

Upstream product

• 75-52-5 nitromethane 
• 889-37-2 N,N-dimethyl-4-((phenylimino)methyl)aniline 
• 102-96-5 (2-nitroethenyl)benzene 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 100-52-7 benzaldehyde 
• 135711-32-9 [4-(1-Butylamino-2-nitro-ethyl)-phenyl]-dimethyl-amine 

Downstream Products

• 92774-89-5 2-[1-(4-Dimethylamino-phenyl)-2-nitro-ethyl]-3-hydroxy-cyclopent-2-enone 
• 23630-92-4 1,1-dimethylamino-4-(2-nitroethyl)benzene 
• 1100256-72-1 (1R,2S,5R,8S)-5-((R)-1-(4-(N,N-dimethylamino)phenyl)-2-nitroethyl)-1,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one 
• 1100256-53-8 (1S,2R,5S,8R)-5-((S)-1-(4-(N,N-dimethylamino)phenyl)-2-nitroethyl)-8,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.0(2,7)]undec-6-en-4-one 
• 1165944-60-4 (S)-4-(4-(dimethylamino)phenyl)-5-nitropentan-2-one 
• 1160841-00-8 (R)-4-(4-(dimethylamino)phenyl)-5-nitropentan-2-one 
• 1190132-36-5 2-((Z)-2-(4-(dimethylamino)phenyl)-1-nitrovinyl)-2-hydroxy-2H-indene-1,3-dione 
• 1190132-29-6 C₁₄H₁₅F₃N₂O₅ 
• 1190132-32-1 diethyl 2-((E)-2-(4-(dimethylamino)phenyl)-1-nitrovinyl)-2-hydroxymalonate 
• 1227380-52-0 N,N-dimethyl-4-[1-(1-methyl-1H-pyrrol-2-yl)-2-nitroethyl]benzeneamine 
• 324039-53-4 dimethyl{4-[1-(2-methyl-1H-indol-3-yl)-2-nitroethyl]phenyl}amine 
• 942149-09-9 (S)-2-((R)-2-nitro-1-(4-dimethylaminophenyl)ethyl)cyclohexanone 

Relevant academic research and scientific papers

Structural tuning enables piezochromic and photochemical properties in N-aryl-β-enaminones

An efficient synthesis of N-aryl-β-enaminones via Et3N-mediated, one-pot three-component reaction of 4-hydroxycoumarin/dimedone, β-nitrostyrene/2-(2-nitrovinyl)thiophene, and arylamine in toluene under refluxed conditions is herein presented. Some prepared compounds were found to exhibit piezochromic properties. The XRD and SEM measurements of the piezochromic compound showed substantial crystal packing and morphology changes before and after grinding. Further, one prepared compound was found to be light-sensitive and can be converted to a furo[3,2-b]pyridin-2(4H)-one derivative upon UV irradiation. A plausible mechanism for this photochemical reaction was proposed.

Hydrophilic, Potent, and Selective 7-Substituted 2-Aminoquinolines as Improved Human Neuronal Nitric Oxide Synthase Inhibitors

Neuronal nitric oxide synthase (nNOS) is a target for development of antineurodegenerative agents. Most nNOS inhibitors mimic l-arginine and have poor bioavailability. 2-Aminoquinolines showed promise as bioavailable nNOS inhibitors but suffered from low

TiO2-SO42- Catalyzed Synthesis and Antimicrobial Activity/Molecular Docking Studies of β-Indolylnitroalkanes

Michael addition of indole derivatives with various substituted nitrostyrenes to yield β- indolylnitroalkanes is accomplished effectively under solvent free conditions using TiO2-SO4 2- as efficient catalyst at 60 ° C. All the synthesized compounds were screened for their antibacterial activity through in silico and in vitro methods. The molecular docking studies against FabH enzyme, a potential drug target of bacterial fatty acid biosynthetic pathway indicated the scope of developing them a new class of antimicrobial agents. Among the title compounds, 5h exhibited the highest dock score and the highest antibacterial activity when compared with other compounds and the standard drug Ampicillin. In addition, the compounds 5d, 5e, 5g, 5h, 5i, 5j and 5l showed significant inhibitory activity at different dose concentrations under in vitro conditions against the specified bacterial strains thus qualifying for further clinical evaluation so that they can be used as effective anti-bacterial agents.

New approach to oximes through reduction of nitro compounds enabled by visible light photoredox catalysis

A range of nitro compounds are smoothly reduced to their corresponding oximes under the synergistic effects of visible light irradiation, the Ru(bpy)3Cl2 photocatalyst, Hünig's base, Mg(ClO 4)2 activation, and MeCN solvent. This remarkably mild and environmentally benign protocol, when orchestrated with classical Beckmann rearrangement, enables such high-value industrial feedstock as caprolactam to be readily accessed from simple precursor nitrocyclohexane.

Mesoporous nickel hydroxyapatite nanocomposite for microwave-assisted Henry reaction

The utility of nickel hydroxyapatite nanocomposite (Ni-HAp) as a green catalyst for solvent free, microwave-assisted Henry reaction using nitromethane and a series of aromatic aldehydes as substrates is presented. The selected catalyst performed well to afford the respective nitrostyrenes which were quantified by gas chromatography equipped with a mass spectral detector (GC-MS). A few of the products were identified from the respective nuclear magnetic resonance (NMR) spectral data.

Vicarious nucleophilic substitution of α-hydrogen of BODIPY and its extension to direct ethenylation

Direct, oxidizer-free substitution of the 3-hydrogen of BODIPY derivatives has been established through a vicarious nucleophilic substitution procedure. This methodology has been combined with a reversible Michael addition on nitrostyrenes to provide a novel, highly efficient entry to the valuable 3-styrylated BODIPY dyes.

Metal halide hydrates as lewis acid catalysts for the conjugated Friedel-Crafts reactions of indoles and activated olefins

Metal halide hydrates such as SnCl2·2H2O, MnCl2·4H2O, SrCl2·6H 2O, CrCl2·6H2O, CoCl2· 6H2O e CeCl3·7H2O were investigated as mild Lewis acids catalysts for the conjugate Friedel-Crafts reaction between indoles and activated olefins. The reactions were carried out with aliphatic unsaturated ketones over a period of days at room temperature, while chalcones reacted only under reflux conditions. The reactions with nitrostyrenes were either performed in solvent or under solventless conditions. In all cases reasonable to good yields were obtained. ?2011 Sociedade Brasileira de Qui?mica.

REVERSIBLE ROOM-TEMPERATURE IONIC LIQUIDS

One aspect of the present invention relates to salts that are room-temperature ionic liquids (RTILs), methods of making them, and methods of using them in connection with temporary or permanent gas sequestration. Another aspect of the present invention relates to a class of solvents which can be transformed into RTILs by exposure to a gas, and methods of using them in connection with temporary or permanent gas sequestration.

Reaction of active methylene compounds with 4-dimethylaminobenzalaniline and nematicidal activity of the products

Condensation of active methylene compounds (1-7) with 4- dimethylaminobenzalaniline resulted in the formation of addition-elimination products 1a-7a respectively. The products were characterized on the basis of elemental analysis, m.m.p. determination and

The rapid synthesis of β-nitrostyrenes under microwave irradiation without solvent

The β-nitrostyrenes (3a-l) were prepared by condensation of benzaldehydes with nitromethane in the presence of K2CO3/Al2O3 under microwave irradiation without solvent. They were characterized by IR, 1H-NMR, and elemental analysis.