1393176-18-5

Basic information

• Product Name: 4-nitro-3-N-(phenylamino)benzonitrile
• Synonyms: 4-nitro-3-N-(phenylamino)benzonitrile
• CAS NO: 1393176-18-5
• Molecular Weight: 239.233
• Mol File: 1393176-18-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-nitro-3-N-(phenylamino)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitro-3-N-(phenylamino)benzonitrile(1393176-18-5)
• EPA Substance Registry System: 4-nitro-3-N-(phenylamino)benzonitrile(1393176-18-5)

Safety Data

• Hazardous Substances Data: 1393176-18-5(Hazardous Substances Data)

Upstream product

• 218632-01-0 3-fluoro-4-nitrobenzonitrile 
• 62-53-3 aniline 
• 34662-29-8 1-chloro-5-cyano-2-nitrobenzene 
• 619-72-7 4-nitrobenzonitrile 

Downstream Products

• 1393176-19-6 4-amino-3-phenylaminobenzonitrile 
• 1393176-20-9 [(S)-1-(4-cyano-2-phenylaminophenylcarbamoyl)ethyl]carbamic acid tert-butyl ester 

Relevant articles and documents

N-substituted benzimidazole acrylonitriles as in vitro tubulin polymerization inhibitors: Synthesis, biological activity and computational analysis

We present the design, synthesis and biological activity of novel N-substituted benzimidazole based acrylonitriles as potential tubulin polymerization inhibitors. Their synthesis was achieved using classical linear organic and microwave assisted techniques, starting from aromatic aldehydes and N-substituted-2-cyanomethylbenzimidazoles. All newly prepared compounds were tested for their antiproliferative activity in vitro on eight human cancer cell lines and one reference non-cancerous assay. N,N-dimethylamino substituted acrylonitriles 30 and 41, bearing N-isobutyl and cyano substituents placed on the benzimidazole nuclei, showed strong and selective antiproliferative activity in the submicromolar range of inhibitory concentrations (IC50 0.2–0.6 μM), while being significantly less toxic than reference systems docetaxel and staurosporine, thus promoting them as lead compounds. Mechanism of action studies demonstrated that two most active compounds inhibited tubulin polymerization. Computational analysis confirmed the suitability of the employed benzimidazole-acrylonitrile skeleton for the binding within the colchicine binding site in tubulin, thus rationalizing the observed antitumor activities, and demonstrated that E-isomers are active substances. It also provided structural determinants affecting both the binding position and the matching affinities, identifying the attached NMe2 group as the most dominant in promoting the binding, which allows ligands to optimize favourable cation???π and hydrogen bonding interactions with Lys352.

Oxidative nucleophilic aromatic amination of nitrobenzenes

Nitrobenzenes substituted with electron-acceptor groups such as halogen, nitro, trifluoromethyl, pentafluorosulfanyl, or cyano underwent oxidative nucleophilic substitution with lithium salts of arylamines to afford N-aryl-2-nitroanilines.

Compound with heterocyclic ligand and preparation method and application thereof

The invention provides a compound with a heterocyclic ligand and a preparation method and application thereof. According to the compound with the heterocyclic ligand, the specific heterocyclic ligand is selected to be combined with metal aluminum, so that after the obtained organic compound is applied to an organic light-emitting device, the light-emitting efficiency of the device is improved, and the service life is long.