6393-40-4

Basic information

• Product Name: 4-Amino-3-nitrobenzonitrile
• Synonyms: 4-AMino-3-nitrobenzonitrile, 98% 5GR;4-Cyano-2-nitroaniline, 2-Amino-5-cyanonitrobenzene;4-AMino-3-nitrobenzonitrile, 97+%;BUTTPARK 96\04-65;4-AMINO-3-NITROBENZONITRILE;3-Nitro-4-Aminobenzonitrile;4-Cyano-2-nitroaniline;4-AMINO-3-NITROBENZONITRILE 98%
• CAS NO: 6393-40-4
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.13
• Product Categories: Aromatic Nitriles;Nitrile;Chemical Amines;Amines;Aromatics;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 6393-40-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 159-162 °C(lit.)
• Boiling Point: 349.8 °C at 760 mmHg
• Flash Point: 165.4 °C
• Appearance: Yellow/Powder, Crystals or Crystalline Powder
• Density: 1.41 g/cm³
• Vapor Pressure: 4.58E-05mmHg at 25°C
• Refractive Index: 1.626
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Soluble in ethanol and benzene.
• PKA: -3.52±0.10(Predicted)
• BRN: 778939
• CAS DataBase Reference: 4-Amino-3-nitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3-nitrobenzonitrile(6393-40-4)
• EPA Substance Registry System: 4-Amino-3-nitrobenzonitrile(6393-40-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6393-40-4(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 6393-40-4 differently. You can refer to the following data:
1. Gamma irradiations effect on release of 4-amino-3-nitrobenzonitrile from polyanhydride matrixes.
2. 4-Amino-3-nitrobenzonitrile is used in gamma irradiations effect on release of this compound from polyanhydride matrixes.

InChI:InChI=1/C7H5N3O2/c8-4-5-1-2-6(9)7(3-5)10(11)12/h1-3H,9H2

Upstream product

• 89642-49-9 4-bromo-3-nitrobenzonitrile 
• 619-24-9 3-nitrobenzonitrile 
• 873-74-5 4-Aminobenzonitrile 
• 875-51-4 4-Bromo-2-nitroaniline 
• 88-74-4 2-nitro-aniline 
• 75-05-8 acetonitrile 
• 98604-39-8 3,4-dinitro-benzoic acid amide 
• 623-03-0 4-Cyanochlorobenzene 
• 122-85-0 para-acetamidobenzaldehyde 
• 51818-99-6 4-amino-3-nitro-benzaldehyde 
• 51818-98-5 4-acetamido-3-nitrobenzaldehyde 
• 871702-96-4 4-amino-3-nitrobenzaldoxime 
• 36389-13-6 5-benzofuroxancarbonitrile 
• 29289-18-7 N-(4-cyano-2-nitrophenyl)acetamide 

Downstream Products

• 29289-18-7 N-(4-cyano-2-nitrophenyl)acetamide 
• 17626-40-3 4-cyano-1,2-phenylenediamine 
• 1588-83-6 4-amino-3-nitrobenzoic acid 
• 1027935-60-9 4-azido-3-nitrobenzonitrile 
• 251649-39-5 1-(4-cyano-2-nitrophenyl)-1H-pyrrole 
• 64910-45-8 4-(methylamino)-3-nitrobenzonitrile 
• 645409-60-5 4-amino-3-iodo-5-nitrobenzonitrile 
• 92443-13-5 2-methyl-1H-benzoimidazole-5-carbonitrile 
• 3671-61-2 2-(trifluoromethyl)-1H-benzo[d]imidazole-5-carbonitrile 
• 6287-83-8 5-cyano-benzimidazole 
• 167959-14-0 5-cyano-2-(p-methoxyphenyl)benzimidzole 
• 475489-93-1 2-(2-chloro-phenyl)-1H-benzoimidazole-5-carbonitrile 
• 475489-91-9 2-(4-Fluoro-phenyl)-1H-benzoimidazole-5-carbonitrile 

Relevant articles and documents

1-Aryl-3-(4-methoxybenzyl)ureas as potentially irreversible glycogen synthase kinase 3 inhibitors: Synthesis and biological evaluation

Glycogen synthase kinase 3 (GSK-3)has become known for its multifactorial involvement in the pathogenesis of Alzheimer's disease. In this study, a benzothiazole- and benzimidazole set of 1-aryl-3-(4-methoxybenzyl)ureas were synthesised as proposed Cys199-targeted covalent inhibitors of GSK-3β, through the incorporation of an electrophilic warhead onto their ring scaffolds. The nitrile-substituted benzimidazolylurea 2b (IC50 = 0.086 ± 0.023 μM)and halomethylketone-substituted benzimidazolylurea 9b (IC50 = 0.13 ± 0.060 μM)displayed high GSK-3β inhibitory activity, in comparison to reference inhibitor AR-A014418 (1, IC50 = 0.072 ± 0.043)in our assay. The results suggest further investigation of 2b and 9b as potential covalent inhibitors of GSK-3β, since a targeted interaction might provide improved kinase-selectivity.

Cyanato - benzimidazole salt and its preparation method

The present invention discloses a new metal cyano-substituted benzimidazolide salt having formula (I) and its preparation. This new cyano-substituted benzimidazole derivatives exhibited excellent thermal stability. The organic salt of the present inventio

Design and synthesis of new benzimidazole-carbazole conjugates for the stabilization of human telomeric DNA, telomerase inhibition, and their selective action on cancer cells

Cell-permeable small molecules that enhance the stability of the G-quadruplex (G4) DNA structures are currently among the most intensively pursued ligands for inhibition of the telomerase activity. Herein we report the design and syntheses of four novel benzimidazole-carbazole conjugates and demonstrate their high binding affinity to G4 DNA. S1 nuclease assay confirmed the ligand mediated G-quadruplex DNA protection. Additional evidence from Telomeric Repeat Amplification Protocol (TRAP-LIG) assay demonstrated efficient telomerase inhibition activity by the ligands. Two of the ligands showed IC 50 values in the sub-micromolar range in the TRAP-LIG assay, which are the best among the benzimidazole derivatives reported so far. The ligands also exhibited cancer cell selective nuclear internalization, nuclear condensation, fragmentation, and eventually antiproliferative activity in long-term cell viability assays. Annexin V-FITC/PI staining assays confirm that the cell death induced by the ligands follows an apoptotic pathway. An insight into the mode of ligand binding was obtained from the molecular dynamics simulations.