3155-22-4

Basic information

• Product Name: 1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine
• Synonyms: 1-(4-Nitrobenzylidene)-2-(4-nitrophenyl)hydrazine; benzaldehyde, 4-nitro-, 2-(4-nitrophenyl)hydrazone
• CAS NO: 3155-22-4
• Molecular Formula: C₁₃H₁₀N₄O₄
• Molecular Weight: 286.2429
• Mol File: 3155-22-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 488°C at 760 mmHg
• Flash Point: 248.9°C
• Density: 1.39g/cm³
• Vapor Pressure: 1.13E-09mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine(3155-22-4)
• EPA Substance Registry System: 1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine(3155-22-4)

Safety Data

• Hazardous Substances Data: 3155-22-4(Hazardous Substances Data)

Usage

Description

1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine, also known as "NPGNH," is a chemical compound characterized by its yellow crystalline solid appearance. It is composed of two nitrophenyl groups and a benzylidene group attached to a hydrazine backbone, which contributes to its potential applications in various industries due to its aromatic structure and reactivity.

Uses

Used in Organic Synthesis:
1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine is used as a building block for the synthesis of complex organic compounds, thanks to its ability to undergo various chemical reactions such as condensation and reduction. Its unique reactivity allows for the creation of new compounds with specific properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine is used as a key intermediate in the development of new drugs. Its aromatic structure and reactivity make it a valuable component in the synthesis of pharmaceutical compounds.
Used in Dye and Pigment Industry:
1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine is used as a precursor in the production of dyes and pigments. Its chemical structure and reactivity contribute to the development of new and improved colorants for various applications.
Used in Research:
In the field of research, 1-(4-nitrobenzylidene)-2-(4-nitrophenyl)hydrazine is utilized as a model compound to study various chemical reactions and mechanisms. Its presence of nitro groups provides unique reactivity, making it an interesting subject for scientific investigation and potential modification for specific applications.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 100-16-3 4-nitrophenylhydrazone 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 

Downstream Products

• 115095-16-4 1,3-Bis-(4-nitro-phenyl)-1H-[1,2,4]triazolo[4,3-a]pyridin-4-ylium; perchlorate 
• 7658-62-0 N-Acetyl-N'-<4-nitro-benzoyl>-4-nitro-phenylhydrazin 
• 345312-62-1 N-[1-Nitro-1-(4-nitro-phenyl)-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 555-16-8 4-nitrobenzaldehdye 
• 839684-37-6 1-(p-nitrophenyl)-3-(p-nitrophenyl)pyrazolo[4',5':1,2]fullerene[60] 
• 34361-08-5 α-bromo-(p-nitrobenzaldehyde)p-nitrophenylhydrazone 
• 52144-87-3 (4-nitrophenyl)-(4-nitrophenyl)hydrazonoacetonitrile 
• 77721-97-2 3,5-Bis-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-2-ylideneamine 
• 77722-11-3 3,5-Bis-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-2-one 
• 77722-07-7 C₁₄H₈N₆O₅S 
• 77722-00-0 N-[3,5-Bis-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-(2Z)-ylidene]-acetamide 
• 77721-93-8 N-[1-Benzenesulfonyl-1-(4-nitro-phenyl)-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 77722-15-7 1,3-Bis-(4-nitro-phenyl)-5-phenyl-1H-pyrazole-4-carbonitrile 
• 77722-03-3 N-[3,5-Bis-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-(2Z)-ylidene]-benzamide 

Relevant articles and documents

Structure-Based Rational Design of Novel Inhibitors Against Fructose-1,6-Bisphosphate Aldolase from Candida albicans

Class II fructose-1,6-bisphosphate aldolases (FBA-II) are attractive new targets for the discovery of drugs to combat invasive fungal infection, because they are absent in animals and higher plants. Although several FBA-II inhibitors have been reported, none of these inhibitors exhibit antifungal effect so far. In this study, several novel inhibitors of FBA-II from C. albicans (Ca-FBA-II) with potent antifungal effects were rationally designed by jointly using a specific protocols of molecular docking-based virtual screening, accurate binding-conformation evaluation strategy, synthesis and enzymatic assays. The enzymatic assays reveal that the compounds 3c, 3e-g, 3j and 3k exhibit high inhibitory activity against Ca-FBA-II (IC50 50 value of 2.7 μM. Importantly, the compounds 3f, 3g, and 3l possess not only high inhibitions against Ca-FBA-II, but also moderate antifungal activities against C. glabrata (MIC80 = 4-64 μg/mL). The compounds 3g, 3l, and 3k in combination with fluconazole (8 μg/mL) displayed significantly synergistic antifungal activities (MIC80 0.0625 μg/mL) against resistant Candida strains, which are resistant to azoles drugs. The probable binding modes between 3g and the active site of Ca-FBA-II have been proposed by using the DOX (docking, ONIOM, and XO) strategy. To our knowledge, no FBA-II inhibitors with antifungal activities against wild type and resistant strains from Candida were reported previously. The positive results suggest that the strategy adopted in this study are a promising method for the discovery of novel drugs against azole-resistant fungal pathogens in the future.

Modification of fulleropyrazolines modulates their cleavage by light

The extraordinary electrochemistry and the tunability of their energy levels allows the use of fulleropyrazolines in photovoltaics and charge-transfer systems. Here we show that substitution in position 1 tunes photolytic stability; electron-donating groups facilitate 1,3-dipolar cycloreversion to fullerene. This discovery has implications not only for photovoltaic stability but also highlights a potential strategy for photo-controlled fullerene release systems ('photo-caged'/'photo-activated' fullerene). This journal is

Ultrasound assisted syntheses of some 1,2,4-triazole derivatives

A facile preparation of a series of 1,2,4-triazole derivatives under ultrasound irradiation, that proceeded via one-pot reaction of a- nitrophenyl hydrazones with different methylene amines, using sodium nitrite as oxidant and benzyl triethyl ammonium chloride (BTEAC) as phase transfer catalysis, respectively, was described.