3393-96-2

Basic information

• Product Name: 4'-NITROBENZANILIDE
• Synonyms: N-(4-NITROPHENYL)BENZAMIDE;4'-NITROBENZANILIDE;4''-NITROBENZANILIDE 97+%;Aniline, N-benzoyl-p-nitro-;Benzamide, N-(4-nitrophenyl)-;Benzamide, N-(p-nitrophenyl)-;Benzamide,N-(4-nitrophenyl)-;Benzanilide, 4'-nitro-
• CAS NO: 3393-96-2
• Molecular Formula: C₁₃H₁₀N₂O₃
• Molecular Weight: 242.23
• EINECS: 222-241-2
• Mol File: 3393-96-2.mol
• Article Data: 205

Chemical Properties

• Melting Point: 202-204°C
• Boiling Point: 327°Cat760mmHg
• Flash Point: 151.5°C
• Appearance: /
• Density: 1.344g/cm³
• Vapor Pressure: 0.000209mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 4'-NITROBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-NITROBENZANILIDE(3393-96-2)
• EPA Substance Registry System: 4'-NITROBENZANILIDE(3393-96-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 3393-96-2(Hazardous Substances Data)

Usage

General Description

4'-Nitrobenzanilide is a chemical compound distinguished by its systematic name N-Phenyl-4-nitrobenzamide. This organic compound consists of a benzene ring attached to an anilide group and a nitro group, making it a derivative of aniline and a form of secondary aromatic amine. It is based on a general structure where the parent is benzanilide. The chemical is often used in research and development processes, especially in the generation of other complex compounds. The compound exhibits a melting point of between 188-191°C. However, it should be handled with caution due to its potential for causing eye and skin irritation.

InChI:InChI=1/C13H10N2O3/c16-13(10-4-2-1-3-5-10)14-11-6-8-12(9-7-11)15(17)18/h1-9H,(H,14,16)

Upstream product

• 2999-01-1 4-nitro-benzophenone-seqtrans-oxime 
• 98-88-4 benzoyl chloride 
• 100-01-6 4-nitro-aniline 
• 64-19-7 acetic acid 
• 4702-72-1 benzil mono(p-nitrophenylhydrazone) 
• 93-97-0 benzoic acid anhydride 
• 785-81-9 4-nitro-N-(phenylmethylene)benzenamine 
• 93-98-1 N-phenyl benzoyl amide 
• 38430-05-6 (E)-N-phenylbenzimidoyl chloride 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 1516-60-5 4-nitrophenyl azide 
• 955-83-9 2,5-diphenylfuran 
• 62-53-3 aniline 
• 65-85-0 benzoic acid 

Downstream Products

• 17625-83-1 N-(4-aminophenyl)benzamide 
• 5265-19-0 N-(4-nitrophenyl)thiobenzamide 
• 13296-94-1 2-bromo-4-nitroaniline 
• 34918-79-1 N-(4-nitro-phenyl)-benzimidoyl chloride 
• 55-21-0 benzamide 
• 100-01-6 4-nitro-aniline 
• 100990-64-5 N-benzoyl-2-(N-benzoyl)amino-5,4'-dinitrodiphenylamine 
• 1775-95-7 2-amino-5-nitrobenzophenone 
• 41214-79-3 N-(2,4-dinitrophenyl)benzamide 
• 65-85-0 benzoic acid 
• 14309-92-3 N-benzyl-4-nitroaniline 
• 100-51-6 benzyl alcohol 
• 436090-25-4 benzoic acid-(4-amino-2-bromo-anilide) 
• 106-50-3 1,4-phenylenediamine 

Relevant articles and documents

Use of halomethyl resins to immobilize amines: An efficient method for synthesis of sulfonamides and amides on a solid support

Methods for the synthesis of chloromethyl and bromomethyl equivalents of Wang's resin are described. To explore the utility of this acid clearable resin, amines were immobilized through the nitrogen atom, further functionalized, and then cleaved under acid conditions.

Visible-light-induced direct construction of amide bond from carboxylic acids with amines in aqueous solution

A novel visible-light-promoted N-acylation for the synthesis of amides from easily available carboxylic acids with amines in the presence of I2 within 2.5 h in aqueous solution has been developed. Using sunlight as the visible light source greatly reduces the cost of experiments and produces almost no toxic effects. Hence, this study provides an alternative catalytic system for the construction of a wide range of amides with readily available materials. Moreover, the strategy was successfully applied in the preparation of N-(3-(2,6-dimethoxyphenoxy)-7-nitroquinoxalin-2-yl)benzohydrazide, which displayed a signification anti-proliferation effect on A549, MCF-7 and HCT116 cell lines.

Synthesis of ring-opened derivatives of triazole-containing quinolinones and their antidepressant and anticonvulsant activities

Based on the potent antidepressant and anticonvulsant activities of the triazole-containing quinolinones reported in our previous work, a series of ring-opened derivatives of them were designed, synthesized in this work. Their antidepressant and anticonvulsant activities were screened using the forced swimming test (FST) and the maximal electroshock seizure test (MES), respectively. The results showed that compounds 4a, 5a, 6c-6e, 6g-6i, and 7 led to significant reductions in the accumulated immobility time in the FST at a dose of 50 mg/kg. Especially compound 7 exhibited higher levels of efficacy than the reference standard fluoxetine in the FST and the tail suspension test. The results of an open field test excluded the possibility of central nervous stimulation of 7, which further confirmed its antidepressant effect. Meanwhile, compounds 6a-6i and 7 showed different degrees of anticonvulsant activity in mice at the doses range from 300 to 30 mg/kg in the MES. Among them, compounds 6e and 7 displayed the ED50 of 38.5 and 32.7 mg/kg in the MES, and TD50 of 254.6 and 245.5 mg/kg, respectively. No one showed neurotoxicity at the dose of 100 mg/kg. The preliminary investigation forward to their mechanism indicated that regulation of GABAergic system might contribute to their anticonvulsive and anti-depressive action.