40392-27-6

Basic information

• Product Name: 4-NITRO-N-PHENYLPHTHALIMIDE
• Synonyms: 4-NITRO-N-PHENYLPHTHALIMIDE;Nitrophenylphthalimide;4-NITRO-N-PHENYLPHTHALIMIDE 98+%;5-Nitro-2-phenyl-2H-isoindole-1,3-dione;5-Nitro-N-phenylphthalimide;N-Phenyl-4-nitrophthalimide;5-nitro-2-phenylisoindoline-1,3-dione;4-Nitro-N-phenylphthalimide
• CAS NO: 40392-27-6
• Molecular Formula: C₁₄H₈N₂O₄
• Molecular Weight: 268.22
• Product Categories: N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Phthalimides
• Mol File: 40392-27-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 187 °C
• Appearance: /
• CAS DataBase Reference: 4-NITRO-N-PHENYLPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITRO-N-PHENYLPHTHALIMIDE(40392-27-6)
• EPA Substance Registry System: 4-NITRO-N-PHENYLPHTHALIMIDE(40392-27-6)

Safety Data

• Hazardous Substances Data: 40392-27-6(Hazardous Substances Data)

Usage

General Description

4-NITRO-N-PHENYLPHTHALIMIDE is a chemical compound with the molecular formula C14H8N2O4. It is a nitro-substituted phthalimide derivative and is commonly used in organic synthesis and as a reagent in laboratory research. 4-NITRO-N-PHENYLPHTHALIMIDE is a yellow to orange solid at room temperature and is considered to be hazardous due to its potential to cause skin and eye irritation. It is also classified as an environmental hazard because it can be harmful to aquatic life. 4-NITRO-N-PHENYLPHTHALIMIDE is primarily used as an intermediate in the production of various pharmaceuticals and agrochemicals, as well as in the manufacturing of dyes and pigments.

Upstream product

• 5466-84-2 4-nitrophthalic anhydride 
• 62-53-3 aniline 
• 610-27-5 4-nitrophthalic acid 
• 89-40-7 4-nitrophthalimide 
• 71-43-2 benzene 
• 4727-29-1 phthalanilic acid 

Downstream Products

• 114026-04-9 N-phenyl-4-(3-nitrophenoxy)phthalimide 
• 20871-03-8 4-amino-N-phenylphthalimide 
• 38103-05-8 2,2-bis[4-(3',4'-dicarboxyphenoxy)phenyl]propane 
• 2243-73-4 5-nitrobenzanilide 
• 3460-11-5 4-nitrobenzanilide 

Relevant articles and documents

Chains of edge-fused hydrogen-bonded R33(12) rings in N-phenyl-4-nitrophthalimide

Molecules of the title compound [systematic name: 5-nitro-1H-isoindole-1, 3(2H)-dione], C14H8N2O4, adopt a conformation in the solid state which renders them chiral, and they are linked by three distinct types o

Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives

The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.

Design, synthesis and protection against pentylenetetrazole-induced seizure of N-aryl derivatives of the phthalimide pharmacophore

A series of compounds including N-aryl substituents of phthalimide and 4-nitrophthalimide were synthesized and evaluated for their anticonvulsant properties. The in vivo screening data suggest that all the analogs have the ability to protect against pentylenetetrazole-induced seizures. These compounds exerted their maximal effects 30 min after administration. The most potent compound in both, tonic and clonic seizure was 1-naphthyl derivative (comp. 6), which was more active than the reference drug known as Phenytoin. Using an open pore model of the Na channel, these anticonvulsants were docked in the active site and examined in relation to the residues identified by mutagenesis as important for their binding energies. Docking studies revealed that all compounds (1-13) interacted mainly with residues II-S6 of NaV1.2 by making hydrogen bonds and additional hydrophobic interactions with domain I and II in the channel's inner pore.