2896-24-4

Basic information

• Product Name: 2-benzyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
• Synonyms: 1H-benz[de]isoquinoline-1,3(2H)-dione, 2-(phenylmethyl)-; 2-Benzyl-1H-benzo(de)isoquinoline-1,3(2H)-dione; 2-benzyl-2,3-dihydro-1H-benzo[de]isoquinoline-1,3-dione; 2-Benzyl-benzo[de]isoquinoline-1,3-dione
• CAS NO: 2896-24-4
• Molecular Formula: C₁₉H₁₃NO₂
• Molecular Weight: 287.312
• Mol File: 2896-24-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 488.5°C at 760 mmHg
• Flash Point: 229.6°C
• Density: 1.336g/cm³
• Vapor Pressure: 1.08E-09mmHg at 25°C
• Refractive Index: 1.717
• CAS DataBase Reference: 2-benzyl-1H-benzo[de]isoquinoline-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-1H-benzo[de]isoquinoline-1,3(2H)-dione(2896-24-4)
• EPA Substance Registry System: 2-benzyl-1H-benzo[de]isoquinoline-1,3(2H)-dione(2896-24-4)

Safety Data

• Hazardous Substances Data: 2896-24-4(Hazardous Substances Data)

Upstream product

• 81-84-5 1,8-Naphthalic anhydride 
• 100-46-9 benzylamine 
• 81-83-4 1,8-Naphthalimide 
• 100-44-7 benzyl chloride 
• 622-79-7 benzyl azide 
• 1730-04-7 1,8-diiodonaphthalene 
• 201230-82-2 carbon monoxide 
• 100-39-0 benzyl bromide 

Downstream Products

• 65448-54-6 2,3-dihydro-(2-phenylmethyl)-1H-benz[de]isoquinoline 
• 52000-81-4 2,9-dibenzylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone 
• 22817-26-1 2,3-dihydro-1H-benzo[de]isoquinoline 
• 1321626-12-3 4-[(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)methyl]benzenesulphonyl chloride 
• 1321626-15-6 2-[4-(pyrrolidin-1-ylsulphonyl)benzyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 1321626-16-7 2-[4-(morpholin-4-ylsulphonyl)benzyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 1295300-21-8 4-[(1,3-dioxo-1H-benzo[de]isoquinoline-2(3H)-yl)methyl]benzenesulphonyl hydrazide 
• 1321626-19-0 (E)-4-((1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)methyl)-N'-(4-hydroxy-3-methoxybenzylidene)benzenesulfonohydrazide 

Relevant articles and documents

The first example of an azaphenalene profluorescent nitroxide

The synthesis of the first example of an azaphenalene-based fused aromatic nitroxide TMAO, [1,1,3,3-tetramethyl-2,3-dihydro-2-azaphenalen-2-yloxyl, (5)], is described. This novel nitroxide possesses some of the structural rigidity of the isoindoline class of nitroxides, as well as some properties akin to TEMPO nitroxides. Additionally, the integral aromatic ring imparts fluorescence that is switched on by radical scavenging reactions of the nitroxide, which makes it a sensitive probe for polymer degradation. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Discovery and Characterization of Novel Naphthalimide Analogs as Potent Multitargeted Directed Ligands against Alzheimer's Disease

Current therapeutic drugs for Alzheimer's disease (AD) can only offer limited symptomatic benefits and do not halt disease progression. Multitargeted directed ligands (MTDLs) have been considered to be a feasible way to treat AD due to the multiple neuropathological processes in AD. Previous studies proposed that compounds containing two aromatic groups connected by a carbon chain should act as effective amyloid β (Aβ) aggregation inhibitors although the optimal length of the carbon chain has not been explored. In the current study, a series of naphthalimide analogs were designed and synthesized based on the proposed structure and multiple bioactivities beneficial to the AD treatment were reported. In vitro studies showed that compound 8, which has two aromatic groups connected by a two-carbon chain, exhibited significant inhibition of Aβ aggregation through the prevention of elongation and association of Aβ fibril growth. Furthermore, this compound also displayed antioxidative activities and neuroprotection from Aβ monomer induced toxicity in primary cortical neurons. The results of the present study highlight a novel naphthalimide-based compound 8 as a promising MTDL against AD. Its structural elements can be further explored for enhanced therapeutic capabilities.

Mechanochemical N-alkylation of imides

The mechanochemical N-alkylation of imide derivatives was studied. Reactions under solvent-free conditions in a ball mill gave good yields and could be put in place of the classical solution conditions. The method is general and can be applied to various imides and alkyl halides. Phthalimides prepared under ball milling conditions were used in a mechanochemical Gabriel synthesis of amines by their reaction with 1,2-diaminoethane.