30777-85-6

Basic information

• Product Name: 2-[(4-NITROBENZYL)OXY]-1H-ISOINDOLE-1,3(2H)-DIONE
• Synonyms: 2-[(4-NITROBENZYL)OXY]-1H-ISOINDOLE-1,3(2H)-DIONE;N-phthalimido-O-(p-nitrobenzyl)-hydroxylamine;2-[(4-nitrophenyl)methoxy]isoindole-1,3-dione
• CAS NO: 30777-85-6
• Molecular Formula: C₁₅H₁₀N₂O₅
• Molecular Weight: 298.25
• Mol File: 30777-85-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 195-198°C
• Boiling Point: 502.8°Cat760mmHg
• Flash Point: 257.9°C
• Appearance: /
• Density: 1.5g/cm³
• Vapor Pressure: 3.08E-10mmHg at 25°C
• Refractive Index: 1.681
• CAS DataBase Reference: 2-[(4-NITROBENZYL)OXY]-1H-ISOINDOLE-1,3(2H)-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-NITROBENZYL)OXY]-1H-ISOINDOLE-1,3(2H)-DIONE(30777-85-6)
• EPA Substance Registry System: 2-[(4-NITROBENZYL)OXY]-1H-ISOINDOLE-1,3(2H)-DIONE(30777-85-6)

Safety Data

• Hazardous Substances Data: 30777-85-6(Hazardous Substances Data)

Usage

General Description

2-[(4-NITROBENZYL)OXY]-1H-ISOINDOLE-1,3(2H)-DIONE, also known as NBMI, is a synthetic chemical compound with potential chelation properties. It is derived from isoindoline-1,3-dione and contains a nitrobenzene group and a benzyl ether functional group. NBMI has been studied for its potential to remove heavy metals and other toxins from the body by forming stable complexes with these substances. It has also been investigated for its potential antioxidant and anti-inflammatory properties. NBMI is being researched for its potential use in chelation therapy and detoxification protocols, and it may have applications in the treatment of heavy metal toxicity and other related conditions.

InChI:InChI=1/C15H10N2O5/c18-14-12-3-1-2-4-13(12)15(19)16(14)22-9-10-5-7-11(8-6-10)17(20)21/h1-8H,9H2

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 619-73-8 4-nitrobenzyl chloride 
• 100-14-1 4-nitrobenzyl chloride 
• 85-44-9 phthalic anhydride 

Downstream Products

• 1944-96-3 O-(p-nitrobenzyl)hydroxylamine 
• 681151-95-1 N-(2-amino-ethyl)-O-(4-nitro-benzyl)-hydroxylamine 
• 681153-39-9 1-(4-nitro-benzyloxy)-4,5-dihydro-1H-imidazole-2-thiol 
• 681146-18-9 2-[2-(4-nitro-benzyloxyamino)-ethyl]-isoindole-1,3-dione 
• 105933-68-4 N-benzyloxycarbonyl-α-(p-nitrobenzyl)-(Z)-α,β-dehydroglutamic-γ-O-(p-nitrobenzyl)hydroxamic acid 
• 2086-26-2 O-(p-nitrobenzyl)hydroxylamine hydrochloride 
• 555-16-8 4-nitrobenzaldehdye 
• 1072708-55-4 (E)-acetophenone O-4-nitrobenzyl oxime 
• 1072710-25-8 3'-fluoro-4'-methoxyacetophenone O-4-nitrobenzyloxime 
• 1072710-31-6 3'-fluoro-4'-hydroxyacetophenone O-4-nitrobenzyloxime 
• 1072708-42-9 (E)-3'-hydroxy-4'-methoxyacetophenone O-4-nitrobenzyl oxime 
• 1072709-11-5 (E)-5'-hydroxy-4'-methoxy-2'-phenylacetophenone O-4-nitrobenzyl oxime 
• 1072709-19-3 (E)-2'-(4-chlorophenyl)-5'-hydroxy-4'-methoxyacetophenone O-4-nitrobenzyloxime 
• 1072709-27-3 (E)-5'-hydroxy-4'-methoxy-2'-(4-methylphenyl)acetophenone O-4-nitrobenzyloxime 

Relevant articles and documents

Zap-Pano: a Photocaged Prodrug of the KDAC Inhibitor Panobinostat

We report the synthesis and biological evaluation of a light-activated (caged) prodrug of the KDAC inhibitor panobinostat (Zap-Pano). We demonstrate that addition of the 4,5-dimethoxy-2-nitrobenzyl group to the hydroxamic acid oxygen results in an inactive prodrug. In two cancer cell lines we show that photolysis of this compound releases panobinostat and an unexpected carboxamide analogue of panobinostat. Photolysis of Zap-Pano causes an increase in H3K9Ac and H3K18Ac, consistent with KDAC inhibition, in an oesophageal cancer cell line (OE21). Irradiation of OE21 cells in the presence of Zap-Pano results in apoptotic cell death. This compound is a useful research tool, allowing spatial and temporal control over release of panobinostat.

Palladium-catalyzed regio- And stereoselective access to allyl ureas/carbamates: Facile synthesis of imidazolidinones and oxazepinones

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Design, synthesis and evaluation of oxime-functionalized nitrofuranylamides as novel antitubercular agents

A series of oxime-functionalized nitrofuranylamides were designed, synthesized and evaluated for their in vitro anti-mycobacterial activities against MTB H37Rv and drug-resistant clinical isolates. Among them, two compounds 7a and 7b exhibited excellent activity against the three tested strains. Both of them were comparable to the first-line anti-TB agents INH and RIF against MTB H37Rv, and were far more potent than INH and RIF against MDR-TB 16833 and 16995 strains. Thus, both of them could act as leads for further optimization.