2902-64-9

Basic information

• Product Name: methyl 1,3-dihydro-1,3-dioxoisobenzofuran-5-carboxylate
• Synonyms: methyl 1,3-dihydro-1,3-dioxoisobenzofuran-5-carboxylate;4-(Methoxycarbonyl)phthalic anhydride
• CAS NO: 2902-64-9
• Molecular Formula: C₁₀H₆O₅
• Molecular Weight: 206.15164
• EINECS: 220-796-5
• Mol File: 2902-64-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 388.1 °C at 760 mmHg
• Flash Point: 177.4 °C
• Appearance: /
• Density: 1.467 g/cm³
• Vapor Pressure: 3.14E-06mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: methyl 1,3-dihydro-1,3-dioxoisobenzofuran-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1,3-dihydro-1,3-dioxoisobenzofuran-5-carboxylate(2902-64-9)
• EPA Substance Registry System: methyl 1,3-dihydro-1,3-dioxoisobenzofuran-5-carboxylate(2902-64-9)

Safety Data

• Hazardous Substances Data: 2902-64-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H6O5/c1-14-8(11)5-2-3-6-7(4-5)10(13)15-9(6)12/h2-4H,1H3

Upstream product

• 1204-28-0 trimellitic anhydride acid chloride 
• 67-56-1 methanol 
• 95-63-6 1,2,4-Trimethylbenzene 
• 528-44-9 1,2,4-benzene tricarboxylic acid 

Downstream Products

• 1270954-04-5 C₃₂H₂₆F₆N₂O₅ 
• 1270954-05-6 C₃₂H₂₆F₆N₂O₅ 
• 64972-07-2 methyl 2,3-dihydro-1,3-dioxo-2-phenyl-1H-isoindole-5-carboxylic acid 
• 1233527-80-4 C₂₆H₂₄N₂O₅ 
• 1233527-79-1 5-carboxy-tetramethylrhodamine 

Relevant articles and documents

N-Hydroxyphthalimide catalysts as bioactive pro-oxidants

The catalytic role of N-hydroxyphthalimide (NHPI) in promoting free-radical hydrogen atom transfer (HAT) reactions, well-documented for processes of industrial and synthetic interest, is here investigated for the first time in a biological environment. While NHPI by itself did not show any bioactivity, selected NHPI-derivatives (NHPIDs) revealed the ability to activate the intracellular formation of reactive oxygen species (ROS), causing the depletion of glutathione (GSH) levels and an increase in oxidative stress (OS). The evident bioactivity of some of these derivatives resulted in a significant reduction of the viability in osteosarcoma MG-63, suggesting a new, potential role of NHPIDs as pro-oxidant drugs. The key role of the N-OH group in promoting oxidative stress is demonstrated.

METHOD OF REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED BENZOATES

A method of synthesis of para-substituted benzoate esters and acids is provided, wherein the para-substituted regioisomer is obtained substantially free of the meta-substituted impurity, the method comprising contacting a coumalate ester or acid and an un activated alkene at elevated temperature in the presence of a metal oxidation catalyst and an oxidant. The metal oxidation catalyst can be palladium, such as palladium on carbon, and the oxidant can be the oxygen gas in ambient air. The reaction can be carlied out without solvent or in high boiling hydrocarbon solvents such as mesitylene. When the un activated alkene is a monosubstituted alkene, yields of at least about 50 or 60% of para-substituted ester and acid products, respectively, are obtained, substantially free of the regioisomelic meta-substituted impurity.

PHTHALIMIDE CARBOXYLIC ACID DERIVATIVES

The present invention relates to phthalimide carboxylic acid derivatives of formula (I), methods for their preparation, pharmaceutical compositions containing them and their use in medicine, specifically in the treatment of cancer. (I), wherein X is O or S; R1 is a phthalimide carboxylic acid group of formula (II). R is hydrogen, C1-C6 alkyl, aryl or C1-C3 alkylaryl and R2, R3 and R4 represent various substituents.