301208-03-7

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 5-phenoxy-
• CAS NO: 301208-03-7
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• Mol File: 301208-03-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 5-phenoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 5-phenoxy-(301208-03-7)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 5-phenoxy-(301208-03-7)

Safety Data

• Hazardous Substances Data: 301208-03-7(Hazardous Substances Data)

Upstream product

• 6941-75-9 5-Bromoisoindoline-1,3-dione 
• 108-95-2 phenol 
• 38791-62-7 4-phenoxyphthalonitrile 

Downstream Products

• 57830-14-5 5-phenoxy-3H-isobenzofuran-1-one 

Relevant articles and documents

Synthesis and spectral properties of unsymmetrical benzoporphyrins containing phenoxy groups or quinoxaline fragments

Condensation of phthalimide and 4-tert-butylphthalimide with zinc(II) acetate gave 3-(3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one and 5-tert-butyl-3-(5-tert-butyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl) -1H-isoindol-1-one, resp

Preparation method for substituting phthalide compound and intermediate of preparation method

The invention discloses a preparation method for substituting a phthalide compound and an intermediate of the preparation method. The preparation method for substituting the phthalide compound comprises the following step that in water, the compound B is

Inhibition of monoamine oxidase by C5-substituted phthalimide analogues

Literature reports that isatin as well as C5- and C6-substituted isatin analogues are reversible inhibitors of human monoamine oxidase (MAO) A and B. In general, C5- and C6-substitution of isatin leads to enhanced binding affinity to both MAO isozymes compared to isatin and in most instances result in selective binding to the MAO-B isoform. Crystallographic and modeling studies suggest that the isatin ring binds to the substrate cavities of MAO-A and -B and is stabilized by hydrogen bond interactions between the NH and the C2 carbonyl oxygen of the dioxoindolyl moiety and water molecules present in the substrate cavities of MAO-A and -B. Based on these observations and the close structural resemblances between isatin and its phthalimide isomer, a series of phthalimide analogues were synthesized and evaluated as MAO inhibitors. While phthalimide and N-aryl-substituted phthalimides were found to be weak MAO inhibitors, phthalimide homologues containing C5 substituents were potent reversible inhibitors of recombinant human MAO-B with IC50 values ranging from 0.007 to 2.5 μM and moderately potent reversible inhibitors of recombinant human MAO-A with IC50 values ranging from 0.22 to 9.0 μM. By employing molecular docking the importance of hydrogen bonding between the active sites of MAO-A and -B and the phthalimide inhibitors are highlighted.