50727-04-3

Basic information

• Product Name: 5-methoxy-1h-isoindole-1,3(2h)-dione
• Synonyms: 5-methoxy-1h-isoindole-1,3(2h)-dione;5-methoxyisoindoline-1,3-dione;4-MethoxyphthaliMide;5-methoxyisoindole-1,3-dione
• CAS NO: 50727-04-3
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.15678
• EINECS: 1533716-785-6
• Mol File: 50727-04-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: 219 °C
• Appearance: /
• Density: 1.347g/cm³
• Refractive Index: 1.585
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.84±0.20(Predicted)
• CAS DataBase Reference: 5-methoxy-1h-isoindole-1,3(2h)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methoxy-1h-isoindole-1,3(2h)-dione(50727-04-3)
• EPA Substance Registry System: 5-methoxy-1h-isoindole-1,3(2h)-dione(50727-04-3)

Safety Data

• Hazardous Substances Data: 50727-04-3(Hazardous Substances Data)

Usage

Description

5-methoxy-1h-isoindole-1,3(2h)-dione is an organic compound that belongs to the class of isoindole-1,3-diones. It is characterized by the presence of a methoxy group at the 5-position and a 1,3-dione functional group. 5-methoxy-1h-isoindole-1,3(2h)-dione is known for its potential applications in various fields due to its unique chemical structure and properties.

Uses

Used in Chemical Synthesis:
5-methoxy-1h-isoindole-1,3(2h)-dione is used as a reagent in the synthesis of KUP-1, a photoreactive and fluorescent pyrethroid. 5-methoxy-1h-isoindole-1,3(2h)-dione serves as a valuable tool for photoaffinity labelling, which is a technique used to study the interactions between molecules, particularly in biological systems.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-methoxy-1h-isoindole-1,3(2h)-dione may be utilized as a building block or intermediate in the development of new drugs. Its unique structure and reactivity can be exploited to create novel compounds with potential therapeutic applications.
Used in Research and Development:
5-methoxy-1h-isoindole-1,3(2h)-dione can also be employed in research and development settings, where it may be used to explore new chemical reactions, study the properties of related compounds, or investigate its potential applications in various fields, such as materials science or environmental chemistry.

InChI:InChI=1/C9H7NO3/c1-13-5-2-3-6-7(4-5)9(12)10-8(6)11/h2-4H,1H3,(H,10,11,12)

Upstream product

• 1885-13-8 4-methoxyphthalic acid 
• 7647-01-0 hydrogenchloride 
• 143956-83-6 N-(1,2,3,9-tetramethoxy-5,6-dihydro-7H-dibenzo[a,c][7]annulen-7-yl)acetamide 
• 5111-70-6 5-methoxy-1-indanone 
• 22479-95-4 dimethyl 4-hydroxyphthalate 
• 22895-19-8 dimethyl 4-methoxyphtalate 
• 134-08-7 4-sulpho-phthalic anhydride 
• 610-35-5 4-hydroxyphthalic acid 
• 85-44-9 phthalic anhydride 
• 42923-77-3 6-methoxy-1,2,3,4-tetrahydro-isoquinoline 
• 28281-76-7 5-methoxyisobenzofuran-1,3-dione 

Downstream Products

• 1603818-42-3 dimethyl (2S,4S)-2-(benzyloxy)-4-(5-methoxy-1,3-dioxoisoindolin-2-yl)-2-phenylcyclopentane-1,1-dicarboxylate 
• 1356116-35-2 methyl 4-methoxy-2-((methoxycarbonyl)amino)benzoate 
• 1356116-37-4 methyl 5-methoxy-2-((methoxycarbonyl)amino)benzoate 
• 22246-66-8 2,3-dihydro-5-methoxy-1H-isoindol-1-one 
• 127168-88-1 5-methoxy-2,3-dihydro-1H-isoindole 
• 22246-66-8 6-methoxy-2,3-dihydro-isoindol-1-one 

Relevant articles and documents

Synthesis method of phthalimide and phenyl ring-substituted phthalimide derivative

The invention provides a synthesis method of phthalimide and a phenyl ring-substituted phthalimide derivative. The synthesis method comprises that aromatic ketone and ammonia gas or an ammonia gas precursor as substrates and air or oxygen as an oxygen source undergo a reaction under catalyst action and liquid phase conditions to produce phthalimide and a phenyl ring-substituted phthalimide derivative. The synthesis method is mild, realizes high oxidation efficiency and a high product yield, utilizes oxygen or air as an oxygen source, is economic and eco-friendly and has a good application prospect.

Dynamic kinetic asymmetric [3 + 2] annulation reactions of aminocyclopropanes

We report the first example of a dynamic kinetic asymmetric [3 + 2] annulation reaction of aminocyclopropanes with both enol ethers and aldehydes. Using a Cu catalyst and a commercially available bisoxazoline ligand, cyclopentyl- and tetrahydrofurylamines were obtained in 69-99% yield and up to a 98:2 enantiomeric ratio using the same reaction conditions. The method gives access to important enantio-enriched nitrogen building blocks for the synthesis of bioactive compounds.

Discovery of (2,4-Dihydroxy-5-isopropylphenyl)-[5-(4-methylpiperazin-1- ylmethyl)-1,3-dihydroisoindol-2-yl]methanone (AT13387), a novel inhibitor of the molecular chaperone Hsp90 by fragment based drug design

Inhibitors of the molecular chaperone heat shock protein 90 (Hsp90) are currently generating significant interest in clinical development as potential treatments for cancer. In a preceding publication (DOI: 10.1021/jm100059d) we describe Astex's approach to screening fragments against Hsp90 and the subsequent optimization of two hits into leads with inhibitory activities in the low nanomolar range. This paper describes the structure guided optimization of the 2,4-dihydroxybenzamide lead molecule 1 and details some of the drug discovery strategies employed in the identification of AT13387 (35), which has progressed through preclinical development and is currently being tested in man.